treatments-xml/data/B2/01/B8/B201B818FFD3FFF9FCDAFAC1FC38C830.xml
2024-06-21 12:48:20 +02:00

1268 lines
116 KiB
XML
Raw Blame History

This file contains ambiguous Unicode characters

This file contains Unicode characters that might be confused with other characters. If you think that this is intentional, you can safely ignore this warning. Use the Escape button to reveal them.

<document id="D1B3B303A65D9356A0CFE65063B82C8E" ID-CLB-Dataset="264524" ID-DOI="10.1016/j.phytochem.2020.112521" ID-GBIF-Dataset="0e544916-1788-433e-aa13-645717cc1cd8" ID-ISSN="1873-3700" ID-PMC="PMC7970382" ID-PubMed="33099129" ID-Zenodo-Dep="8301840" IM.bibliography_approvedBy="julia" IM.illustrations_approvedBy="julia" IM.materialsCitations_approvedBy="felipe" IM.metadata_approvedBy="felipe" IM.tables_approvedBy="julia" IM.taxonomicNames_approvedBy="julia" IM.treatments_approvedBy="julia" checkinTime="1693249496922" checkinUser="felipe" docAuthor="Zhang, Yan, Tan, Choon Yong, Spjut, Richard W., Fuchs, James R., Kinghorn, A. Douglas &amp; Rakotondraibe, Liva Harinantenaina" docDate="2020" docId="B201B818FFD3FFF9FCDAFAC1FC38C830" docLanguage="en" docName="Phytochemistry.180.112521.pdf" docOrigin="Phytochemistry (112521) 180" docSource="http://dx.doi.org/10.1016/j.phytochem.2020.112521" docStyle="DocumentStyle:F36D69FC8B198FBE91029DF9C24697D3.5:Phytochemistry.2020-.journal_article" docStyleId="F36D69FC8B198FBE91029DF9C24697D3" docStyleName="Phytochemistry.2020-.journal_article" docStyleVersion="5" docTitle="Niebla homalea Rundel &amp; Bowler" docType="treatment" docVersion="4" lastPageNumber="7" masterDocId="4E38C060FFD7FFFCFFE8FF84FF8CC97E" masterDocTitle="Specialized metabolites of the United States lichen Niebla homalea and their antiproliferative activities" masterLastPageNumber="7" masterPageNumber="1" pageNumber="5" updateTime="1693405311133" updateUser="ExternalLinkService">
<mods:mods id="EE2587BA3503690294AFD0977652AE54" xmlns:mods="http://www.loc.gov/mods/v3">
<mods:titleInfo id="956BC259E7F679E86E8E9CDF9661C286">
<mods:title id="49DC2B939E824B7274C3B437E56798F0">Specialized metabolites of the United States lichen Niebla homalea and their antiproliferative activities</mods:title>
</mods:titleInfo>
<mods:name id="23D6A28B3ECFD717C9371351CEE483DC" type="personal">
<mods:role id="4CAFFCE363984BD4AA9A54C6CA57398E">
<mods:roleTerm id="F7047DCEC37900597244DA73A5B0E90E">Author</mods:roleTerm>
</mods:role>
<mods:namePart id="5EA3409D4DBC47FD1916800BE164AAF4">Zhang, Yan</mods:namePart>
<mods:affiliation id="BC5D4890C4DA53B853CFAA3BF75A8213">* &amp; Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH, 43210, USA</mods:affiliation>
</mods:name>
<mods:name id="8477A4D3B32167B825A7D6F77E59F343" type="personal">
<mods:role id="B8863CEBF236754A1E1E0CC9FBB4369B">
<mods:roleTerm id="8FE76713A25B98385551A83BDD5E27D7">Author</mods:roleTerm>
</mods:role>
<mods:namePart id="3C345F2F5AB90DD2A0530FBE869F66CF">Tan, Choon Yong</mods:namePart>
</mods:name>
<mods:name id="194C12629011FB376546C7A092118C1E" type="personal">
<mods:role id="2AE0787DAB90BFA1ED4138E96BA9F17E">
<mods:roleTerm id="639DE1BB0FB49EC910343F442DE35060">Author</mods:roleTerm>
</mods:role>
<mods:namePart id="D45834815577469E9D633B433D6A64C4">Spjut, Richard W.</mods:namePart>
</mods:name>
<mods:name id="8BDD1431603012E6F126F79E76B9D579" type="personal">
<mods:role id="A2434F2E82D7F88CBEFA2944E1A6DE1C">
<mods:roleTerm id="A4E7BF9DD5ADB1A5351DB35CC6CC9A93">Author</mods:roleTerm>
</mods:role>
<mods:namePart id="5A77FF9E07631A7E45492188B3365EED">Fuchs, James R.</mods:namePart>
</mods:name>
<mods:name id="A09DEEE2694DAF2D0C37FC136ED939C2" type="personal">
<mods:role id="F7430CFDB238C08407FFB2CC2AB09A8D">
<mods:roleTerm id="277E18C4F7EE465A0B8EDCC6338918A3">Author</mods:roleTerm>
</mods:role>
<mods:namePart id="56923A8FAB842C86A3B9743A46D782B0">Kinghorn, A. Douglas</mods:namePart>
</mods:name>
<mods:name id="BFA13C53F8F49711F0AB873C3F20B1E8" type="personal">
<mods:role id="40F8F7C0C6AEE15BCCB18F0E2DCC1752">
<mods:roleTerm id="E40E2FEEB6120B5577A9413020779CD8">Author</mods:roleTerm>
</mods:role>
<mods:namePart id="89A08150F207DF09E490368BC0083F0E">Rakotondraibe, Liva Harinantenaina</mods:namePart>
</mods:name>
<mods:typeOfResource id="ED84EFD64D1D57FE34F7364DB02FB7C6">text</mods:typeOfResource>
<mods:relatedItem id="4820E0932CF7BD45E45E4B4A1610ACF5" type="host">
<mods:titleInfo id="ED9BF95004DC6E34A3BA0C0AF5311A7A">
<mods:title id="6D3075C2ADB5991EEB9DA6D321FD18C8">Phytochemistry</mods:title>
</mods:titleInfo>
<mods:part id="DD4BFF6CBDE0F292D9D9544C616FB58C">
<mods:date id="3344FA5D1F820AE20583CC93EDB54EB9">2020</mods:date>
<mods:detail id="BFE1864988620F0892AF3BE4FFE3C3B9" type="series">
<mods:title id="2C0B28AB22639930F55CFD232EF9DB8D">112521</mods:title>
</mods:detail>
<mods:detail id="9B453201A822B467815611E66CE17226" type="pubDate">
<mods:number id="EBD4754275665E471B0CE8E22A2B5A43">2020-12-31</mods:number>
</mods:detail>
<mods:detail id="66B9D61D8F49A0A51BA384C4B19A649A" type="volume">
<mods:number id="93D487AD7464D483C0BB7EE31CDDA821">180</mods:number>
</mods:detail>
<mods:extent id="50EB92A39950BEDA4EBDB2505BF4FAAB" unit="page">
<mods:start id="BC515F20D24EFF0B629B9533A9278441">1</mods:start>
<mods:end id="FE778BB48EEFB5E8CE5C67826B987ADF">7</mods:end>
</mods:extent>
</mods:part>
</mods:relatedItem>
<mods:location id="7FAE5042B8FA63C0C1DE676CFABA5F88">
<mods:url id="A1C608BF3C08BADCEFAA2D1CED5088C4">http://dx.doi.org/10.1016/j.phytochem.2020.112521</mods:url>
</mods:location>
<mods:classification id="A766490AB7738B4DD3C528A29EBA6217">journal article</mods:classification>
<mods:identifier id="0D51084DA0A0FC0340CBFE205DA28AF4" type="CLB-Dataset">264524</mods:identifier>
<mods:identifier id="3BDA07B327CDFC7FDDDC25A04762EB31" type="DOI">10.1016/j.phytochem.2020.112521</mods:identifier>
<mods:identifier id="214E955885D039B34E07C5162BAFE618" type="GBIF-Dataset">0e544916-1788-433e-aa13-645717cc1cd8</mods:identifier>
<mods:identifier id="F81331BFF583E7C15055347EF460108B" type="ISSN">1873-3700</mods:identifier>
<mods:identifier id="35BB6B3D7FC861C54595FD29F55931D4" type="PMC">PMC7970382</mods:identifier>
<mods:identifier id="625B7815ED54F7D32F866E8538FFE21F" type="PubMed">33099129</mods:identifier>
<mods:identifier id="61CEB541A5C742CA6B10141A55ACCCB3" type="Zenodo-Dep">8301840</mods:identifier>
</mods:mods>
<treatment id="B201B818FFD3FFF9FCDAFAC1FC38C830" ID-DOI="http://doi.org/10.5281/zenodo.8301842" ID-Zenodo-Dep="8301842" LSID="urn:lsid:plazi:treatment:B201B818FFD3FFF9FCDAFAC1FC38C830" httpUri="http://treatment.plazi.org/id/B201B818FFD3FFF9FCDAFAC1FC38C830" lastPageId="5" lastPageNumber="7" pageId="4" pageNumber="5">
<subSubSection id="72B25A85FFD3FFF8FCDAFAC1FA33CC26" box="[818,1471,1349,1368]" pageId="4" pageNumber="5" type="nomenclature">
<paragraph id="3A17090EFFD3FFF8FCDAFAC1FA33CC26" blockId="4.[818,1471,1349,1368]" box="[818,1471,1349,1368]" pageId="4" pageNumber="5">
<heading id="615FBE62FFD3FFF8FCDAFAC1FA33CC26" bold="true" box="[818,1471,1349,1368]" centered="true" fontSize="36" level="1" pageId="4" pageNumber="5" reason="1">
<emphasis id="08DCD51CFFD3FFF8FCDAFAC1FA33CC26" bold="true" box="[818,1471,1349,1368]" italics="true" pageId="4" pageNumber="5">
3.3. Extraction and isolation of secondary metabolites of
<taxonomicName id="FDA8728DFFD3FFF8FADDFAC1FA33CC26" ID-CoL="73XRX" ID-ENA="643219" authority="(Ach.) Rundel &amp; Bowler" authorityName="Rundel &amp; Bowler" baseAuthorityName="Ach." box="[1333,1471,1349,1368]" class="Lecanoromycetes" family="Ramalinaceae" genus="Niebla" kingdom="Fungi" order="Lecanorales" pageId="4" pageNumber="5" phylum="Ascomycota" rank="species" species="homalea">Niebla homalea</taxonomicName>
</emphasis>
</heading>
</paragraph>
</subSubSection>
<subSubSection id="72B25A85FFD3FFF9FCB9FAF9FC38C830" lastPageId="5" lastPageNumber="6" pageId="4" pageNumber="5" type="description">
<paragraph id="3A17090EFFD3FFF9FCB9FAF9FEC7CC39" blockId="4.[818,1488,1404,1984]" lastBlockId="5.[100,773,1247,1966]" lastPageId="5" lastPageNumber="6" pageId="4" pageNumber="5">
The lichen
<taxonomicName id="FDA8728DFFD3FFF8FC2EFAF8FAD9CCEE" authority="(Ach.) Rundel &amp; Bowler" authorityName="Rundel &amp; Bowler" baseAuthorityName="Ach." box="[966,1365,1404,1424]" class="Lecanoromycetes" family="Ramalinaceae" genus="Niebla" kingdom="Fungi" order="Lecanorales" pageId="4" pageNumber="5" phylum="Ascomycota" rank="species" species="homalea">
<emphasis id="08DCD51CFFD3FFF8FC2EFAF8FBDACCF1" bold="true" box="[966,1110,1404,1423]" italics="true" pageId="4" pageNumber="5">Niebla homalea</emphasis>
(Ach.) Rundel &amp; Bowler
</taxonomicName>
(
<quantity id="FD50A4EBFFD3FFF8FA8FFAF9FA14CCEE" box="[1383,1432,1405,1424]" metricMagnitude="-2" metricUnit="kg" metricValue="6.2" pageId="4" pageNumber="5" unit="g" value="62.0">62 g</quantity>
) was macerated for 1 week with 3 L of ethyl acetate. The extract was filtered and concentrated
<emphasis id="08DCD51CFFD3FFF8FC36FA30FBA7CCB6" bold="true" box="[990,1067,1460,1480]" italics="true" pageId="4" pageNumber="5">in vacuo</emphasis>
to yield
<quantity id="FD50A4EBFFD3FFF8FB6DFA31FB28CCB6" box="[1157,1188,1461,1480]" metricMagnitude="-3" metricUnit="kg" metricValue="4.0" pageId="4" pageNumber="5" unit="g" value="4.0">4 g</quantity>
of a brown residue. This ethyl acetate residue was subjected to passage over a silica gel column [SiliaFlash® P60 (230400 mesh)], and eluted sequentially with hexane containing increasing amounts of ethyl acetate (1:0, 20:1, 10:1, 5:1, 2:1, 1:1, and 0:1), to afford ten major fractions labeled N1 to N10. Fraction N2 (
<quantity id="FD50A4EBFFD3FFF8FCB2F9C4FC14CF2D" box="[858,920,1600,1619]" metricMagnitude="-5" metricUnit="kg" metricValue="2.0" pageId="4" pageNumber="5" unit="mg" value="20.0">20 mg</quantity>
) yielded compound
<emphasis id="08DCD51CFFD3FFF8FBB1F9C4FBE9CF2D" bold="true" box="[1113,1125,1600,1619]" pageId="4" pageNumber="5">6</emphasis>
(
<quantity id="FD50A4EBFFD3FFF8FB9CF9C4FB29CF2D" box="[1140,1189,1600,1619]" metricMagnitude="-6" metricUnit="kg" metricValue="5.0" pageId="4" pageNumber="5" unit="mg" value="5.0">5 mg</quantity>
) by precipitation in chloroform (CHCl
<subScript id="A62C0B4BFFD3FFF8FC82F9E7FCFFCF0F" attach="left" box="[874,883,1635,1649]" fontSize="6" pageId="4" pageNumber="5">3</subScript>
). Fractions N3 (
<quantity id="FD50A4EBFFD3FFF8FBE7F9D8FBCDCF11" box="[1039,1089,1628,1647]" metricMagnitude="-6" metricUnit="kg" metricValue="6.0" pageId="4" pageNumber="5" unit="mg" value="6.0">6 mg</quantity>
) and N4 were washed with chloroform to afford compounds
<emphasis id="08DCD51CFFD3FFF8FC09F9FCFC61CFF5" bold="true" box="[993,1005,1656,1675]" pageId="4" pageNumber="5">4</emphasis>
(
<quantity id="FD50A4EBFFD3FFF8FC15F9FCFBA1CFF5" box="[1021,1069,1656,1675]" metricMagnitude="-6" metricUnit="kg" metricValue="1.0" pageId="4" pageNumber="5" unit="mg" value="1.0">1 mg</quantity>
) and
<emphasis id="08DCD51CFFD3FFF8FB89F9FCFBE1CFF5" bold="true" box="[1121,1133,1656,1675]" pageId="4" pageNumber="5">7</emphasis>
(
<quantity id="FD50A4EBFFD3FFF8FB93F9FCFB22CFF5" box="[1147,1198,1656,1675]" metricMagnitude="-6" metricUnit="kg" metricValue="6.0" pageId="4" pageNumber="5" unit="mg" value="6.0">6 mg</quantity>
), respectively. Fraction N5 (
<quantity id="FD50A4EBFFD3FFF8FA5EF9FCFCDDCFD9" metricMagnitude="-5" metricUnit="kg" metricValue="4.0" pageId="4" pageNumber="5" unit="mg" value="40.0">40 mg</quantity>
) was purified using a C
<subScript id="A62C0B4BFFD3FFF8FBCDF91FFBBBCFD7" attach="left" box="[1061,1079,1691,1705]" fontSize="6" pageId="4" pageNumber="5">18</subScript>
column (
<collectingCountry id="42BF499EFFD3FFF8FB64F910FB27CFD9" box="[1164,1195,1684,1703]" name="Switzerland" pageId="4" pageNumber="5">CH</collectingCountry>
<subScript id="A62C0B4BFFD3FFF8FB43F91FFB38CFD7" attach="both" box="[1195,1204,1691,1705]" fontSize="6" pageId="4" pageNumber="5">3</subScript>
CNH
<subScript id="A62C0B4BFFD3FFF8FB03F91FFB78CFD7" attach="both" box="[1259,1268,1691,1705]" fontSize="6" pageId="4" pageNumber="5">2</subScript>
O, 7:3) to give
<emphasis id="08DCD51CFFD3FFF8FA93F910FA0BCFD9" bold="true" box="[1403,1415,1684,1703]" pageId="4" pageNumber="5">5</emphasis>
(
<quantity id="FD50A4EBFFD3FFF8FA7CF910FA49CFD9" box="[1428,1477,1684,1703]" metricMagnitude="-6" metricUnit="kg" metricValue="3.0" pageId="4" pageNumber="5" unit="mg" value="3.0">3 mg</quantity>
). Fraction N6 (
<quantity id="FD50A4EBFFD3FFF8FC47F934FC62CFBD" box="[943,1006,1712,1731]" metricMagnitude="-5" metricUnit="kg" metricValue="4.0" pageId="4" pageNumber="5" unit="mg" value="40.0">40 mg</quantity>
) was purified also via a C
<subScript id="A62C0B4BFFD3FFF8FB0EF933FB74CFBB" attach="left" box="[1254,1272,1719,1733]" fontSize="6" pageId="4" pageNumber="5">18</subScript>
column (
<collectingCountry id="42BF499EFFD3FFF8FAB9F934FAFCCFBD" box="[1361,1392,1712,1731]" name="Switzerland" pageId="4" pageNumber="5">CH</collectingCountry>
<subScript id="A62C0B4BFFD3FFF8FA99F933FAF6CFBB" attach="right" box="[1393,1402,1719,1733]" fontSize="6" pageId="4" pageNumber="5">3</subScript>
CNH
<subScript id="A62C0B4BFFD3FFF8FA59F933FA36CFBB" attach="both" box="[1457,1466,1719,1733]" fontSize="6" pageId="4" pageNumber="5">2</subScript>
O, 3:2) to yield compound
<emphasis id="08DCD51CFFD3FFF8FBF2F94FFBAACFA0" bold="true" box="[1050,1062,1739,1758]" pageId="4" pageNumber="5">9</emphasis>
(
<quantity id="FD50A4EBFFD3FFF8FBDEF948FBE7CFA1" box="[1078,1131,1740,1759]" metricMagnitude="-6" metricUnit="kg" metricValue="3.0" pageId="4" pageNumber="5" unit="mg" value="3.0">3 mg</quantity>
). Fraction N7 (
<quantity id="FD50A4EBFFD3FFF8FB14F948FAC4CFA1" box="[1276,1352,1740,1759]" metricMagnitude="-4" metricUnit="kg" metricValue="1.2" pageId="4" pageNumber="5" unit="mg" value="120.0">120 mg</quantity>
) was chromatographed over a Sephadex LH-20 column with hexane-CHCl
<subScript id="A62C0B4BFFD3FFF8FA6BF96BFA00CF83" attach="left" box="[1411,1420,1775,1789]" fontSize="6" pageId="4" pageNumber="5">3</subScript>
-MeOH (5:5:1) as solvent and washed with hexanes-CHCl
<subScript id="A62C0B4BFFD3FFF8FAF4F88EFAA9CE66" attach="left" box="[1308,1317,1802,1816]" fontSize="6" pageId="4" pageNumber="5">3</subScript>
-MeOH (5:5:1) to afford
<emphasis id="08DCD51CFFD3FFF8FC9AF89BFC07CE4C" bold="true" box="[882,907,1823,1842]" pageId="4" pageNumber="5">11</emphasis>
(
<quantity id="FD50A4EBFFD3FFF8FC72F89BFC43CE4C" box="[922,975,1823,1842]" metricMagnitude="-6" metricUnit="kg" metricValue="6.0" pageId="4" pageNumber="5" unit="mg" value="6.0">6 mg</quantity>
). Fraction N8 (
<quantity id="FD50A4EBFFD3FFF8FB88F89BFB20CE4C" box="[1120,1196,1823,1842]" metricMagnitude="-4" metricUnit="kg" metricValue="1.7" pageId="4" pageNumber="5" unit="mg" value="170.0">170 mg</quantity>
) was chromatographed over a Sephadex LH-20 column, eluted with hexanes-CHCl
<subScript id="A62C0B4BFFD3FFF8FAF9F8C6FA96CE2E" attach="left" box="[1297,1306,1858,1872]" fontSize="6" pageId="4" pageNumber="5">3</subScript>
-MeOH (5:5:1), and further purified via silica gel column chromatography (hexanes-EtOAc, 5:1) to yield
<emphasis id="08DCD51CFFD3FFF8FC45F8F7FC4ACEF8" bold="true" box="[941,966,1907,1926]" pageId="4" pageNumber="5">12</emphasis>
(
<quantity id="FD50A4EBFFD3FFF8FC3CF8F7FB8BCEF8" box="[980,1031,1907,1926]" metricMagnitude="-6" metricUnit="kg" metricValue="4.0" pageId="4" pageNumber="5" unit="mg" value="4.0">4 mg</quantity>
) and
<emphasis id="08DCD51CFFD3FFF8FBD6F8F7FBC6CEF8" bold="true" box="[1086,1098,1907,1926]" pageId="4" pageNumber="5">8</emphasis>
(
<quantity id="FD50A4EBFFD3FFF8FBB0F8F7FB01CEF8" box="[1112,1165,1907,1926]" metricMagnitude="-6" metricUnit="kg" metricValue="4.0" pageId="4" pageNumber="5" unit="mg" value="4.0">4 mg</quantity>
). Fraction N9 (
<quantity id="FD50A4EBFFD3FFF8FAF4F8F7FAEACEF8" box="[1308,1382,1907,1926]" metricMagnitude="-4" metricUnit="kg" metricValue="1.3" pageId="4" pageNumber="5" unit="mg" value="130.0">130 mg</quantity>
) was chromatographed over a Sephadex LH-20 column with hexanes-CHCl
<subScript id="A62C0B4BFFD3FFF8FA57F812FA44CEDA" attach="left" box="[1471,1480,1942,1956]" fontSize="6" pageId="4" pageNumber="5">3</subScript>
- MeOH (5:5:1) and further purified via a C
<subScript id="A62C0B4BFFD3FFF8FB54F836FB42CEBE" attach="left" box="[1212,1230,1970,1984]" fontSize="6" pageId="4" pageNumber="5">18</subScript>
column (
<collectingCountry id="42BF499EFFD3FFF8FACDF82FFAC8CEC0" box="[1317,1348,1963,1982]" name="Switzerland" pageId="4" pageNumber="5">CH</collectingCountry>
<subScript id="A62C0B4BFFD3FFF8FAADF836FAC2CEBE" attach="right" box="[1349,1358,1970,1984]" fontSize="6" pageId="4" pageNumber="5">3</subScript>
CNH
<subScript id="A62C0B4BFFD3FFF8FA6DF836FA02CEBE" attach="both" box="[1413,1422,1970,1984]" fontSize="6" pageId="4" pageNumber="5">2</subScript>
O, 7:3) *Assignments based on HSQC and HMBC spectra. to yield compounds
<emphasis id="08DCD51CFFD2FFF9FECDFB5BFEBDCD8C" bold="true" box="[293,305,1247,1266]" pageId="5" pageNumber="6">2</emphasis>
(
<quantity id="FD50A4EBFFD2FFF9FEA8FB64FEFECD8D" box="[320,370,1248,1267]" metricMagnitude="-6" metricUnit="kg" metricValue="2.0" pageId="5" pageNumber="6" unit="mg" value="2.0">2 mg</quantity>
) and
<emphasis id="08DCD51CFFD2FFF9FE41FB5BFE39CD8C" bold="true" box="[425,437,1247,1266]" pageId="5" pageNumber="6">3</emphasis>
(
<quantity id="FD50A4EBFFD2FFF9FE2BFB64FE74CD8D" box="[451,504,1248,1267]" metricMagnitude="-6" metricUnit="kg" metricValue="2.0" pageId="5" pageNumber="6" unit="mg" value="2.0">2 mg</quantity>
). Fraction N10 (
<quantity id="FD50A4EBFFD2FFF9FD7AFB64FD5DCD8D" box="[658,721,1248,1267]" metricMagnitude="-5" metricUnit="kg" metricValue="7.0" pageId="5" pageNumber="6" unit="mg" value="70.0">70 mg</quantity>
) was chromatographed over a Sephadex LH-20 column with hexanes-CHCl
<subScript id="A62C0B4BFFD2FFF9FD1AFA87FD77CC6F" attach="left" box="[754,763,1283,1297]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
- MeOH (5:5:1) and washed with hexanes-CHCl
<subScript id="A62C0B4BFFD2FFF9FDFBFA9BFD90CC53" attach="left" box="[531,540,1311,1325]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
-MeOH (5:5:1) to yield
<quantity id="FD50A4EBFFD2FFF9FD1EFA93FF0DCC39" metricMagnitude="-6" metricUnit="kg" metricValue="3.0" pageId="5" pageNumber="6" unit="mg" value="3.0">3 mg</quantity>
of
<emphasis id="08DCD51CFFD2FFF9FF49FAB7FF21CC38" bold="true" box="[161,173,1331,1350]" pageId="5" pageNumber="6">1</emphasis>
and
<quantity id="FD50A4EBFFD2FFF9FF35FAB7FE80CC39" box="[221,268,1331,1351]" metricMagnitude="-6" metricUnit="kg" metricValue="4.0" pageId="5" pageNumber="6" unit="mg" value="4.0">4 mg</quantity>
of
<emphasis id="08DCD51CFFD2FFF9FEC4FAB7FEC9CC38" bold="true" box="[300,325,1331,1350]" pageId="5" pageNumber="6">10</emphasis>
.
</paragraph>
<caption id="6ED75986FFD2FFF9FF8CFF12FE9DC9A4" ID-Table-UUID="6ED75986FFD2FFF9FF8CFF12FE9DC9A4" httpUri="http://table.plazi.org/id/6ED75986FFD2FFF9FF8CFF12FE9DC9A4" pageId="5" pageNumber="6" startId="5.[100,150,150,166]" targetBox="[116,753,238,1168]" targetIsTable="true" targetPageId="5" targetType="table">
<paragraph id="3A17090EFFD2FFF9FF8CFF12FF2BC9D9" blockId="5.[100,770,150,218]" box="[100,167,150,167]" pageId="5" pageNumber="6">
<emphasis id="08DCD51CFFD2FFF9FF8CFF12FF2BC9D9" bold="true" box="[100,167,150,167]" pageId="5" pageNumber="6">Table 2</emphasis>
</paragraph>
<paragraph id="3A17090EFFD2FFF9FF8CFF2FFE9DC9A4" blockId="5.[100,770,150,218]" pageId="5" pageNumber="6">
<superScript id="CDDDA446FFD2FFF9FF8CFF2FFFE0C9C9" attach="right" box="[100,108,171,183]" fontSize="5" pageId="5" pageNumber="6">1</superScript>
H and
<superScript id="CDDDA446FFD2FFF9FF4EFF2FFF3AC9C9" attach="right" box="[166,182,171,183]" fontSize="5" pageId="5" pageNumber="6">13</superScript>
C NMR (400 MHz and 100 MHz, respectively) spectroscopic data for compounds
<emphasis id="08DCD51CFFD2FFF9FF23FF4DFF5AC9A4" bold="true" box="[203,214,201,218]" pageId="5" pageNumber="6">4</emphasis>
and
<emphasis id="08DCD51CFFD2FFF9FEE9FF4DFE80C9A7" bold="true" box="[257,268,201,217]" pageId="5" pageNumber="6">5</emphasis>
.
</paragraph>
</caption>
<paragraph id="3A17090EFFD2FFF9FF9CFF6AFE46CDEE" pageId="5" pageNumber="6">
<table id="48A8FBAEFFD20003FF9CFF6AFD7DCDEE" box="[116,753,238,1168]" gridcols="5" gridrows="40" pageId="5" pageNumber="6">
<tr id="84980B4CFFD20003FF9CFF6AFD7DC982" box="[116,753,238,252]" gridrow="0" pageId="5" pageNumber="6" rowspan-2="1" rowspan-4="1">
<th id="C7496230FFD20003FF9CFF6AFF3DC982" box="[116,177,238,252]" gridcol="0" gridrow="0" pageId="5" pageNumber="6">Position</th>
<th id="C7496230FFD20003FEF9FF6AFEB0C982" box="[273,316,238,252]" gridcol="1" gridrow="0" pageId="5" pageNumber="6">4</th>
<th id="C7496230FFD20003FDDAFF6AFDD1C982" box="[562,605,238,252]" gridcol="3" gridrow="0" pageId="5" pageNumber="6">5</th>
</tr>
<tr id="84980B4CFFD20003FF9CFE95FD7DC85C" box="[116,753,273,290]" gridrow="1" pageId="5" pageNumber="6" rowspan-0="1">
<td id="C7496230FFD20003FEF9FE95FEB0C85C" box="[273,316,273,290]" gridcol="1" gridrow="1" pageId="5" pageNumber="6">δC</td>
<td id="C7496230FFD20003FE74FE95FE5DC85C" box="[412,465,273,290]" gridcol="2" gridrow="1" pageId="5" pageNumber="6">δH</td>
<td id="C7496230FFD20003FDDAFE95FDD1C85C" box="[562,605,273,290]" gridcol="3" gridrow="1" pageId="5" pageNumber="6">δC</td>
<td id="C7496230FFD20003FD55FE95FD7DC85C" box="[701,753,273,290]" gridcol="4" gridrow="1" pageId="5" pageNumber="6">δH</td>
</tr>
<tr id="84980B4CFFD20003FF9CFEB0FD7DC83D" box="[116,753,308,323]" gridrow="2" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFEB0FF3DC83D" box="[116,177,308,323]" gridcol="0" gridrow="2" pageId="5" pageNumber="6">1</th>
<td id="C7496230FFD20003FEF9FEB0FEB0C83D" box="[273,316,308,323]" gridcol="1" gridrow="2" pageId="5" pageNumber="6">31.6</td>
<td id="C7496230FFD20003FE74FEB0FE5DC83D" box="[412,465,308,323]" gridcol="2" gridrow="2" pageId="5" pageNumber="6">2.08 m</td>
<td id="C7496230FFD20003FDDAFEB0FDD1C83D" box="[562,605,308,323]" gridcol="3" gridrow="2" pageId="5" pageNumber="6">31.5</td>
<td id="C7496230FFD20003FD55FEB0FD7DC83D" box="[701,753,308,323]" gridcol="4" gridrow="2" pageId="5" pageNumber="6">2.06 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFECFFD7DC827" box="[116,753,331,345]" gridrow="3" pageId="5" pageNumber="6" rowspan-0="1" rowspan-1="1" rowspan-3="1">
<td id="C7496230FFD20003FE74FECFFE5DC827" box="[412,465,331,345]" gridcol="2" gridrow="3" pageId="5" pageNumber="6">1.44 m</td>
<td id="C7496230FFD20003FD55FECFFD7DC827" box="[701,753,331,345]" gridcol="4" gridrow="3" pageId="5" pageNumber="6">1.43 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFEE6FD7DC80E" box="[116,753,354,368]" gridrow="4" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFEE6FF3DC80E" box="[116,177,354,368]" gridcol="0" gridrow="4" pageId="5" pageNumber="6">2</th>
<td id="C7496230FFD20003FEF9FEE6FEB0C80E" box="[273,316,354,368]" gridcol="1" gridrow="4" pageId="5" pageNumber="6">33.8</td>
<td id="C7496230FFD20003FE74FEE6FE5DC80E" box="[412,465,354,368]" gridcol="2" gridrow="4" pageId="5" pageNumber="6">2.65 m</td>
<td id="C7496230FFD20003FDDAFEE6FDD1C80E" box="[562,605,354,368]" gridcol="3" gridrow="4" pageId="5" pageNumber="6">33.7</td>
<td id="C7496230FFD20003FD55FEE6FD7DC80E" box="[701,753,354,368]" gridcol="4" gridrow="4" pageId="5" pageNumber="6">2.65 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFEFDFD7DC8F9" box="[116,753,377,391]" gridrow="5" pageId="5" pageNumber="6" rowspan-0="1" rowspan-1="1" rowspan-3="1">
<td id="C7496230FFD20003FE74FEFDFE5DC8F9" box="[412,465,377,391]" gridcol="2" gridrow="5" pageId="5" pageNumber="6">2.27 m</td>
<td id="C7496230FFD20003FD55FEFDFD7DC8F9" box="[701,753,377,391]" gridcol="4" gridrow="5" pageId="5" pageNumber="6">2.27 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFE14FD7DC8E0" box="[116,753,400,414]" gridrow="6" pageId="5" pageNumber="6" rowspan-2="1" rowspan-4="1">
<th id="C7496230FFD20003FF9CFE14FF3DC8E0" box="[116,177,400,414]" gridcol="0" gridrow="6" pageId="5" pageNumber="6">3</th>
<td id="C7496230FFD20003FEF9FE14FEB0C8E0" box="[273,316,400,414]" gridcol="1" gridrow="6" pageId="5" pageNumber="6">220.4</td>
<td id="C7496230FFD20003FDDAFE14FDD1C8E0" box="[562,605,400,414]" gridcol="3" gridrow="6" pageId="5" pageNumber="6">220.2</td>
</tr>
<tr id="84980B4CFFD20003FF9CFE22FD7DC8CB" box="[116,753,422,437]" gridrow="7" pageId="5" pageNumber="6" rowspan-2="1" rowspan-4="1">
<th id="C7496230FFD20003FF9CFE22FF3DC8CB" box="[116,177,422,437]" gridcol="0" gridrow="7" pageId="5" pageNumber="6">4</th>
<td id="C7496230FFD20003FEF9FE22FEB0C8CB" box="[273,316,422,437]" gridcol="1" gridrow="7" pageId="5" pageNumber="6">46.9</td>
<td id="C7496230FFD20003FDDAFE22FDD1C8CB" box="[562,605,422,437]" gridcol="3" gridrow="7" pageId="5" pageNumber="6">46.9</td>
</tr>
<tr id="84980B4CFFD20003FF9CFE39FD7DC8B2" box="[116,753,445,460]" gridrow="8" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFE39FF3DC8B2" box="[116,177,445,460]" gridcol="0" gridrow="8" pageId="5" pageNumber="6">5</th>
<td id="C7496230FFD20003FEF9FE39FEB0C8B2" box="[273,316,445,460]" gridcol="1" gridrow="8" pageId="5" pageNumber="6">43.5</td>
<td id="C7496230FFD20003FE74FE39FE5DC8B2" box="[412,465,445,460]" gridcol="2" gridrow="8" pageId="5" pageNumber="6">1.42 m</td>
<td id="C7496230FFD20003FDDAFE39FDD1C8B2" box="[562,605,445,460]" gridcol="3" gridrow="8" pageId="5" pageNumber="6">43.6</td>
<td id="C7496230FFD20003FD55FE39FD7DC8B2" box="[701,753,445,460]" gridcol="4" gridrow="8" pageId="5" pageNumber="6">1.49 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFE50FD7DC89D" box="[116,753,468,483]" gridrow="9" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFE50FF3DC89D" box="[116,177,468,483]" gridcol="0" gridrow="9" pageId="5" pageNumber="6">6</th>
<td id="C7496230FFD20003FEF9FE50FEB0C89D" box="[273,316,468,483]" gridcol="1" gridrow="9" pageId="5" pageNumber="6">20.6</td>
<td id="C7496230FFD20003FE74FE50FE5DC89D" box="[412,465,468,483]" gridcol="2" gridrow="9" pageId="5" pageNumber="6">1.44 m</td>
<td id="C7496230FFD20003FDDAFE50FDD1C89D" box="[562,605,468,483]" gridcol="3" gridrow="9" pageId="5" pageNumber="6">20.3</td>
<td id="C7496230FFD20003FD55FE50FD7DC89D" box="[701,753,468,483]" gridcol="4" gridrow="9" pageId="5" pageNumber="6">1.43 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFE6FFD7DC887" box="[116,753,491,505]" gridrow="10" pageId="5" pageNumber="6" rowspan-0="1" rowspan-1="1" rowspan-3="1">
<td id="C7496230FFD20003FE74FE6FFE5DC887" box="[412,465,491,505]" gridcol="2" gridrow="10" pageId="5" pageNumber="6">1.16 m</td>
<td id="C7496230FFD20003FD55FE6FFD7DC887" box="[701,753,491,505]" gridcol="4" gridrow="10" pageId="5" pageNumber="6">1.16 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFD86FD7DCB6E" box="[116,753,514,528]" gridrow="11" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFD86FF3DCB6E" box="[116,177,514,528]" gridcol="0" gridrow="11" pageId="5" pageNumber="6">7</th>
<td id="C7496230FFD20003FEF9FD86FEB0CB6E" box="[273,316,514,528]" gridcol="1" gridrow="11" pageId="5" pageNumber="6">34.2</td>
<td id="C7496230FFD20003FE74FD86FE5DCB6E" box="[412,465,514,528]" gridcol="2" gridrow="11" pageId="5" pageNumber="6">2.00 m</td>
<td id="C7496230FFD20003FDDAFD86FDD1CB6E" box="[562,605,514,528]" gridcol="3" gridrow="11" pageId="5" pageNumber="6">33.6</td>
<td id="C7496230FFD20003FD55FD86FD7DCB6E" box="[701,753,514,528]" gridcol="4" gridrow="11" pageId="5" pageNumber="6">1.96 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFD9DFD7DCB59" box="[116,753,537,551]" gridrow="12" pageId="5" pageNumber="6" rowspan-0="1" rowspan-1="1" rowspan-3="1">
<td id="C7496230FFD20003FE74FD9DFE5DCB59" box="[412,465,537,551]" gridcol="2" gridrow="12" pageId="5" pageNumber="6">1.09 m</td>
<td id="C7496230FFD20003FD55FD9DFD7DCB59" box="[701,753,537,551]" gridcol="4" gridrow="12" pageId="5" pageNumber="6">1.05 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFDB4FD7DCB40" box="[116,753,560,574]" gridrow="13" pageId="5" pageNumber="6" rowspan-2="1" rowspan-4="1">
<th id="C7496230FFD20003FF9CFDB4FF3DCB40" box="[116,177,560,574]" gridcol="0" gridrow="13" pageId="5" pageNumber="6">8</th>
<td id="C7496230FFD20003FEF9FDB4FEB0CB40" box="[273,316,560,574]" gridcol="1" gridrow="13" pageId="5" pageNumber="6">41.8</td>
<td id="C7496230FFD20003FDDAFDB4FDD1CB40" box="[562,605,560,574]" gridcol="3" gridrow="13" pageId="5" pageNumber="6">41.6</td>
</tr>
<tr id="84980B4CFFD20003FF9CFDC3FD7DCB2B" box="[116,753,583,597]" gridrow="14" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFDC3FF3DCB2B" box="[116,177,583,597]" gridcol="0" gridrow="14" pageId="5" pageNumber="6">9</th>
<td id="C7496230FFD20003FEF9FDC3FEB0CB2B" box="[273,316,583,597]" gridcol="1" gridrow="14" pageId="5" pageNumber="6">47.4</td>
<td id="C7496230FFD20003FE74FDC3FE5DCB2B" box="[412,465,583,597]" gridcol="2" gridrow="14" pageId="5" pageNumber="6">2.03 m</td>
<td id="C7496230FFD20003FDDAFDC3FDD1CB2B" box="[562,605,583,597]" gridcol="3" gridrow="14" pageId="5" pageNumber="6">47.2</td>
<td id="C7496230FFD20003FD55FDC3FD7DCB2B" box="[701,753,583,597]" gridcol="4" gridrow="14" pageId="5" pageNumber="6">2.03 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFDD9FD7DCB15" box="[116,753,605,619]" gridrow="15" pageId="5" pageNumber="6" rowspan-4="1">
<th id="C7496230FFD20003FF9CFDD9FF3DCB15" box="[116,177,605,619]" gridcol="0" gridrow="15" pageId="5" pageNumber="6">10</th>
<td id="C7496230FFD20003FEF9FDD9FEB0CB15" box="[273,316,605,619]" gridcol="1" gridrow="15" pageId="5" pageNumber="6">36.2</td>
<td id="C7496230FFD20003FE74FDD9FE5DCB15" box="[412,465,605,619]" gridcol="2" gridrow="15" pageId="5" pageNumber="6">109.6</td>
<td id="C7496230FFD20003FDDAFDD9FDD1CB15" box="[562,605,605,619]" gridcol="3" gridrow="15" pageId="5" pageNumber="6">36.1</td>
</tr>
<tr id="84980B4CFFD20003FF9CFDF0FD7DCBFC" box="[116,753,628,642]" gridrow="16" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFDF0FF3DCBFC" box="[116,177,628,642]" gridcol="0" gridrow="16" pageId="5" pageNumber="6">11</th>
<td id="C7496230FFD20003FEF9FDF0FEB0CBFC" box="[273,316,628,642]" gridcol="1" gridrow="16" pageId="5" pageNumber="6">21.9</td>
<td id="C7496230FFD20003FE74FDF0FE5DCBFC" box="[412,465,628,642]" gridcol="2" gridrow="16" pageId="5" pageNumber="6">1.46 m</td>
<td id="C7496230FFD20003FDDAFDF0FDD1CBFC" box="[562,605,628,642]" gridcol="3" gridrow="16" pageId="5" pageNumber="6">23.5</td>
<td id="C7496230FFD20003FD55FDF0FD7DCBFC" box="[701,753,628,642]" gridcol="4" gridrow="16" pageId="5" pageNumber="6">1.63 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFD0FFD7DCBE7" box="[116,753,651,665]" gridrow="17" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFD0FFF3DCBE7" box="[116,177,651,665]" gridcol="0" gridrow="17" pageId="5" pageNumber="6">12</th>
<td id="C7496230FFD20003FEF9FD0FFEB0CBE7" box="[273,316,651,665]" gridcol="1" gridrow="17" pageId="5" pageNumber="6">21.2</td>
<td id="C7496230FFD20003FE74FD0FFE5DCBE7" box="[412,465,651,665]" gridcol="2" gridrow="17" pageId="5" pageNumber="6">1.51 m</td>
<td id="C7496230FFD20003FDDAFD0FFDD1CBE7" box="[562,605,651,665]" gridcol="3" gridrow="17" pageId="5" pageNumber="6">22.3</td>
<td id="C7496230FFD20003FD55FD0FFD7DCBE7" box="[701,753,651,665]" gridcol="4" gridrow="17" pageId="5" pageNumber="6">1.55 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFD26FD7DCBCE" box="[116,753,674,688]" gridrow="18" pageId="5" pageNumber="6" rowspan-0="1" rowspan-1="1" rowspan-3="1">
<td id="C7496230FFD20003FE74FD26FE5DCBCE" box="[412,465,674,688]" gridcol="2" gridrow="18" pageId="5" pageNumber="6">1.34 m</td>
<td id="C7496230FFD20003FD55FD26FD7DCBCE" box="[701,753,674,688]" gridcol="4" gridrow="18" pageId="5" pageNumber="6">1.36 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFD3DFD7DCBB9" box="[116,753,697,711]" gridrow="19" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFD3DFF3DCBB9" box="[116,177,697,711]" gridcol="0" gridrow="19" pageId="5" pageNumber="6">13</th>
<td id="C7496230FFD20003FEF9FD3DFEB0CBB9" box="[273,316,697,711]" gridcol="1" gridrow="19" pageId="5" pageNumber="6">48.7</td>
<td id="C7496230FFD20003FE74FD3DFE5DCBB9" box="[412,465,697,711]" gridcol="2" gridrow="19" pageId="5" pageNumber="6">1.47 m</td>
<td id="C7496230FFD20003FDDAFD3DFDD1CBB9" box="[562,605,697,711]" gridcol="3" gridrow="19" pageId="5" pageNumber="6">38.8</td>
<td id="C7496230FFD20003FD55FD3DFD7DCBB9" box="[701,753,697,711]" gridcol="4" gridrow="19" pageId="5" pageNumber="6">1.34 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFD54FD7DCBA0" box="[116,753,720,734]" gridrow="20" pageId="5" pageNumber="6" rowspan-2="1" rowspan-4="1">
<th id="C7496230FFD20003FF9CFD54FF3DCBA0" box="[116,177,720,734]" gridcol="0" gridrow="20" pageId="5" pageNumber="6">14</th>
<td id="C7496230FFD20003FEF9FD54FEB0CBA0" box="[273,316,720,734]" gridcol="1" gridrow="20" pageId="5" pageNumber="6">42.7</td>
<td id="C7496230FFD20003FDDAFD54FDD1CBA0" box="[562,605,720,734]" gridcol="3" gridrow="20" pageId="5" pageNumber="6">41.7</td>
</tr>
<tr id="84980B4CFFD20003FF9CFD62FD7DCB8B" box="[116,753,742,757]" gridrow="21" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFD62FF3DCB8B" box="[116,177,742,757]" gridcol="0" gridrow="21" pageId="5" pageNumber="6">15</th>
<td id="C7496230FFD20003FEF9FD62FEB0CB8B" box="[273,316,742,757]" gridcol="1" gridrow="21" pageId="5" pageNumber="6">32.4</td>
<td id="C7496230FFD20003FE74FD62FE5DCB8B" box="[412,465,742,757]" gridcol="2" gridrow="21" pageId="5" pageNumber="6">1.37 m</td>
<td id="C7496230FFD20003FDDAFD62FDD1CB8B" box="[562,605,742,757]" gridcol="3" gridrow="21" pageId="5" pageNumber="6">27.0</td>
<td id="C7496230FFD20003FD55FD62FD7DCB8B" box="[701,753,742,757]" gridcol="4" gridrow="21" pageId="5" pageNumber="6">1.14 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFD79FD7DCA72" box="[116,753,765,780]" gridrow="22" pageId="5" pageNumber="6" rowspan-0="1" rowspan-1="1" rowspan-3="1">
<td id="C7496230FFD20003FE74FD79FE5DCA72" box="[412,465,765,780]" gridcol="2" gridrow="22" pageId="5" pageNumber="6">1.33 m</td>
<td id="C7496230FFD20003FD55FD79FD7DCA72" box="[701,753,765,780]" gridcol="4" gridrow="22" pageId="5" pageNumber="6">1.10 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFC90FD7DCA5C" box="[116,753,788,802]" gridrow="23" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFC90FF3DCA5C" box="[116,177,788,802]" gridcol="0" gridrow="23" pageId="5" pageNumber="6">16</th>
<td id="C7496230FFD20003FEF9FC90FEB0CA5C" box="[273,316,788,802]" gridcol="1" gridrow="23" pageId="5" pageNumber="6">24.2</td>
<td id="C7496230FFD20003FE74FC90FE5DCA5C" box="[412,465,788,802]" gridcol="2" gridrow="23" pageId="5" pageNumber="6">1.46 m</td>
<td id="C7496230FFD20003FDDAFC90FDD1CA5C" box="[562,605,788,802]" gridcol="3" gridrow="23" pageId="5" pageNumber="6">35.6</td>
<td id="C7496230FFD20003FD55FC90FD7DCA5C" box="[701,753,788,802]" gridcol="4" gridrow="23" pageId="5" pageNumber="6">2.27 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFCAFFD7DCA47" box="[116,753,811,825]" gridrow="24" pageId="5" pageNumber="6" rowspan-0="1" rowspan-1="1" rowspan-2="1" rowspan-3="1">
<td id="C7496230FFD20003FD55FCAFFD7DCA47" box="[701,753,811,825]" gridcol="4" gridrow="24" pageId="5" pageNumber="6">2.23 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFCC6FD7DCA2E" box="[116,753,834,848]" gridrow="25" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFCC6FF3DCA2E" box="[116,177,834,848]" gridcol="0" gridrow="25" pageId="5" pageNumber="6">17</th>
<td id="C7496230FFD20003FEF9FCC6FEB0CA2E" box="[273,316,834,848]" gridcol="1" gridrow="25" pageId="5" pageNumber="6">54.3</td>
<td id="C7496230FFD20003FE74FCC6FE5DCA2E" box="[412,465,834,848]" gridcol="2" gridrow="25" pageId="5" pageNumber="6">1.35 m</td>
<td id="C7496230FFD20003FDDAFCC6FDD1CA2E" box="[562,605,834,848]" gridcol="3" gridrow="25" pageId="5" pageNumber="6">57.5</td>
<td id="C7496230FFD20003FD55FCC6FD7DCA2E" box="[701,753,834,848]" gridcol="4" gridrow="25" pageId="5" pageNumber="6">1.87 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFCDCFD7DCA19" box="[116,753,856,871]" gridrow="26" pageId="5" pageNumber="6" rowspan-2="1" rowspan-4="1">
<th id="C7496230FFD20003FF9CFCDCFF3DCA19" box="[116,177,856,871]" gridcol="0" gridrow="26" pageId="5" pageNumber="6">18</th>
<td id="C7496230FFD20003FEF9FCDCFEB0CA19" box="[273,316,856,871]" gridcol="1" gridrow="26" pageId="5" pageNumber="6">45.1</td>
<td id="C7496230FFD20003FDDAFCDCFDD1CA19" box="[562,605,856,871]" gridcol="3" gridrow="26" pageId="5" pageNumber="6">41.5</td>
</tr>
<tr id="84980B4CFFD20003FF9CFCEBFD7DCA00" box="[116,753,879,894]" gridrow="27" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFCEBFF3DCA00" box="[116,177,879,894]" gridcol="0" gridrow="27" pageId="5" pageNumber="6">19</th>
<td id="C7496230FFD20003FEF9FCEBFEB0CA00" box="[273,316,879,894]" gridcol="1" gridrow="27" pageId="5" pageNumber="6">39.8</td>
<td id="C7496230FFD20003FE74FCEBFE5DCA00" box="[412,465,879,894]" gridcol="2" gridrow="27" pageId="5" pageNumber="6">1.54 m</td>
<td id="C7496230FFD20003FDDAFCEBFDD1CA00" box="[562,605,879,894]" gridcol="3" gridrow="27" pageId="5" pageNumber="6">34.5</td>
<td id="C7496230FFD20003FD55FCEBFD7DCA00" box="[701,753,879,894]" gridcol="4" gridrow="27" pageId="5" pageNumber="6">2.10 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFC02FD7DCAEB" box="[116,753,902,917]" gridrow="28" pageId="5" pageNumber="6" rowspan-0="1" rowspan-1="1" rowspan-3="1">
<td id="C7496230FFD20003FE74FC02FE5DCAEB" box="[412,465,902,917]" gridcol="2" gridrow="28" pageId="5" pageNumber="6">1.16 m</td>
<td id="C7496230FFD20003FD55FC02FD7DCAEB" box="[701,753,902,917]" gridcol="4" gridrow="28" pageId="5" pageNumber="6">1.35 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFC19FD7DCAD2" box="[116,753,925,940]" gridrow="29" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFC19FF3DCAD2" box="[116,177,925,940]" gridcol="0" gridrow="29" pageId="5" pageNumber="6">20</th>
<td id="C7496230FFD20003FEF9FC19FEB0CAD2" box="[273,316,925,940]" gridcol="1" gridrow="29" pageId="5" pageNumber="6">25.6</td>
<td id="C7496230FFD20003FE74FC19FE5DCAD2" box="[412,465,925,940]" gridcol="2" gridrow="29" pageId="5" pageNumber="6">1.94 m</td>
<td id="C7496230FFD20003FDDAFC19FDD1CAD2" box="[562,605,925,940]" gridcol="3" gridrow="29" pageId="5" pageNumber="6">17.2</td>
<td id="C7496230FFD20003FD55FC19FD7DCAD2" box="[701,753,925,940]" gridcol="4" gridrow="29" pageId="5" pageNumber="6">2.02 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFC30FD7DCABC" box="[116,753,948,962]" gridrow="30" pageId="5" pageNumber="6" rowspan-0="1" rowspan-1="1" rowspan-3="1">
<td id="C7496230FFD20003FE74FC30FE5DCABC" box="[412,465,948,962]" gridcol="2" gridrow="30" pageId="5" pageNumber="6">1.71 m</td>
<td id="C7496230FFD20003FD55FC30FD7DCABC" box="[701,753,948,962]" gridcol="4" gridrow="30" pageId="5" pageNumber="6">1.66 m</td>
</tr>
<tr id="84980B4CFFD20003FF9CFC4FFD7DCAA7" box="[116,753,971,985]" gridrow="31" pageId="5" pageNumber="6" rowspan-4="1">
<th id="C7496230FFD20003FF9CFC4FFF3DCAA7" box="[116,177,971,985]" gridcol="0" gridrow="31" pageId="5" pageNumber="6">21</th>
<td id="C7496230FFD20003FEF9FC4FFEB0CAA7" box="[273,316,971,985]" gridcol="1" gridrow="31" pageId="5" pageNumber="6">53.6</td>
<td id="C7496230FFD20003FE74FC4FFE5DCAA7" box="[412,465,971,985]" gridcol="2" gridrow="31" pageId="5" pageNumber="6">2.65 m</td>
<td id="C7496230FFD20003FDDAFC4FFDD1CAA7" box="[562,605,971,985]" gridcol="3" gridrow="31" pageId="5" pageNumber="6">221.2</td>
</tr>
<tr id="84980B4CFFD20003FF9CFC66FD7DCA8E" box="[116,753,994,1008]" gridrow="32" pageId="5" pageNumber="6" rowspan-2="1">
<th id="C7496230FFD20003FF9CFC66FF3DCA8E" box="[116,177,994,1008]" gridcol="0" gridrow="32" pageId="5" pageNumber="6">22</th>
<td id="C7496230FFD20003FEF9FC66FEB0CA8E" box="[273,316,994,1008]" gridcol="1" gridrow="32" pageId="5" pageNumber="6">212.6</td>
<td id="C7496230FFD20003FDDAFC66FDD1CA8E" box="[562,605,994,1008]" gridcol="3" gridrow="32" pageId="5" pageNumber="6">29.4</td>
<td id="C7496230FFD20003FD55FC66FD7DCA8E" box="[701,753,994,1008]" gridcol="4" gridrow="32" pageId="5" pageNumber="6">1.05 s</td>
</tr>
<tr id="84980B4CFFD20003FF9CFC7CFD7DCD79" box="[116,753,1016,1031]" gridrow="33" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFC7CFF3DCD79" box="[116,177,1016,1031]" gridcol="0" gridrow="33" pageId="5" pageNumber="6">23</th>
<td id="C7496230FFD20003FEF9FC7CFEB0CD79" box="[273,316,1016,1031]" gridcol="1" gridrow="33" pageId="5" pageNumber="6">29.4</td>
<td id="C7496230FFD20003FE74FC7CFE5DCD79" box="[412,465,1016,1031]" gridcol="2" gridrow="33" pageId="5" pageNumber="6">1.05 s</td>
<td id="C7496230FFD20003FDDAFC7CFDD1CD79" box="[562,605,1016,1031]" gridcol="3" gridrow="33" pageId="5" pageNumber="6">19.6</td>
<td id="C7496230FFD20003FD55FC7CFD7DCD79" box="[701,753,1016,1031]" gridcol="4" gridrow="33" pageId="5" pageNumber="6">1.03 s</td>
</tr>
<tr id="84980B4CFFD20003FF9CFB8BFD7DCD60" box="[116,753,1039,1054]" gridrow="34" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFB8BFF3DCD60" box="[116,177,1039,1054]" gridcol="0" gridrow="34" pageId="5" pageNumber="6">24</th>
<td id="C7496230FFD20003FEF9FB8BFEB0CD60" box="[273,316,1039,1054]" gridcol="1" gridrow="34" pageId="5" pageNumber="6">19.6</td>
<td id="C7496230FFD20003FE74FB8BFE5DCD60" box="[412,465,1039,1054]" gridcol="2" gridrow="34" pageId="5" pageNumber="6">1.03 s</td>
<td id="C7496230FFD20003FDDAFB8BFDD1CD60" box="[562,605,1039,1054]" gridcol="3" gridrow="34" pageId="5" pageNumber="6">23.3</td>
<td id="C7496230FFD20003FD55FB8BFD7DCD60" box="[701,753,1039,1054]" gridcol="4" gridrow="34" pageId="5" pageNumber="6">0.78 s</td>
</tr>
<tr id="84980B4CFFD20003FF9CFBA2FD7DCD4A" box="[116,753,1062,1076]" gridrow="35" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFBA2FF3DCD4A" box="[116,177,1062,1076]" gridcol="0" gridrow="35" pageId="5" pageNumber="6">25</th>
<td id="C7496230FFD20003FEF9FBA2FEB0CD4A" box="[273,316,1062,1076]" gridcol="1" gridrow="35" pageId="5" pageNumber="6">23.3</td>
<td id="C7496230FFD20003FE74FBA2FE5DCD4A" box="[412,465,1062,1076]" gridcol="2" gridrow="35" pageId="5" pageNumber="6">0.76 s</td>
<td id="C7496230FFD20003FDDAFBA2FDD1CD4A" box="[562,605,1062,1076]" gridcol="3" gridrow="35" pageId="5" pageNumber="6">21.7</td>
<td id="C7496230FFD20003FD55FBA2FD7DCD4A" box="[701,753,1062,1076]" gridcol="4" gridrow="35" pageId="5" pageNumber="6">1.05 s</td>
</tr>
<tr id="84980B4CFFD20003FF9CFBB9FD7DCD35" box="[116,753,1085,1099]" gridrow="36" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFBB9FF3DCD35" box="[116,177,1085,1099]" gridcol="0" gridrow="36" pageId="5" pageNumber="6">26</th>
<td id="C7496230FFD20003FEF9FBB9FEB0CD35" box="[273,316,1085,1099]" gridcol="1" gridrow="36" pageId="5" pageNumber="6">22.2</td>
<td id="C7496230FFD20003FE74FBB9FE5DCD35" box="[412,465,1085,1099]" gridcol="2" gridrow="36" pageId="5" pageNumber="6">1.18 s</td>
<td id="C7496230FFD20003FDDAFBB9FDD1CD35" box="[562,605,1085,1099]" gridcol="3" gridrow="36" pageId="5" pageNumber="6">15.1</td>
<td id="C7496230FFD20003FD55FBB9FD7DCD35" box="[701,753,1085,1099]" gridcol="4" gridrow="36" pageId="5" pageNumber="6">0.97 s</td>
</tr>
<tr id="84980B4CFFD20003FF9CFBD0FD7DCD1C" box="[116,753,1108,1122]" gridrow="37" pageId="5" pageNumber="6">
<th id="C7496230FFD20003FF9CFBD0FF3DCD1C" box="[116,177,1108,1122]" gridcol="0" gridrow="37" pageId="5" pageNumber="6">27</th>
<td id="C7496230FFD20003FEF9FBD0FEB0CD1C" box="[273,316,1108,1122]" gridcol="1" gridrow="37" pageId="5" pageNumber="6">17.0</td>
<td id="C7496230FFD20003FE74FBD0FE5DCD1C" box="[412,465,1108,1122]" gridcol="2" gridrow="37" pageId="5" pageNumber="6">0.90 s</td>
<td id="C7496230FFD20003FDDAFBD0FDD1CD1C" box="[562,605,1108,1122]" gridcol="3" gridrow="37" pageId="5" pageNumber="6">24.3</td>
<td id="C7496230FFD20003FD55FBD0FD7DCD1C" box="[701,753,1108,1122]" gridcol="4" gridrow="37" pageId="5" pageNumber="6">1.16 s</td>
</tr>
<tr id="84980B4CFFD20003FF9CFBEFFD7DCD07" box="[116,753,1131,1145]" gridrow="38" pageId="5" pageNumber="6" rowspan-3="1" rowspan-4="1">
<th id="C7496230FFD20003FF9CFBEFFF3DCD07" box="[116,177,1131,1145]" gridcol="0" gridrow="38" pageId="5" pageNumber="6">28</th>
<td id="C7496230FFD20003FEF9FBEFFEB0CD07" box="[273,316,1131,1145]" gridcol="1" gridrow="38" pageId="5" pageNumber="6">14.9</td>
<td id="C7496230FFD20003FE74FBEFFE5DCD07" box="[412,465,1131,1145]" gridcol="2" gridrow="38" pageId="5" pageNumber="6">0.68 s</td>
</tr>
<tr id="84980B4CFFD20003FF9CFB06FD7DCDEE" box="[116,753,1154,1168]" gridrow="39" pageId="5" pageNumber="6" rowspan-3="1" rowspan-4="1">
<th id="C7496230FFD20003FF9CFB06FF3DCDEE" box="[116,177,1154,1168]" gridcol="0" gridrow="39" pageId="5" pageNumber="6">29</th>
<td id="C7496230FFD20003FEF9FB06FEB0CDEE" box="[273,316,1154,1168]" gridcol="1" gridrow="39" pageId="5" pageNumber="6">30.3</td>
<td id="C7496230FFD20003FE74FB06FE5DCDEE" box="[412,465,1154,1168]" gridcol="2" gridrow="39" pageId="5" pageNumber="6">2.15 s</td>
</tr>
</table>
</paragraph>
<tableNote id="C74E0880FFD2FFF9FCDAFBF5FA4BCEC2" pageId="5" pageNumber="6" targetBox="[116,753,238,1168]" targetPageId="5">
<paragraph id="3A17090EFFD2FFF9FCDAFBF5FBE9CDC1" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">
Anaya-Eugenio, G.D., Tan, C.Y., Rakotondraibe, L.H., Carcache de Blanco, E.J., 2020. Tumor suppressor p53 independent apoptosis in HT-29 cells by auransterol from
<taxonomicName id="FDA8728DFFD2FFF9FCB9FB18FBB5CDD4" box="[849,1081,1180,1194]" class="Sordariomycetes" family="Bionectriaceae" genus="Penicillium" kingdom="Fungi" order="Hypocreales" pageId="5" pageNumber="6" phylum="Ascomycota" rank="species" species="aurantiacobrunneum">
<emphasis id="08DCD51CFFD2FFF9FCB9FB18FBB5CDD4" bold="true" box="[849,1081,1180,1194]" italics="true" pageId="5" pageNumber="6">Penicillium aurantiacobrunneum</emphasis>
</taxonomicName>
. Biomed. Pharmacother. 127, 110124. https://doi. org/10.1016/j.biopha.2020.110124.
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAFB42FA2ACD81" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">
Carpentier, C., Queiroz, E.F., Marcourt, L., Wolfender, J.-L., Azelmat, J., Grenier, D., Boudreau, S., Voyer, N., 2017. Dibenzofurans and pseudodepsidones from the lichen
<taxonomicName id="FDA8728DFFD2FFF9FCB9FB75FC63CD81" box="[849,1007,1265,1279]" class="Lecanoromycetes" family="Stereocaulaceae" genus="Stereocaulon" kingdom="Fungi" order="Lecanorales" pageId="5" pageNumber="6" phylum="Ascomycota" rank="species" species="paschale">
<emphasis id="08DCD51CFFD2FFF9FCB9FB75FC63CD81" bold="true" box="[849,1007,1265,1279]" italics="true" pageId="5" pageNumber="6">Stereocaulon paschale</emphasis>
</taxonomicName>
collected in northern Quebec. J. Nat. Prod. 80, 210214.
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAFA82FAD1CC41" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">
Chin, W.J., Corbett, R.E., Heng, C.K., Wilkins, A.L., 1973. Lichens and fungi. XI. Isolation and structural elucidation of a new group of triterpenes from
<emphasis id="08DCD51CFFD2FFF9FAC1FA9FFC05CC40" bold="true" italics="true" pageId="5" pageNumber="6">
<taxonomicName id="FDA8728DFFD2FFF9FAC1FA9FFA1BCC54" box="[1321,1431,1307,1322]" class="Lecanoromycetes" family="Lobariaceae" genus="Sticta" kingdom="Fungi" order="Peltigerales" pageId="5" pageNumber="6" phylum="Ascomycota" rank="species" species="coronata">Sticta coronata</taxonomicName>
,
<taxonomicName id="FDA8728DFFD2FFF9FA48FA9FFC05CC40" class="Lecanoromycetes" family="Lobariaceae" genus="Sticta" kingdom="Fungi" order="Peltigerales" pageId="5" pageNumber="6" phylum="Ascomycota" rank="species" species="colensoi">S. colensoi</taxonomicName>
</emphasis>
, and
<taxonomicName id="FDA8728DFFD2FFF9FC5EFAB5FB84CC40" box="[950,1032,1328,1343]" class="Lecanoromycetes" family="Lobariaceae" genus="Sticta" kingdom="Fungi" order="Peltigerales" pageId="5" pageNumber="6" phylum="Ascomycota" rank="species" species="flavicans">
<emphasis id="08DCD51CFFD2FFF9FC5EFAB5FB84CC40" bold="true" box="[950,1032,1328,1343]" italics="true" pageId="5" pageNumber="6">S. flavicans</emphasis>
</taxonomicName>
. J. Chem. Soc., Perkin Trans. 1, 14371446.
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAFAC2FB06CC14" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">Connolly, J.D., 1977. Triterpenoids. In: Terpenoids and Steroids, Vol. 7. Royal Society of Chemistry, Cambridge, UK, pp. 130154.</paragraph>
<paragraph id="3A17090EFFD2FFF9FF6CFACBFE4CCC90" blockId="5.[100,773,1247,1966]" pageId="5" pageNumber="6">
<emphasis id="08DCD51CFFD2FFF9FF6CFACBFEE9CC00" bold="true" italics="true" pageId="5" pageNumber="6">Nieblastictane A (8S,9S,10R,14S,17R,18S,21R, 22R)-22α- hydroxystictan-3-on-30-oic acid, 1)</emphasis>
: white amorphous powder; [
<emphasis id="08DCD51CFFD2FFF9FD90FAEFFD08CCFE" bold="true" box="[632,644,1387,1408]" italics="true" pageId="5" pageNumber="6">α</emphasis>
]
<superScript id="CDDDA446FFD2FFF9FD64FAE1FD12CC0D" attach="left" box="[652,670,1381,1395]" fontSize="6" pageId="5" pageNumber="6">20</superScript>
<subScript id="A62C0B4BFFD2FFF9FD76FAF6FD25CCFE" attach="right" box="[670,681,1394,1408]" fontSize="6" pageId="5" pageNumber="6">D</subScript>
+66.0 (
<emphasis id="08DCD51CFFD2FFF9FD11FAEFFC8ECC00" bold="true" box="[761,770,1387,1406]" italics="true" pageId="5" pageNumber="6">c</emphasis>
0.001, MeOH); IR (KBr)
<emphasis id="08DCD51CFFD2FFF9FEB0FA03FEEECCE2" bold="true" box="[344,354,1415,1436]" italics="true" pageId="5" pageNumber="6">ν</emphasis>
<subScript id="A62C0B4BFFD2FFF9FE8AFA0AFE0CCCE2" attach="right" box="[354,384,1422,1436]" fontSize="6" pageId="5" pageNumber="6">max</subScript>
: 3465, 2956, 2875, 1699, 1471, 1385,
<quantity id="FD50A4EBFFD2FFF9FF8CFA27FE97CCC8" box="[100,283,1443,1462]" metricMagnitude="7" metricUnit="m" metricValue="1.241754667" pageId="5" pageNumber="6" unit="cm" value="1.241754667E9">1241, 754, 667 cm</quantity>
<superScript id="CDDDA446FFD2FFF9FEC0FA19FEBDCCD5" attach="right" box="[296,305,1437,1451]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
;
<superScript id="CDDDA446FFD2FFF9FED6FA19FECBCCD5" attach="right" box="[318,327,1437,1451]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
H NMR (400 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FDDCFA2EFDB1CCC6" attach="left" box="[564,573,1450,1464]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) and
<superScript id="CDDDA446FFD2FFF9FD9FFA19FD05CCD5" attach="right" box="[631,649,1437,1451]" fontSize="6" pageId="5" pageNumber="6">13</superScript>
C NMR (100 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FF27FA42FF54CCAA" attach="left" box="[207,216,1478,1492]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) data, see
<tableCitation id="772A3CB5FFD2FFF9FEA0FA3BFE1DCCAC" box="[328,401,1471,1490]" captionStart="Table 1" captionStartId="1.[100,150,150,166]" captionTargetPageId="1" captionText="Table 1 1H and 13C NMR (400 MHz and 100 MHz, respectively) spectroscopic data for compounds 13." httpUri="http://table.plazi.org/id/6ED75986FFD6FFFDFF8CFF12FF7CC9A4" pageId="5" pageNumber="6" tableUuid="6ED75986FFD6FFFDFF8CFF12FF7CC9A4">Table 1</tableCitation>
; HRESIMS
<emphasis id="08DCD51CFFD2FFF9FDECFA3BFD98CCAC" bold="true" box="[516,532,1471,1490]" italics="true" pageId="5" pageNumber="6">m</emphasis>
/
<emphasis id="08DCD51CFFD2FFF9FDF6FA3BFDABCCAC" bold="true" box="[542,551,1471,1490]" italics="true" pageId="5" pageNumber="6">z</emphasis>
495.3447 [M + Na]
<superScript id="CDDDA446FFD2FFF9FD1EFA3FFC89CCB9" attach="right" box="[758,773,1467,1479]" fontSize="6" pageId="5" pageNumber="6">+</superScript>
(calcd. for C
<subScript id="A62C0B4BFFD2FFF9FF30FA66FF66CC8E" attach="both" box="[216,234,1506,1520]" fontSize="6" pageId="5" pageNumber="6">30</subScript>
H
<subScript id="A62C0B4BFFD2FFF9FF12FA66FE80CC8E" attach="both" box="[250,268,1506,1520]" fontSize="6" pageId="5" pageNumber="6">48</subScript>
O
<subScript id="A62C0B4BFFD2FFF9FEF3FA66FEA8CC8E" attach="both" box="[283,292,1506,1520]" fontSize="6" pageId="5" pageNumber="6">4</subScript>
Na
<superScript id="CDDDA446FFD2FFF9FED6FA53FEC6CC9D" attach="left" box="[318,330,1495,1507]" fontSize="6" pageId="5" pageNumber="6">+</superScript>
: 495.3445).
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAFAF4FB4CCCD7" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">
Connolly, J.D., Freer, A.A., Kalb, K., Huneck, S., 1984. Lichen substances. Part 141. Eriodermin, a dichlorodepsidone from the lichen
<taxonomicName id="FDA8728DFFD2FFF9FB22FA01FAE5CCED" box="[1226,1385,1413,1427]" class="Lecanoromycetes" family="Pannariaceae" genus="Erioderma" kingdom="Fungi" order="Peltigerales" pageId="5" pageNumber="6" phylum="Ascomycota" rank="species" species="physcioides">
<emphasis id="08DCD51CFFD2FFF9FB22FA01FAE5CCED" bold="true" box="[1226,1385,1413,1427]" italics="true" pageId="5" pageNumber="6">Erioderma physcioides</emphasis>
</taxonomicName>
- crystal structure analysis. Phytochemistry 23, 857858.
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAFA34FA38CCAA" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">Corbett, R.E., Wilkins, A.L., 1976a. Lichens and fungi. Part XII. Dehydration and isomerization of stictane triterpenoids. J. Chem. Soc., Perkin Trans. 1, 857863.</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAFA5FFAEECF6D" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">Corbett, R.E., Wilkins, A.L., 1976b. Lichens and fungi. Part XIII. Comparison of the nuclear magnetic resonance and mass spectra of 17,21-secohopane and 17,21- secoflavicane derivatives. J. Chem. Soc., Perkin Trans. 1, 13161320.</paragraph>
<paragraph id="3A17090EFFD2FFF9FF6CFA72FED5CFEB" blockId="5.[100,773,1247,1966]" pageId="5" pageNumber="6">
<emphasis id="08DCD51CFFD2FFF9FF6CFA72FED1CF5B" bold="true" italics="true" pageId="5" pageNumber="6">Nieblastictane B (8S,9S,10R,14S,17R,18S,21S,22R)-22α- Hydroxysticta-3-on-29 oic acid, 2)</emphasis>
: white amorphous powder; [
<emphasis id="08DCD51CFFD2FFF9FD9DF996FD0DCF59" bold="true" box="[629,641,1554,1575]" italics="true" pageId="5" pageNumber="6">α</emphasis>
]
<superScript id="CDDDA446FFD2FFF9FD62F989FD10CF65" attach="left" box="[650,668,1549,1563]" fontSize="6" pageId="5" pageNumber="6">20</superScript>
<subScript id="A62C0B4BFFD2FFF9FD74F99EFD2BCF56" attach="right" box="[668,679,1562,1576]" fontSize="6" pageId="5" pageNumber="6">D</subScript>
+24.0 (
<emphasis id="08DCD51CFFD2FFF9FD11F997FC8ECF58" bold="true" box="[761,770,1555,1574]" italics="true" pageId="5" pageNumber="6">c</emphasis>
0.001, MeOH); IR (KBr)
<emphasis id="08DCD51CFFD2FFF9FEABF9AAFEC1CF3D" bold="true" box="[323,333,1582,1603]" italics="true" pageId="5" pageNumber="6">ν</emphasis>
<subScript id="A62C0B4BFFD2FFF9FEA5F9B2FEE7CF3A" attach="right" box="[333,363,1590,1604]" fontSize="6" pageId="5" pageNumber="6">max</subScript>
3390, 2956, 2873, 1702, 1457, 1385, 1230,
<quantity id="FD50A4EBFFD2FFF9FF8CF9CEFF64CF20" box="[100,232,1610,1630]" metricMagnitude="4" metricUnit="m" metricValue="1.0577549999999998" pageId="5" pageNumber="6" unit="cm" value="1057755.0">1057, 755 cm</quantity>
<superScript id="CDDDA446FFD2FFF9FF1CF9C0FF71CF2C" attach="right" box="[244,253,1604,1618]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
;
<superScript id="CDDDA446FFD2FFF9FEE3F9C0FE98CF2C" attach="right" box="[267,276,1604,1618]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
H NMR (400 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FE15F9D5FD8ACF21" attach="left" box="[509,518,1617,1631]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) and
<superScript id="CDDDA446FFD2FFF9FDD7F9C0FDDDCF2C" attach="right" box="[575,593,1604,1618]" fontSize="6" pageId="5" pageNumber="6">13</superScript>
C NMR (100 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FF7CF9E9FF11CF05" attach="left" box="[148,157,1645,1659]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) data, see
<tableCitation id="772A3CB5FFD2FFF9FEE9F9E2FECACF07" box="[257,326,1638,1657]" captionStart="Table 1" captionStartId="1.[100,150,150,166]" captionTargetPageId="1" captionText="Table 1 1H and 13C NMR (400 MHz and 100 MHz, respectively) spectroscopic data for compounds 13." httpUri="http://table.plazi.org/id/6ED75986FFD6FFFDFF8CFF12FF7CC9A4" pageId="5" pageNumber="6" tableUuid="6ED75986FFD6FFFDFF8CFF12FF7CC9A4">Table 1</tableCitation>
; HRESIMS
<emphasis id="08DCD51CFFD2FFF9FE58F9E2FE4CCF07" bold="true" box="[432,448,1638,1657]" italics="true" pageId="5" pageNumber="6">m</emphasis>
/
<emphasis id="08DCD51CFFD2FFF9FE23F9E2FE58CF07" bold="true" box="[459,468,1638,1657]" italics="true" pageId="5" pageNumber="6">z</emphasis>
495.3440 [M +Na]
<superScript id="CDDDA446FFD2FFF9FD79F9E6FD2CCF10" attach="left" box="[657,672,1634,1646]" fontSize="6" pageId="5" pageNumber="6">+</superScript>
(calcd. for C
<subScript id="A62C0B4BFFD2FFF9FF9AF90DFF08CFE9" attach="right" box="[114,132,1673,1687]" fontSize="6" pageId="5" pageNumber="6">30</subScript>
H
<subScript id="A62C0B4BFFD2FFF9FF7BF90DFF29CFE9" attach="both" box="[147,165,1673,1687]" fontSize="6" pageId="5" pageNumber="6">48</subScript>
O
<subScript id="A62C0B4BFFD2FFF9FF5DF90DFF32CFE9" attach="right" box="[181,190,1673,1687]" fontSize="6" pageId="5" pageNumber="6">4</subScript>
Na
<superScript id="CDDDA446FFD2FFF9FF30F9FAFF68CFF4" attach="left" box="[216,228,1662,1674]" fontSize="6" pageId="5" pageNumber="6">+</superScript>
: 495.3445).
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAF99EFA9ACF40" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">Corbett, R.E., Heng, C.K., Wilkins, A.L., 1976. Lichens and fungi. XIV. A revised structure for retigerane triterpenoids. Aust. J. Chem. 29, 25672570.</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAF9C1FC4ECF17" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">Culberson, C.F., 1969. Chemical and Botanical Guide to Lichen Products. Univ. North Carolina Press.</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAF9EBFB2DCFED" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">Eastwood, A., 1924. Archibald Menzies Journal of the Vancouver Expedition. California Historical Society Quarterly 2 (4), 265340.</paragraph>
<paragraph id="3A17090EFFD2FFF9FF6CF919FD1ACE42" blockId="5.[100,773,1247,1966]" pageId="5" pageNumber="6">
<emphasis id="08DCD51CFFD2FFF9FF6CF919FE6ACFB3" bold="true" italics="true" pageId="5" pageNumber="6">Nieblastictane C (2R,8S,9S,10R,12S,13S,14S,17R,18S,21R,22R)-2- chloro-12, 22-dihydroxystictan-3-one (3)</emphasis>
: white amorphous powder; [
<emphasis id="08DCD51CFFD2FFF9FF85F951FFF5CF94" bold="true" box="[109,121,1749,1770]" italics="true" pageId="5" pageNumber="6">α</emphasis>
]
<superScript id="CDDDA446FFD2FFF9FF6AF954FF18CFA0" attach="left" box="[130,148,1744,1758]" fontSize="6" pageId="5" pageNumber="6">20</superScript>
<subScript id="A62C0B4BFFD2FFF9FF7CF959FF13CF95" attach="left" box="[148,159,1757,1771]" fontSize="6" pageId="5" pageNumber="6">D</subScript>
1.00 (
<emphasis id="08DCD51CFFD2FFF9FF07F952FF74CF97" bold="true" box="[239,248,1750,1769]" italics="true" pageId="5" pageNumber="6">c</emphasis>
0.001, MeOH); IR (KBr)
<emphasis id="08DCD51CFFD2FFF9FE00F951FE7ECF94" bold="true" box="[488,498,1749,1770]" italics="true" pageId="5" pageNumber="6">ν</emphasis>
<subScript id="A62C0B4BFFD2FFF9FE1AF959FD9CCF95" attach="right" box="[498,528,1757,1771]" fontSize="6" pageId="5" pageNumber="6">max</subScript>
3411, 2945, 2873, 1709, 1458, 1386, 1217, 1059,
<quantity id="FD50A4EBFFD2FFF9FEB0F976FE50CE7B" box="[344,476,1777,1797]" metricMagnitude="4" metricUnit="m" metricValue="1.0227549999999999" pageId="5" pageNumber="6" unit="cm" value="1022755.0">1022, 755 cm</quantity>
<superScript id="CDDDA446FFD2FFF9FE00F968FE7DCF84" attach="right" box="[488,497,1772,1786]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
;
<superScript id="CDDDA446FFD2FFF9FE16F968FD8BCF84" attach="right" box="[510,519,1772,1786]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
H NMR (400 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FD19F97DFD76CE79" attach="left" box="[753,762,1785,1799]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) and
<superScript id="CDDDA446FFD2FFF9FF7AF88CFF28CE68" attach="right" box="[146,164,1800,1814]" fontSize="6" pageId="5" pageNumber="6">13</superScript>
C NMR (100 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FE75F891FE2ACE5D" attach="left" box="[413,422,1813,1827]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) data, see
<tableCitation id="772A3CB5FFD2FFF9FDF4F889FDEBCE5F" box="[540,615,1805,1825]" captionStart="Table 1" captionStartId="1.[100,150,150,166]" captionTargetPageId="1" captionText="Table 1 1H and 13C NMR (400 MHz and 100 MHz, respectively) spectroscopic data for compounds 13." httpUri="http://table.plazi.org/id/6ED75986FFD6FFFDFF8CFF12FF7CC9A4" pageId="5" pageNumber="6" tableUuid="6ED75986FFD6FFFDFF8CFF12FF7CC9A4">Table 1</tableCitation>
; HRESIMS
<emphasis id="08DCD51CFFD2FFF9FD35F88AFD61CE5F" bold="true" box="[733,749,1806,1825]" italics="true" pageId="5" pageNumber="6">m</emphasis>
/
<emphasis id="08DCD51CFFD2FFF9FD10F88AFC8DCE5F" bold="true" box="[760,769,1806,1825]" italics="true" pageId="5" pageNumber="6">z</emphasis>
515.3268 [M + Na]
<superScript id="CDDDA446FFD2FFF9FEC8F8A1FEA3CE4F" attach="left" box="[288,303,1829,1841]" fontSize="6" pageId="5" pageNumber="6">+</superScript>
(calcd. for C
<subScript id="A62C0B4BFFD2FFF9FE4FF8B5FE35CE41" attach="right" box="[423,441,1841,1855]" fontSize="6" pageId="5" pageNumber="6">30</subScript>
H
<subScript id="A62C0B4BFFD2FFF9FE20F8B5FE56CE41" attach="both" box="[456,474,1841,1855]" fontSize="6" pageId="5" pageNumber="6">49</subScript>
O
<subScript id="A62C0B4BFFD2FFF9FE02F8B5FE7FCE41" attach="both" box="[490,499,1841,1855]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
ClNa, 515.3262).
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAF91EFBA6CFC0" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">
Elix, J.A., Whitton, A.A., Jones, A.J., 1982. Triterpenes from the lichen genus
<taxonomicName id="FDA8728DFFD2FFF9FA6FF91EFA31CFD6" box="[1415,1469,1690,1704]" class="Lecanoromycetes" family="Physciaceae" genus="Physcia" kingdom="Fungi" order="Caliciales" pageId="5" pageNumber="6" phylum="Ascomycota" rank="genus">
<emphasis id="08DCD51CFFD2FFF9FA6FF91EFA31CFD6" bold="true" box="[1415,1469,1690,1704]" italics="true" pageId="5" pageNumber="6">Physcia</emphasis>
</taxonomicName>
. Aust. J. Chem. 35, 641647.
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAF940FAE5CFAC" blockId="5.[818,1482,1137,1981]" box="[818,1385,1732,1747]" pageId="5" pageNumber="6">Gollapudi, S.R., Telikepalli, H., Jampani, H.B., Mirhom, Y.W., Drake, S.D.,</paragraph>
<paragraph id="3A17090EFFD2FFF9FCB9F95EFC68CE6C" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">
Bhattiprolu, K.R., Vander Velde, D., Mitscher, L.A., 1994. Alectosarmentin, a new antimicrobial dibenzofuranoid lactol from the lichen,
<taxonomicName id="FDA8728DFFD2FFF9FB04F96BFA0ECF83" box="[1260,1410,1775,1789]" class="Lecanoromycetes" family="Parmeliaceae" genus="Alectoria" kingdom="Fungi" order="Lecanorales" pageId="5" pageNumber="6" phylum="Ascomycota" rank="species" species="sarmentosa">
<emphasis id="08DCD51CFFD2FFF9FB04F96BFA0ECF83" bold="true" box="[1260,1410,1775,1789]" italics="true" pageId="5" pageNumber="6">Alectoria sarmentosa</emphasis>
</taxonomicName>
. J. Nat. Prod. 57, 934938.
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAF89DFACBCE43" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">
Gonzalez, A.G., Barrera, J.B., Rodriguez Perez, E.M., 1991. Chemical constituents of the lichen
<taxonomicName id="FDA8728DFFD2FFF9FC6DF8AAFBAFCE43" box="[901,1059,1838,1853]" class="Lecanoromycetes" family="Cladoniaceae" genus="Cladina" higherTaxonomySource="GBIF" kingdom="Fungi" order="Lecanorales" pageId="5" pageNumber="6" phylum="Ascomycota" rank="species" species="macaronesica">
<emphasis id="08DCD51CFFD2FFF9FC6DF8AAFBAFCE43" bold="true" box="[901,1059,1838,1853]" italics="true" pageId="5" pageNumber="6">Cladina macaronesica</emphasis>
</taxonomicName>
. Z. Naturforsch., C: Biosci. 46, 1218.
</paragraph>
<paragraph id="3A17090EFFD2FFF9FF6CF8C1FA5CC9D9" blockId="5.[100,773,1247,1966]" lastBlockId="5.[818,1488,144,336]" pageId="5" pageNumber="6">
<emphasis id="08DCD51CFFD2FFF9FF6CF8C1FEA0CE26" bold="true" box="[132,300,1861,1880]" italics="true" pageId="5" pageNumber="6">Nieblaflavicane A</emphasis>
(
<emphasis id="08DCD51CFFD2FFF9FEACF8C1FE81CE0A" bold="true" italics="true" pageId="5" pageNumber="6">8S,9S,10R,14S,17R,18S,21S)-30-nor-21βH-flavican-3,22-dione, 4)</emphasis>
: thin white needles (
<collectingCountry id="42BF499EFFD2FFF9FE3AF8E5FE7DCE0A" box="[466,497,1889,1908]" name="Switzerland" pageId="5" pageNumber="6">CH</collectingCountry>
<subScript id="A62C0B4BFFD2FFF9FE19F8ECFE76CE08" attach="both" box="[497,506,1896,1910]" fontSize="6" pageId="5" pageNumber="6">2</subScript>
Cl
<subScript id="A62C0B4BFFD2FFF9FDE6F8ECFD9BCE08" attach="left" box="[526,535,1896,1910]" fontSize="6" pageId="5" pageNumber="6">2</subScript>
<collectingCountry id="42BF499EFFD2FFF9FDC9F8E5FDB2CE0A" box="[545,574,1889,1908]" name="Switzerland" pageId="5" pageNumber="6">CH</collectingCountry>
<subScript id="A62C0B4BFFD2FFF9FDD6F8ECFDCBCE08" attach="both" box="[574,583,1896,1910]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
OH); [
<emphasis id="08DCD51CFFD2FFF9FD6CF8E5FD1CCE08" bold="true" box="[644,656,1889,1910]" italics="true" pageId="5" pageNumber="6">α</emphasis>
]
<superScript id="CDDDA446FFD2FFF9FD70F8DFFD26CE17" attach="left" box="[664,682,1883,1897]" fontSize="6" pageId="5" pageNumber="6">20</superScript>
<subScript id="A62C0B4BFFD2FFF9FD42F8EDFD39CE09" attach="left" box="[682,693,1897,1911]" fontSize="6" pageId="5" pageNumber="6">D</subScript>
127.2 (
<emphasis id="08DCD51CFFD2FFF9FF84F8F9FFF9CEEE" bold="true" box="[108,117,1917,1936]" italics="true" pageId="5" pageNumber="6">c</emphasis>
0.001, MeOH); IR (KBr)
<emphasis id="08DCD51CFFD2FFF9FE8CF8F9FEE2CEEC" bold="true" box="[356,366,1917,1938]" italics="true" pageId="5" pageNumber="6">ν</emphasis>
<subScript id="A62C0B4BFFD2FFF9FE86F801FE00CEED" attach="right" box="[366,396,1925,1939]" fontSize="6" pageId="5" pageNumber="6">max</subScript>
2928, 1704,
<quantity id="FD50A4EBFFD2FFF9FDE4F8F9FDD2CEEF" box="[524,606,1917,1937]" metricMagnitude="1" metricUnit="m" metricValue="1.383" pageId="5" pageNumber="6" unit="cm" value="1383.0">1383 cm</quantity>
<superScript id="CDDDA446FFD2FFF9FD82F8F3FDFFCEFB" attach="right" box="[618,627,1911,1925]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
;
<superScript id="CDDDA446FFD2FFF9FD68F8F3FD05CEFB" attach="right" box="[640,649,1911,1925]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
H NMR (400 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FF3BF824FF50CED0" attach="left" box="[211,220,1952,1966]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) and
<superScript id="CDDDA446FFD2FFF9FEF7F817FEBDCEDF" attach="right" box="[287,305,1939,1953]" fontSize="6" pageId="5" pageNumber="6">13</superScript>
C NMR (100 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FDC5F824FDBACED0" attach="left" box="[557,566,1952,1966]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) data, see
<tableCitation id="772A3CB5FFD2FFF9FD47F81DFD70CED2" box="[687,764,1945,1964]" captionStart="Table 2" captionStartId="5.[100,150,150,166]" captionTargetPageId="5" captionText="Table 2 1H and 13C NMR (400 MHz and 100 MHz, respectively) spectroscopic data for compounds 4 and 5." httpUri="http://table.plazi.org/id/6ED75986FFD2FFF9FF8CFF12FE9DC9A4" pageId="5" pageNumber="6" tableUuid="6ED75986FFD2FFF9FF8CFF12FE9DC9A4">Table 2</tableCitation>
; HRESIMS
<emphasis id="08DCD51CFFD2FFF9FC79FF10FC2DC9D9" bold="true" box="[913,929,148,167]" italics="true" pageId="5" pageNumber="6">m</emphasis>
/
<emphasis id="08DCD51CFFD2FFF9FC44FF10FC39C9D9" bold="true" box="[940,949,148,167]" italics="true" pageId="5" pageNumber="6">z</emphasis>
449.3394 [M +Na]
<superScript id="CDDDA446FFD2FFF9FB9BFF14FB0EC9E2" attach="none" box="[1139,1154,144,156]" fontSize="6" pageId="5" pageNumber="6">+</superScript>
(calcd. for 449.3396, C
<subScript id="A62C0B4BFFD2FFF9FAB3FF1FFAE1C9D7" attach="right" box="[1371,1389,155,169]" fontSize="6" pageId="5" pageNumber="6">29</subScript>
H
<subScript id="A62C0B4BFFD2FFF9FA95FF1FFA03C9D7" attach="both" box="[1405,1423,155,169]" fontSize="6" pageId="5" pageNumber="6">46</subScript>
O
<subScript id="A62C0B4BFFD2FFF9FA76FF1FFA2BC9D7" attach="both" box="[1438,1447,155,169]" fontSize="6" pageId="5" pageNumber="6">2</subScript>
Na).
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCB9FF2BFC38C830" blockId="5.[818,1488,144,336]" pageId="5" pageNumber="6">
<emphasis id="08DCD51CFFD2FFF9FCB9FF2BFB6BC9BD" bold="true" box="[849,1255,175,195]" italics="true" pageId="5" pageNumber="6">Nieblaflavicane B (8S,9S,10R,14S,17R,18S)</emphasis>
-22,29,30-
<emphasis id="08DCD51CFFD2FFF9FAA1FF2BFC3AC9A0" bold="true" italics="true" pageId="5" pageNumber="6">trinor-flavican-3,21-dione, 5)</emphasis>
: white needles (
<collectingCountry id="42BF499EFFD2FFF9FBBDFF48FBF8C9A1" box="[1109,1140,204,223]" name="Switzerland" pageId="5" pageNumber="6">CH</collectingCountry>
<subScript id="A62C0B4BFFD2FFF9FB9DFF57FBF2C99F" attach="right" box="[1141,1150,211,225]" fontSize="6" pageId="5" pageNumber="6">2</subScript>
Cl
<subScript id="A62C0B4BFFD2FFF9FB79FF57FB16C99F" attach="left" box="[1169,1178,211,225]" fontSize="6" pageId="5" pageNumber="6">2</subScript>
<collectingCountry id="42BF499EFFD2FFF9FB4DFF48FB4EC9A1" box="[1189,1218,204,223]" name="Switzerland" pageId="5" pageNumber="6">CH</collectingCountry>
<subScript id="A62C0B4BFFD2FFF9FB2AFF57FB47C99F" attach="both" box="[1218,1227,211,225]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
OH); [
<emphasis id="08DCD51CFFD2FFF9FAE1FF4FFA99C99E" bold="true" box="[1289,1301,203,224]" italics="true" pageId="5" pageNumber="6">α</emphasis>
]
<superScript id="CDDDA446FFD2FFF9FAF6FF42FABCC9AA" attach="left" box="[1310,1328,198,212]" fontSize="6" pageId="5" pageNumber="6">20</superScript>
<subScript id="A62C0B4BFFD2FFF9FAD8FF57FAB7C99F" attach="right" box="[1328,1339,211,225]" fontSize="6" pageId="5" pageNumber="6">D</subScript>
+3.0 (
<emphasis id="08DCD51CFFD2FFF9FA6AFF48FA07C9A1" bold="true" box="[1410,1419,204,223]" italics="true" pageId="5" pageNumber="6">c</emphasis>
0.001, MeOH); IR (KBr)
<emphasis id="08DCD51CFFD2FFF9FC3BFF63FC51C982" bold="true" box="[979,989,231,252]" italics="true" pageId="5" pageNumber="6">ν</emphasis>
<subScript id="A62C0B4BFFD2FFF9FC35FF6BFC77C983" attach="right" box="[989,1019,239,253]" fontSize="6" pageId="5" pageNumber="6">max</subScript>
2928, 2869, 1734, 1705, 1461, 1384,
<quantity id="FD50A4EBFFD2FFF9FA8BFF6CFA38C985" box="[1379,1460,232,251]" metricMagnitude="1" metricUnit="m" metricValue="1.1099999999999999" pageId="5" pageNumber="6" unit="cm" value="1110.0">1110 cm</quantity>
<superScript id="CDDDA446FFD2FFF9FA28FF66FA45C98E" attach="right" box="[1472,1481,226,240]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
;
<superScript id="CDDDA446FFD2FFF9FCDAFF7AFCB7C872" attach="right" box="[818,827,254,268]" fontSize="6" pageId="5" pageNumber="6">1</superScript>
H NMR (400 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FBCEFE8FFBA3C867" attach="left" box="[1062,1071,267,281]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) and
<superScript id="CDDDA446FFD2FFF9FB80FF7AFBF6C872" attach="right" box="[1128,1146,254,268]" fontSize="6" pageId="5" pageNumber="6">13</superScript>
C NMR (100 MHz, CDCl
<subScript id="A62C0B4BFFD2FFF9FA8BFE8FFAE0C867" attach="left" box="[1379,1388,267,281]" fontSize="6" pageId="5" pageNumber="6">3</subScript>
) data, see
<tableCitation id="772A3CB5FFD2FFF9FCDAFE9BFCF0C84C" box="[818,892,287,306]" captionStart="Table 2" captionStartId="5.[100,150,150,166]" captionTargetPageId="5" captionText="Table 2 1H and 13C NMR (400 MHz and 100 MHz, respectively) spectroscopic data for compounds 4 and 5." httpUri="http://table.plazi.org/id/6ED75986FFD2FFF9FF8CFF12FE9DC9A4" pageId="5" pageNumber="6" tableUuid="6ED75986FFD2FFF9FF8CFF12FE9DC9A4">Table 2</tableCitation>
; HRESIMS
<emphasis id="08DCD51CFFD2FFF9FC19FE9BFB8DC84C" bold="true" box="[1009,1025,287,306]" italics="true" pageId="5" pageNumber="6">m</emphasis>
/
<emphasis id="08DCD51CFFD2FFF9FBE4FE9BFB99C84C" bold="true" box="[1036,1045,287,306]" italics="true" pageId="5" pageNumber="6">z</emphasis>
421.3088 [M + Na]
<superScript id="CDDDA446FFD2FFF9FB01FE9FFB74C859" attach="left" box="[1257,1272,283,295]" fontSize="6" pageId="5" pageNumber="6">+</superScript>
(calcd. for 421.3083, C
<subScript id="A62C0B4BFFD2FFF9FCD7FEC6FCDDC82E" attach="both" box="[831,849,322,336]" fontSize="6" pageId="5" pageNumber="6">27</subScript>
H
<subScript id="A62C0B4BFFD2FFF9FC89FEC6FCFFC82E" attach="both" box="[865,883,322,336]" fontSize="6" pageId="5" pageNumber="6">42</subScript>
O
<subScript id="A62C0B4BFFD2FFF9FC6AFEC6FC07C82E" attach="both" box="[898,907,322,336]" fontSize="6" pageId="5" pageNumber="6">2</subScript>
Na).
</paragraph>
<subSection id="532710E5FFD2FFF9FCDAFEFDFADBCBA2" pageId="5" pageNumber="6" type="multiple">
<paragraph id="3A17090EFFD2FFF9FCDAFEFDFB88C8F2" blockId="5.[818,1028,377,396]" box="[818,1028,377,396]" pageId="5" pageNumber="6">
<heading id="615FBE62FFD2FFF9FCDAFEFDFB88C8F2" bold="true" box="[818,1028,377,396]" fontSize="36" level="1" pageId="5" pageNumber="6" reason="1">
<emphasis id="08DCD51CFFD2FFF9FCDAFEFDFB88C8F2" bold="true" box="[818,1028,377,396]" italics="true" pageId="5" pageNumber="6">3.4. Cytotoxicity assay</emphasis>
</heading>
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCB9FE35FA08CB66" blockId="5.[818,1487,433,536]" pageId="5" pageNumber="6">
The cytotoxic activities of the isolates were evaluated against human hormone-dependent breast (MCF-7) and ovarian (A2780) cancer cell lines, according to a previously described protocol and paclitaxel and camptothecin were used as positive controls (
<bibRefCitation id="5E3974FFFFD2FFF9FB09FD81FAFACB66" author="Tan, C. Y. &amp; Wang, F. &amp; Anaya-Eugenio, G. D. &amp; Gallucci, J. C. &amp; Goughenour, K. D. &amp; Rappleye, C. A. &amp; Spjut, R. W. &amp; Carcache de Blanco, E. J. &amp; Kinghorn, A. D. &amp; Rakotondraibe, L. H." box="[1249,1398,516,536]" pageId="5" pageNumber="6" pagination="2529 - 2536" refId="ref9251" refString="Tan, C. Y., Wang, F., Anaya-Eugenio, G. D., Gallucci, J. C., Goughenour, K. D., Rappleye, C. A., Spjut, R. W., Carcache de Blanco, E. J., Kinghorn, A. D., Rakotondraibe, L. H., 2019. α- Pyrone and sterol constituents of Penicillium aurantiacobrunneum, a fungal associate of the lichen Niebla homalea. J. Nat. Prod. 82, 2529 - 2536." type="journal article" year="2019">Tan et al., 2019</bibRefCitation>
).
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAFDB9FC09CB2E" blockId="5.[818,901,573,592]" box="[818,901,573,592]" pageId="5" pageNumber="6">
<emphasis id="08DCD51CFFD2FFF9FCDAFDB9FC09CB2E" bold="true" box="[818,901,573,592]" pageId="5" pageNumber="6">Funding</emphasis>
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCB9FDF1FADBCBA2" blockId="5.[818,1487,629,733]" pageId="5" pageNumber="6">
This project was supported by supplement 3P01CA125066-09/10S1 of a NIH / NCI program grant (P01CA125066). We thank the College of Pharmacy and the Campus Chemical Instrument Center (CCIC) instrumentation facilities for access to
<collectionCode id="5CB991CBFFD2FFF9FB80FD4EFB14CBA3" box="[1128,1176,714,733]" country="Netherlands" httpUri="http://grbio.org/cool/jyde-k516" name="Natuurhistorisch Museum" pageId="5" pageNumber="6">NMR</collectionCode>
and MS equipment.
</paragraph>
</subSection>
<subSection id="532710E5FFD2FFF9FCDAFC83FBECCAF4" pageId="5" pageNumber="6" type="multiple">
<paragraph id="3A17090EFFD2FFF9FCDAFC83FB04CA64" blockId="5.[818,1160,775,794]" box="[818,1160,775,794]" pageId="5" pageNumber="6">
<heading id="615FBE62FFD2FFF9FCDAFC83FB04CA64" bold="true" box="[818,1160,775,794]" fontSize="36" level="1" pageId="5" pageNumber="6" reason="2">
<emphasis id="08DCD51CFFD2FFF9FCDAFC83FB04CA64" bold="true" box="[818,1160,775,794]" pageId="5" pageNumber="6">Declaration of competing interest</emphasis>
</heading>
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCB9FCBBFBECCAF4" blockId="5.[818,1488,831,906]" pageId="5" pageNumber="6">The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.</paragraph>
</subSection>
<subSection id="532710E5FFD2FFF9FCDAFC34FB3ECD69" pageId="5" pageNumber="6" type="multiple">
<paragraph id="3A17090EFFD2FFF9FCDAFC34FB04CABD" blockId="5.[818,1160,944,963]" box="[818,1160,944,963]" pageId="5" pageNumber="6">
<heading id="615FBE62FFD2FFF9FCDAFC34FB04CABD" bold="true" box="[818,1160,944,963]" fontSize="36" level="1" pageId="5" pageNumber="6" reason="2">
<emphasis id="08DCD51CFFD2FFF9FCDAFC34FB04CABD" bold="true" box="[818,1160,944,963]" pageId="5" pageNumber="6">Appendix A. Supplementary data</emphasis>
</heading>
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCB9FC6CFB3ECD69" blockId="5.[818,1488,1000,1047]" pageId="5" pageNumber="6">Supplementary data to this article can be found online at https://doi. org/10.1016/j.phytochem.2020.112521.</paragraph>
</subSection>
<subSection id="532710E5FFD2FFFAFCDAFBB8FB0ECA5E" lastPageId="6" lastPageNumber="7" pageId="5" pageNumber="6" type="reference_group">
<paragraph id="3A17090EFFD2FFF9FCDAFBB8FC2CCD31" blockId="5.[818,928,1084,1103]" box="[818,928,1084,1103]" pageId="5" pageNumber="6">
<heading id="615FBE62FFD2FFF9FCDAFBB8FC2CCD31" bold="true" box="[818,928,1084,1103]" fontSize="36" level="1" pageId="5" pageNumber="6" reason="2">
<emphasis id="08DCD51CFFD2FFF9FCDAFBB8FC2CCD31" bold="true" box="[818,928,1084,1103]" pageId="5" pageNumber="6">References</emphasis>
</heading>
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAF8C0FAAACE16" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">
Gonzalez Gonzalez, A., Delgado Martin, J., Perez, C., 1974. Three new triterpenes from the lichen
<emphasis id="08DCD51CFFD2FFF9FC4BF8DDFBA4CE19" bold="true" box="[931,1064,1881,1895]" italics="true" pageId="5" pageNumber="6">Xanthoria resendei</emphasis>
. Phytochemistry 13, 15471549.
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAF8EAFBC8CEEC" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">
Huneck, S., 1984. Lichen substances. Part 142.
<emphasis id="08DCD51CFFD2FFF9FB74F8EBFB38CE03" bold="true" box="[1180,1204,1903,1917]" italics="true" pageId="5" pageNumber="6">tert</emphasis>
-Butanolysis of lichen depsides. Phytochemistry 23, 26972698.
</paragraph>
<paragraph id="3A17090EFFD2FFF9FCDAF81DFA4BCEC2" blockId="5.[818,1482,1137,1981]" pageId="5" pageNumber="6">Jachens, R.C., Wentworth, C.M., McLaughlin, R.J., 1998. Pre-San Andreas location of the Gualala block inferred from magnetic and gravity anomalies. In: Elder, W.P. (Ed.),</paragraph>
<paragraph id="3A17090EFFD1FFFAFF6CFF10FD71C9C6" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
Geology and Tectonics of the Gualala Block, Northern
<collectingRegion id="F86CC7ECFFD1FFFAFDCDFF10FDFEC9DC" box="[549,626,148,162]" country="United States of America" name="California" pageId="6" pageNumber="7">California</collectingRegion>
. Society of Economic Paleontologists and Mineralologists, Pacific Section, Book 84, pp. 2736.
</paragraph>
<paragraph id="3A17090EFFD1FFFAFF8CFF3BFDDCC986" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFF8CFF3BFDDCC986" pageId="6" pageNumber="7" refId="ref8343" type="journal article">
<author id="E215E1EBFFD1FFFAFF8CFF3BFF3FC9B3" box="[100,179,191,205]" case="TC" fns="I" in="D.N." ins="D" ln="Kirk" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Kirk, D.N.</author>
,
<author id="E215E1EBFFD1FFFAFF53FF3BFE84C9B3" box="[187,264,191,205]" case="TC" fns="I" in="W." ins="D" ln="Klyne" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Klyne, W.</author>
,
<year id="4E00485DFFD1FFFAFEE7FF3BFEB4C9B3" box="[271,312,191,205]" pageId="6" pageNumber="7">1976</year>
.
<title id="48ACE238FFD1FFFAFED7FF3BFE9DC989" jopScore="0.41004083" pageId="6" pageNumber="7">Chiroptical studies. Part LXXXIX. An empirical analysis of the circular dichroism of hexahydroindanones, bicyclo[4.2.0]octan-7-ones, and their polycyclic analogs</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFEF1FF6EFE7DC986" box="[281,497,233,248]" jopScore="1.0037316" pageId="6" pageNumber="7">J. Chem. Soc., Perkin Trans.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFE1DFF6DFE73C989" box="[501,511,233,247]" pageId="6" pageNumber="7" type="volume">1</part>
,
<pagination id="0361F7FAFFD1FFFAFDE1FF6DFDC7C989" box="[521,587,233,248]" pageId="6" pageNumber="7" type="pagination">762779</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFF8CFF7BFD2DC85C" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFF8CFF7BFD2DC85C" pageId="6" pageNumber="7" refId="ref8403" type="journal article">
<author id="E215E1EBFFD1FFFAFF8CFF7BFE85C873" box="[100,265,255,269]" case="TC" fns="I" in="O.E." ins="D" ln="Krivoshchekova" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Krivoshchekova, O.E.</author>
,
<author id="E215E1EBFFD1FFFAFEF8FF7BFE08C873" box="[272,388,255,269]" case="TC" fns="I" in="O.B." ins="D" ln="Maximov" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Maximov, O.B.</author>
,
<author id="E215E1EBFFD1FFFAFE63FF7BFD87C873" box="[395,523,255,269]" case="TC" fns="I" in="L.S." ins="D" ln="Stepanenko" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Stepanenko, L.S.</author>
,
<author id="E215E1EBFFD1FFFAFDFBFF7BFD16C873" box="[531,666,255,269]" case="TC" fns="I" in="N.P." ins="D" ln="Mishchenko" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Mishchenko, N.P.</author>
,
<year id="4E00485DFFD1FFFAFD4AFF7BFD47C873" box="[674,715,255,269]" pageId="6" pageNumber="7">1982</year>
.
<title id="48ACE238FFD1FFFAFF6CFE90FE3BC85C" box="[132,439,276,290]" pageId="6" pageNumber="7">
Quinones of the lichen
<emphasis id="08DCD51CFFD1FFFAFEDEFE90FE3BC85C" bold="true" box="[310,439,276,290]" italics="true" pageId="6" pageNumber="7">Cetraria cucullata</emphasis>
</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFE29FE90FDBAC85C" box="[449,566,276,290]" pageId="6" pageNumber="7">Phytochemistry</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFDD4FE90FDDDC85C" box="[572,593,276,290]" pageId="6" pageNumber="7" type="volume">21</part>
,
<pagination id="0361F7FAFFD1FFFAFDB2FE90FD10C85C" box="[602,668,276,290]" pageId="6" pageNumber="7" type="pagination">193196</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFF8CFEADFD42C81C" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFF8CFEADFD42C81C" pageId="6" pageNumber="7" refId="ref8447" type="journal article">
<author id="E215E1EBFFD1FFFAFF8CFEADFF40C846" box="[100,204,297,312]" case="TC" fns="I" in="Y." ins="D" ln="Kuwahara" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Kuwahara, Y.</author>
,
<author id="E215E1EBFFD1FFFAFF3AFEADFE92C849" box="[210,286,297,311]" case="TC" fns="I" in="A." ins="D" ln="Zhang" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Zhang, A.</author>
,
<author id="E215E1EBFFD1FFFAFECCFEADFEE6C846" box="[292,362,297,312]" case="TC" fns="I" in="H." ins="D" ln="Soma" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Soma, H.</author>
,
<author id="E215E1EBFFD1FFFAFE99FEADFE36C849" box="[369,442,297,311]" case="TC" fns="I" in="A." ins="D" ln="Tsuda" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Tsuda, A.</author>
,
<year id="4E00485DFFD1FFFAFE28FEADFE65C849" box="[448,489,297,311]" pageId="6" pageNumber="7">2012</year>
.
<title id="48ACE238FFD1FFFAFE18FEADFD8DC81C" jopScore="0.31278053" pageId="6" pageNumber="7">Photochemical molecular storage of Cl2, HCl, and COCl2: synthesis of organochlorine compounds, salts, ureas, and polycarbonate with photodecomposed chloroform</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFDE1FED0FDDFC81C" box="[521,595,340,354]" jopScore="0.0022935779" pageId="6" pageNumber="7">Org. Lett.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFDBFFED0FDE0C81C" box="[599,620,340,354]" pageId="6" pageNumber="7" type="volume">14</part>
,
<pagination id="0361F7FAFFD1FFFAFD9CFED0FD45C81C" box="[628,713,340,354]" pageId="6" pageNumber="7" type="pagination">33763379</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFF8CFEEDFDCFC8C9" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFF8CFEEDFDCFC8C9" pageId="6" pageNumber="7" refId="ref8507" type="journal article">
<author id="E215E1EBFFD1FFFAFF8CFEEDFF30C809" box="[100,188,361,375]" case="TC" fns="I" in="S." ins="D" ln="LaGreca" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">LaGreca, S.</author>
,
<author id="E215E1EBFFD1FFFAFF2CFEEDFEAAC809" box="[196,294,361,375]" case="TC" fns="I" in="H." ins="D" ln="Lumbsch" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Lumbsch, H.</author>
,
<author id="E215E1EBFFD1FFFAFEC5FEEDFE2DC809" box="[301,417,361,375]" case="TC" fns="I" in="K.M." ins="D" ln="Thorsten" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Thorsten, K.M.</author>
,
<author id="E215E1EBFFD1FFFAFE40FEEDFE6EC809" box="[424,482,361,375]" case="TC" fns="I" in="X." ins="D" ln="Wei" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Wei, X.</author>
,
<author id="E215E1EBFFD1FFFAFE01FEEDFDBDC809" box="[489,561,361,375]" case="TC" fns="I" in="J.E." ins="D" ln="Han" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Han, J.E.</author>
,
<author id="E215E1EBFFD1FFFAFDD1FEEDFD1EC809" box="[569,658,361,375]" case="TC" fns="I" in="K.H." ins="D" ln="Moon" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Moon, K.H.</author>
,
<author id="E215E1EBFFD1FFFAFF6CFEFAFE8FC8F3" box="[132,259,382,397]" case="TC" fns="I" in="H." ins="D" ln="Kashiwadani" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Kashiwadani, H.</author>
,
<author id="E215E1EBFFD1FFFAFEE3FEFAFEEEC8F2" box="[267,354,382,396]" case="TC" fns="I" in="A." ins="D" ln="Aptroot" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Aptroot, A.</author>
,
<author id="E215E1EBFFD1FFFAFE81FEFAFE45C8F2" box="[361,457,382,396]" case="TC" fns="I" in="S.D." ins="D" ln="Leavitt" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Leavitt, S.D.</author>
,
<year id="4E00485DFFD1FFFAFE38FEFAFE75C8F2" box="[464,505,382,396]" pageId="6" pageNumber="7">2020</year>
.
<title id="48ACE238FFD1FFFAFDE9FEFAFE00C8C9" jopScore="0.14591046" pageId="6" pageNumber="7">A molecular phylogenetic evaluation of the Ramalina siliquosa complex, with notes on species circumscription and relationships within Ramalina</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFE7CFE2DFE57C8C9" box="[404,475,425,439]" jopScore="0.007679498" pageId="6" pageNumber="7">Lichenol.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFE37FE2DFE78C8C9" box="[479,500,425,439]" pageId="6" pageNumber="7" type="volume">52</part>
,
<pagination id="0361F7FAFFD1FFFAFE14FE2DFDB2C8C9" box="[508,574,425,439]" pageId="6" pageNumber="7" type="pagination">197211</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFF8CFE3AFDE2C889" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFF8CFE3AFDE2C889" pageId="6" pageNumber="7" refId="ref8590" type="journal article">
<author id="E215E1EBFFD1FFFAFF8CFE3AFF15C8B2" box="[100,153,446,460]" case="TC" fns="I" in="D." ins="D" ln="Lai" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Lai, D.</author>
,
<author id="E215E1EBFFD1FFFAFF49FE3AFEACC8B2" box="[161,288,446,460]" case="TC" fns="I" in="D.C." ins="D" ln="Odimegwu" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Odimegwu, D.C.</author>
,
<author id="E215E1EBFFD1FFFAFECFFE3AFE0FC8B2" box="[295,387,446,460]" case="TC" fns="I" in="C." ins="D" ln="Esimone" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Esimone, C.</author>
,
<author id="E215E1EBFFD1FFFAFE63FE3AFE7EC8B2" box="[395,498,446,460]" case="TC" fns="I" in="T." ins="D" ln="Grunwald" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Grunwald, T.</author>
,
<author id="E215E1EBFFD1FFFAFE11FE3AFDDCC8B2" box="[505,592,446,460]" case="TC" fns="I" in="P." ins="D" ln="Proksch" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Proksch, P.</author>
,
<year id="4E00485DFFD1FFFAFDB0FE3AFD0DC8B2" box="[600,641,446,460]" pageId="6" pageNumber="7">2013</year>
.
<title id="48ACE238FFD1FFFAFD61FE3AFE00C888" pageId="6" pageNumber="7">
Phenolic compounds with in vitro activity against respiratory syncytial virus from the Nigerian lichen
<emphasis id="08DCD51CFFD1FFFAFF16FE6CFE00C888" bold="true" box="[254,396,488,502]" italics="true" pageId="6" pageNumber="7">Ramalina farinacea</emphasis>
</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFE7EFE6CFE7EC888" box="[406,498,488,502]" pageId="6" pageNumber="7">Planta Med.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFE1EFE6DFD87C889" box="[502,523,489,503]" pageId="6" pageNumber="7" type="volume">79</part>
,
<pagination id="0361F7FAFFD1FFFAFDFCFE6DFDE4C888" box="[532,616,488,503]" pageId="6" pageNumber="7" type="pagination">14401446</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFF8CFE7AFEE8CB49" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFF8CFE7AFEE8CB49" pageId="6" pageNumber="7" refId="ref8645" type="journal article">
<author id="E215E1EBFFD1FFFAFF8CFE7AFF29CB72" box="[100,165,510,524]" case="TC" fns="I" in="D.H." ins="D" ln="Le" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Le, D.H.</author>
,
<author id="E215E1EBFFD1FFFAFF44FE7AFE9ECB72" box="[172,274,510,524]" case="TC" fns="I" in="Y." ins="D" ln="Takenaka" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Takenaka, Y.</author>
,
<author id="E215E1EBFFD1FFFAFEF1FE7AFEFACB72" box="[281,374,510,524]" case="TC" fns="I" in="N." ins="D" ln="Hamada" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Hamada, N.</author>
,
<author id="E215E1EBFFD1FFFAFE96FE7AFE6BCB72" box="[382,487,510,524]" case="TC" fns="I" in="T." ins="D" ln="Tanahashi" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Tanahashi, T.</author>
,
<year id="4E00485DFFD1FFFAFE07FE7AFD94CB72" box="[495,536,510,524]" pageId="6" pageNumber="7">2013</year>
.
<title id="48ACE238FFD1FFFAFDF7FE7AFD1BCB5F" pageId="6" pageNumber="7">
Eremophilane-type sesquiterpenes from cultured lichen mycobionts of
<emphasis id="08DCD51CFFD1FFFAFDE1FD97FD1BCB5F" bold="true" box="[521,663,531,545]" italics="true" pageId="6" pageNumber="7">Sarcographa tricosa</emphasis>
</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFF6CFDACFF75CB48" box="[132,249,552,566]" pageId="6" pageNumber="7">Phytochemistry</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFF17FDACFE98CB48" box="[255,276,552,566]" pageId="6" pageNumber="7" type="volume">91</part>
,
<pagination id="0361F7FAFFD1FFFAFEF5FDACFED3CB48" box="[285,351,552,567]" pageId="6" pageNumber="7" type="pagination">242248</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFF8CFDBAFF4BCB1F" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFF8CFDBAFF4BCB1F" pageId="6" pageNumber="7" refId="ref8686" type="journal article">
<author id="E215E1EBFFD1FFFAFF8CFDBAFF4BCB32" box="[100,199,574,588]" case="TC" fns="I" in="P." ins="D" ln="Le Pogam" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Le Pogam, P.</author>
,
<author id="E215E1EBFFD1FFFAFF26FDBAFE91CB32" box="[206,285,574,588]" case="TC" fns="I" in="J." ins="D" ln="Boustie" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Boustie, J.</author>
,
<year id="4E00485DFFD1FFFAFECCFDBAFEC1CB32" box="[292,333,574,588]" pageId="6" pageNumber="7">2016</year>
.
<title id="48ACE238FFD1FFFAFEBCFDBAFD1FCB32" box="[340,659,574,588]" pageId="6" pageNumber="7">Xanthones of lichen source: a 2016 update</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFD72FDBAFD69CB32" box="[666,741,574,588]" pageId="6" pageNumber="7">Molecules</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFD01FDBAFD70CB32" box="[745,764,574,588]" pageId="6" pageNumber="7" type="volume">21</part>
(
<part id="4E0CA393FFD1FFFAFF63FDD7FF19CB1F" box="[139,149,595,609]" pageId="6" pageNumber="7" type="issue">3</part>
),
<pagination id="0361F7FAFFD1FFFAFF4DFDD7FF4ECB1F" box="[165,194,595,609]" pageId="6" pageNumber="7" type="pagination">294</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFF8CFDECFF47CBC8" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFF8CFDECFF47CBC8" pageId="6" pageNumber="7" refId="ref8716" type="journal article">
<author id="E215E1EBFFD1FFFAFF8CFDECFF28CB08" box="[100,164,616,630]" case="TC" fns="I" in="X.-B." ins="D" ln="Li" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Li, X.-B.</author>
,
<author id="E215E1EBFFD1FFFAFF43FDECFE8ACB08" box="[171,262,616,630]" case="TC" fns="I" in="Y.-H." ins="D" ln="Zhou" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Zhou, Y.-H.</author>
,
<author id="E215E1EBFFD1FFFAFEE5FDECFED1CB08" box="[269,349,616,630]" case="TC" fns="I" in="R.-X." ins="D" ln="Zhu" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Zhu, R.-X.</author>
,
<author id="E215E1EBFFD1FFFAFE8CFDECFE40CB08" box="[356,460,616,630]" case="TC" fns="I" in="W.-Q." ins="D" ln="Chang" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Chang, W.-Q.</author>
,
<author id="E215E1EBFFD1FFFAFE3CFDECFDBCCB08" box="[468,560,616,630]" case="TC" fns="I" in="H.-Q." ins="D" ln="Yuan" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Yuan, H.-Q.</author>
,
<author id="E215E1EBFFD1FFFAFDDFFDECFDFBCB08" box="[567,631,616,630]" case="TC" fns="I" in="W." ins="D" ln="Gao" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Gao, W.</author>
,
<author id="E215E1EBFFD1FFFAFD96FDECFD50CB08" box="[638,732,616,630]" case="TC" fns="I" in="L.-L." ins="D" ln="Zhang" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Zhang, L.-L.</author>
,
<author id="E215E1EBFFD1FFFAFF6CFDF9FF56CBF2" box="[132,218,637,652]" case="TC" fns="I" in="Z.-T." ins="D" ln="Zhao" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Zhao, Z.-T.</author>
,
<author id="E215E1EBFFD1FFFAFF09FDFAFEBECBF2" box="[225,306,638,652]" case="TC" fns="I" in="H.-X." ins="D" ln="Lou" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Lou, H.-X.</author>
,
<year id="4E00485DFFD1FFFAFED0FDF9FEEDCBF5" box="[312,353,637,651]" pageId="6" pageNumber="7">2015</year>
.
<title id="48ACE238FFD1FFFAFE81FDF9FDDACBDE" jopScore="0.10609998" pageId="6" pageNumber="7">
Identification and biological evaluation of secondary metabolites from the endolichenic fungus
<emphasis id="08DCD51CFFD1FFFAFE29FD16FDDACBDE" bold="true" box="[449,598,658,672]" italics="true" pageId="6" pageNumber="7">Aspergillus versicolor</emphasis>
</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFD88FD17FD6ECBDF" box="[608,738,659,673]" jopScore="1.07374" pageId="6" pageNumber="7">Chem. Biodivers.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFD0DFD17FD76CBDF" box="[741,762,659,673]" pageId="6" pageNumber="7" type="volume">12</part>
,
<pagination id="0361F7FAFFD1FFFAFF6CFD2CFF4ACBC8" box="[132,198,680,694]" pageId="6" pageNumber="7" type="pagination">575592</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFF8CFD39FDCECB88" blockId="6.[100,765,148,758]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFF8CFD39FDCECB88" pageId="6" pageNumber="7" refId="ref8811" type="book chapter">
<author id="E215E1EBFFD1FFFAFF8CFD39FF3FCBB5" box="[100,179,701,715]" case="TC" fns="I" in="M." ins="D" ln="Lubbe" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Lubbe, M.</author>
,
<author id="E215E1EBFFD1FFFAFF53FD39FEA4CBB5" box="[187,296,701,715]" case="TC" fns="I" in="J.-P." ins="D" ln="Guetlein" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Guetlein, J.-P.</author>
,
<author id="E215E1EBFFD1FFFAFED8FD39FE0FCBB5" box="[304,387,701,715]" case="TC" fns="I" in="H." ins="D" ln="Reinke" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Reinke, H.</author>
,
<author id="E215E1EBFFD1FFFAFE62FD39FE55CBB5" box="[394,473,701,715]" case="TC" fns="I" in="P." ins="D" ln="Langer" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Langer, P.</author>
,
<year id="4E00485DFFD1FFFAFE09FD39FD86CBB5" box="[481,522,701,715]" pageId="6" pageNumber="7">2008</year>
.
<title id="48ACE238FFD1FFFAFDFAFD39FE2ACB8B" jopScore="0.20010255" pageId="6" pageNumber="7">Regioselective synthesis of polyketide-type phenols by formal [3+3]-cyclocondensations of 1,3-bis(silyloxy)- 1,3-butadienes with 3-oxo-orthoesters</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFE46FD63FE6ECB8B" box="[430,482,743,757]" jopScore="0.007696252" pageId="6" pageNumber="7">Synlett</journalOrPublisher>
<pagination id="0361F7FAFFD1FFFAFE00FD63FDB0CB8B" box="[488,572,743,758]" pageId="6" pageNumber="7" type="pagination">26712673</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFF10FAB2C9B3" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFF10FAB2C9B3" pageId="6" pageNumber="7" refId="ref8871" type="journal article">
<author id="E215E1EBFFD1FFFAFCDAFF10FCE6C9DD" box="[818,874,148,163]" case="TC" fns="I" in="R." ins="D" ln="Mie" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Mie, R.</author>
,
<author id="E215E1EBFFD1FFFAFC87FF10FC3FC9DD" box="[879,947,148,163]" case="TC" fns="I" in="L.B." ins="D" ln="Din" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Din, L.B.</author>
,
<author id="E215E1EBFFD1FFFAFC50FF10FBB9C9DD" box="[952,1077,148,163]" case="TC" fns="I" in="M.W." ins="D" ln="Samsudin" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Samsudin, M.W.</author>
,
<author id="E215E1EBFFD1FFFAFBD3FF10FB01C9DD" box="[1083,1165,148,163]" case="TC" fns="I" in="A." ins="D" ln="Ahmad" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Ahmad, A.</author>
,
<year id="4E00485DFFD1FFFAFB7AFF11FB37C9DD" box="[1170,1211,149,163]" pageId="6" pageNumber="7">2014</year>
.
<title id="48ACE238FFD1FFFAFB29FF10FCFBC9B3" jopScore="0.13668847" pageId="6" pageNumber="7">
Secondary metabolite isolated from
<emphasis id="08DCD51CFFD1FFFAFCB9FF2DFC65C9C9" bold="true" box="[849,1001,169,183]" italics="true" pageId="6" pageNumber="7">Ramalina dumeticola</emphasis>
and its application for silver nanoparticles production. AIP Conf
</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFC97FF3BFC2BC9B3" box="[895,935,191,205]" jopScore="1.5813954" pageId="6" pageNumber="7">Proc.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFC43FF3BFC5FC9B3" box="[939,979,191,205]" pageId="6" pageNumber="7" type="volume">1614</part>
,
<pagination id="0361F7FAFFD1FFFAFC34FF3BFBACC9B3" box="[988,1056,191,205]" pageId="6" pageNumber="7" type="pagination">213217</pagination>
.
<DOI id="4E39C97EFFD1FFFAFBC0FF3BFAB5C9B0" box="[1064,1337,191,206]" pageId="6" pageNumber="7">
https://doi.org/
<geoCoordinate id="5F9C6FC9FFD1FFFAFB74FF3BFB51C9B0" box="[1180,1245,191,206]" degrees="10.1063" direction="north" orientation="latitude" pageId="6" pageNumber="7" precision="5" value="10.1063">10.1063</geoCoordinate>
/
<geoCoordinate id="5F9C6FC9FFD1FFFAFB0BFF3BFAB5C9B0" box="[1251,1337,191,206]" degrees="1.4895198" direction="east" orientation="longitude" pageId="6" pageNumber="7" precision="1" value="1.4895198">1.4895198</geoCoordinate>
</DOI>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFF51FBBDC873" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFF51FBBDC873" pageId="6" pageNumber="7" refId="ref8933" type="journal article">
<author id="E215E1EBFFD1FFFAFCDAFF51FC12C99C" box="[818,926,212,227]" case="TC" fns="I" in="S.E." ins="D" ln="Moroney" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Moroney, S.E.</author>
,
<author id="E215E1EBFFD1FFFAFC4EFF50FB92C99D" box="[934,1054,212,227]" case="TC" fns="I" in="K.J." ins="D" ln="Ronaldson" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Ronaldson, K.J.</author>
,
<author id="E215E1EBFFD1FFFAFBCEFF50FB07C99C" box="[1062,1163,212,226]" case="TC" fns="I" in="A.L." ins="D" ln="Wilkins" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Wilkins, A.L.</author>
,
<author id="E215E1EBFFD1FFFAFB7AFF50FB70C99C" box="[1170,1276,212,226]" case="TC" fns="I" in="T.G.A." ins="D" ln="Green" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Green, T.G.A.</author>
,
<author id="E215E1EBFFD1FFFAFAEBFF51FAEEC99D" box="[1283,1378,213,227]" case="TC" fns="I" in="P.W." ins="D" ln="James" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">James, P.W.</author>
,
<year id="4E00485DFFD1FFFAFA81FF50FA1EC99C" box="[1385,1426,212,226]" pageId="6" pageNumber="7">1981</year>
.
<title id="48ACE238FFD1FFFAFCB9FF6DFAE8C989" box="[849,1380,233,248]" pageId="6" pageNumber="7">
Depsidone constituents from the quintaria group of
<emphasis id="08DCD51CFFD1FFFAFB35FF6DFAABC989" bold="true" box="[1245,1319,233,247]" italics="true" pageId="6" pageNumber="7">Nephroma</emphasis>
species
</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFCB9FF7BFC4AC873" box="[849,966,255,269]" pageId="6" pageNumber="7">Phytochemistry</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFC25FF7BFC6EC873" box="[973,994,255,269]" pageId="6" pageNumber="7" type="volume">20</part>
,
<pagination id="0361F7FAFFD1FFFAFC02FF7BFBA0C873" box="[1002,1068,255,269]" pageId="6" pageNumber="7" type="pagination">787789</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFE90FC14C833" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFE90FC14C833" pageId="6" pageNumber="7" refId="ref8989" type="journal article">
<author id="E215E1EBFFD1FFFAFCDAFE90FC20C85C" box="[818,940,276,290]" case="TC" fns="I" in="D.M.T." ins="D" ln="Nguyen" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Nguyen, D.M.T.</author>
,
<author id="E215E1EBFFD1FFFAFC5BFE90FB8BC85C" box="[947,1031,276,290]" case="TC" fns="I" in="L.M.T." ins="D" ln="Do" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Do, L.M.T.</author>
,
<author id="E215E1EBFFD1FFFAFBE6FE90FBF8C85C" box="[1038,1140,276,290]" case="TC" fns="I" in="V.T." ins="D" ln="Nguyen" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Nguyen, V.T.</author>
,
<author id="E215E1EBFFD1FFFAFB93FE90FB68C85C" box="[1147,1252,276,290]" case="TC" fns="I" in="W." ins="D" ln="Chavasiri" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Chavasiri, W.</author>
,
<author id="E215E1EBFFD1FFFAFB03FE90FAB1C85C" box="[1259,1341,276,290]" case="TC" fns="I" in="J." ins="D" ln="Mortier" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Mortier, J.</author>
,
<author id="E215E1EBFFD1FFFAFAAEFE90FA36C85C" box="[1350,1466,276,290]" case="TC" fns="I" in="P.P.K." ins="D" ln="Nguyen" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Nguyen, P.P.K.</author>
,
<year id="4E00485DFFD1FFFAFCB9FEADFCF6C849" box="[849,890,297,311]" pageId="6" pageNumber="7">2017</year>
.
<title id="48ACE238FFD1FFFAFC6AFEADFA92C846" box="[898,1310,297,312]" pageId="6" pageNumber="7">
Phenolic compounds from the lichen
<emphasis id="08DCD51CFFD1FFFAFB77FEADFA9AC849" bold="true" box="[1183,1302,297,311]" italics="true" pageId="6" pageNumber="7">Lobaria orientali</emphasis>
s
</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFACFFEAEFA05C849" box="[1319,1417,297,312]" pageId="6" pageNumber="7">J. Nat. Prod.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFA65FEADFA2EC849" box="[1421,1442,297,311]" pageId="6" pageNumber="7" type="volume">80</part>
,
<pagination id="0361F7FAFFD1FFFAFCB9FEBAFC18C832" box="[849,916,318,333]" pageId="6" pageNumber="7" type="pagination">261268</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFED0FBB1C8F3" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFED0FBB1C8F3" pageId="6" pageNumber="7" refId="ref9056" type="journal article">
<author id="E215E1EBFFD1FFFAFCDAFED0FC06C81C" box="[818,906,340,354]" case="TC" fns="I" in="G." ins="D" ln="Snatzke" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Snatzke, G.</author>
,
<year id="4E00485DFFD1FFFAFC79FED0FC36C81C" box="[913,954,340,354]" pageId="6" pageNumber="7">1968</year>
.
<title id="48ACE238FFD1FFFAFC2AFED0FA0BC809" jopScore="0.3575412" pageId="6" pageNumber="7">Circular dichroism and optical rotatory dispersion. Principles and application to the investigation of the stereochemistry of natural products</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFA67FEEDFC7DC8F2" jopScore="1.2246032" pageId="6" pageNumber="7">Angew. Chem., Int. Ed. Engl.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFC1DFEFBFB8CC8F3" box="[1013,1024,383,397]" pageId="6" pageNumber="7" type="volume">7</part>
,
<pagination id="0361F7FAFFD1FFFAFBE1FEFAFBB4C8F2" box="[1033,1080,382,397]" pageId="6" pageNumber="7" type="pagination">1425</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFE17FC20C8B2" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFE17FC20C8B2" pageId="6" pageNumber="7" refId="ref9100" type="book">
<author id="E215E1EBFFD1FFFAFCDAFE17FC07C8DC" box="[818,907,403,418]" case="TC" fns="I" in="R.W." ins="D" ln="Spjut" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Spjut, R.W.</author>
,
<year id="4E00485DFFD1FFFAFC7AFE17FC37C8DF" box="[914,955,403,417]" pageId="6" pageNumber="7">1996</year>
.
<title id="48ACE238FFD1FFFAFC2AFE17FB0FC8C9" jopScore="0.7058772" pageId="6" pageNumber="7">Niebla and Vermilacinia (Ramalinaceae) from California and Baja California Sida, Botanica Miscellany: 14</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFB63FE2DFA4BC8C9" box="[1163,1479,425,439]" jopScore="1.7437035" pageId="6" pageNumber="7">Botanical Research Institute of Texas, Inc</journalOrPublisher>
, pp. 207pp.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFE57FCF2CB5F" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFE57FCF2CB5F" author="Spjut, R. W. &amp; Simon, A. &amp; Guissard, M. &amp; Magain, N." journalOrPublisher="MycoKeys" pageId="6" pageNumber="7" pagination="1 - 68" part="73" refId="ref9141" title="S´erusiaux, E., n. d .. The fruticose genera in the Ramalinaceae (Ascomycota, Lecanoromycetes): their diversity and evolutionary history" type="journal article">
<author id="E215E1EBFFD1FFFAFCDAFE57FC05C89C" box="[818,905,467,482]" case="TC" fns="I" in="R.W." ins="D" ln="Spjut" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Spjut, R.W.</author>
,
<author id="E215E1EBFFD1FFFAFC67FE57FC57C89F" box="[911,987,467,481]" case="TC" fns="I" in="A." ins="D" ln="Simon" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Simon, A.</author>
,
<author id="E215E1EBFFD1FFFAFC08FE57FBCDC89C" box="[992,1089,467,482]" case="TC" fns="I" in="M." ins="D" ln="Guissard" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Guissard, M.</author>
,
<author id="E215E1EBFFD1FFFAFBAFFE57FB10C89C" box="[1095,1180,467,482]" case="TC" fns="I" in="N." ins="D" ln="Magain" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Magain, N.</author>
,
<title id="48ACE238FFD1FFFAFB4AFE57FC62CB72" jopScore="0.22786054" pageId="6" pageNumber="7">S´erusiaux, E., n.d.. The fruticose genera in the Ramalinaceae (Ascomycota, Lecanoromycetes): their diversity and evolutionary history</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFC1DFE7AFBCDCB72" box="[1013,1089,510,524]" jopScore="0.75" pageId="6" pageNumber="7">MycoKeys</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFBAFFE7AFBD0CB72" box="[1095,1116,510,524]" pageId="6" pageNumber="7" type="volume">73</part>
,
<pagination id="0361F7FAFFD1FFFAFB8DFE7AFB00CB72" box="[1125,1164,510,524]" pageId="6" pageNumber="7" type="pageRange">168</pagination>
. doi:
<DOI id="4E39C97EFFD1FFFAFB47FE7AFA1DCB72" box="[1199,1425,510,524]" pageId="6" pageNumber="7">10.3897/mycokeys.73.47287</DOI>
. In press.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFDACFABACB32" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFDACFABACB32" pageId="6" pageNumber="7" refId="ref9208" type="journal article">
<author id="E215E1EBFFD1FFFAFCDAFDACFC1FCB49" box="[818,915,552,567]" case="TC" fns="I" in="R." ins="D" ln="Tabacchi" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Tabacchi, R.</author>
,
<author id="E215E1EBFFD1FFFAFC72FDADFC77CB48" box="[922,1019,552,567]" case="TC" fns="I" in="G." ins="D" ln="Tsoupras" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Tsoupras, G.</author>
,
<author id="E215E1EBFFD1FFFAFBEBFDACFBDACB48" box="[1027,1110,552,566]" case="TC" fns="I" in="S." ins="D" ln="Huneck" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Huneck, S.</author>
,
<year id="4E00485DFFD1FFFAFBB7FDACFB04CB48" box="[1119,1160,552,566]" pageId="6" pageNumber="7">1987</year>
.
<title id="48ACE238FFD1FFFAFB67FDACFBC8CB32" jopScore="0.32620895" pageId="6" pageNumber="7">Lichen substances. No. 148. Steroids and nortriterpenoids from lichens. J</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFBA5FDBAFB42CB32" box="[1101,1230,574,588]" jopScore="1.4470589" pageId="6" pageNumber="7">Hattori Bot. Lab.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFB39FDBAFB6ACB32" box="[1233,1254,574,588]" pageId="6" pageNumber="7" type="volume">63</part>
,
<pagination id="0361F7FAFFD1FFFAFB07FDB9FABDCB35" box="[1263,1329,573,588]" pageId="6" pageNumber="7" type="pagination">351355</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFDD7FA82CBDF" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFDD7FA82CBDF" pageId="6" pageNumber="7" refId="ref9251" type="journal article">
<author id="E215E1EBFFD1FFFAFCDAFDD7FCF5CB1F" box="[818,889,595,609]" case="TC" fns="I" in="C.Y." ins="D" ln="Tan" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Tan, C.Y.</author>
,
<author id="E215E1EBFFD1FFFAFC97FDD7FC48CB1F" box="[895,964,595,609]" case="TC" fns="I" in="F." ins="D" ln="Wang" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Wang, F.</author>
,
<author id="E215E1EBFFD1FFFAFC23FDD7FBE6CB1F" box="[971,1130,595,609]" case="TC" fns="I" in="G.D." ins="D" ln="Anaya-Eugenio" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Anaya-Eugenio, G.D.</author>
,
<author id="E215E1EBFFD1FFFAFB98FDD7FB5ACB1F" box="[1136,1238,595,609]" case="TC" fns="I" in="J.C." ins="D" ln="Gallucci" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Gallucci, J.C.</author>
,
<author id="E215E1EBFFD1FFFAFB34FDD7FAEACB1F" box="[1244,1382,595,609]" case="TC" fns="I" in="K.D." ins="D" ln="Goughenour" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Goughenour, K.D.</author>
,
<author id="E215E1EBFFD1FFFAFA84FDD7FCE9CB08" case="TC" fns="I" in="C. A." ins="D" ln="Rappleye" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Rappleye, C. A.</author>
,
<author id="E215E1EBFFD1FFFAFC83FDECFC4ECB08" box="[875,962,616,630]" case="TC" fns="I" in="R.W." ins="D" ln="Spjut" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Spjut, R.W.</author>
,
<author id="E215E1EBFFD1FFFAFC20FDECFB0CCB08" box="[968,1152,616,630]" case="TC" fns="I" in="E.J." ins="D" ln="Carcache de Blanco" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Carcache de Blanco, E.J.</author>
,
<author id="E215E1EBFFD1FFFAFB6FFDECFB76CB08" box="[1159,1274,616,630]" case="TC" fns="I" in="A.D." ins="D" ln="Kinghorn" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Kinghorn, A.D.</author>
,
<author id="E215E1EBFFD1FFFAFB17FDECFA15CB08" box="[1279,1433,616,630]" case="TC" fns="I" in="L.H." ins="D" ln="Rakotondraibe" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Rakotondraibe, L.H.</author>
,
<year id="4E00485DFFD1FFFAFA77FDECFA44CB08" box="[1439,1480,616,630]" pageId="6" pageNumber="7">2019</year>
.
<title id="48ACE238FFD1FFFAFCB9FDF8FBAACBDE" jopScore="0.1102929" pageId="6" pageNumber="7">
α- Pyrone and sterol constituents of
<emphasis id="08DCD51CFFD1FFFAFBB0FDF9FAB2CBF5" bold="true" box="[1112,1342,637,651]" italics="true" pageId="6" pageNumber="7">Penicillium aurantiacobrunneum</emphasis>
, a fungal associate of the lichen
<emphasis id="08DCD51CFFD1FFFAFC5FFD16FBAACBDE" bold="true" box="[951,1062,658,672]" italics="true" pageId="6" pageNumber="7">Niebla homalea</emphasis>
</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFBD9FD17FB1FCBDF" box="[1073,1171,659,673]" jopScore="0.3259804" pageId="6" pageNumber="7">J. Nat. Prod.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFB7FFD17FB20CBDF" box="[1175,1196,659,673]" pageId="6" pageNumber="7" type="volume">82</part>
,
<pagination id="0361F7FAFFD1FFFAFB5CFD16FA85CBDE" box="[1204,1289,658,673]" pageId="6" pageNumber="7" type="pagination">25292536</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFD2CFA46CB9F" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFD2CFA46CB9F" pageId="6" pageNumber="7" refId="ref9353" type="journal article">
<author id="E215E1EBFFD1FFFAFCDAFD2CFC1ACBC8" box="[818,918,680,694]" case="TC" fns="I" in="A.L." ins="D" ln="Wilkins" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Wilkins, A.L.</author>
,
<author id="E215E1EBFFD1FFFAFC75FD2CFC61CBC8" box="[925,1005,680,694]" case="TC" fns="I" in="J." ins="D" ln="Bremer" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Bremer, J.</author>
,
<author id="E215E1EBFFD1FFFAFC1DFD2CFBB6CBC8" box="[1013,1082,680,694]" case="TC" fns="I" in="J." ins="D" ln="Ralph" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Ralph, J.</author>
,
<author id="E215E1EBFFD1FFFAFBABFD2CFB26CBC8" box="[1091,1194,680,694]" case="TC" fns="I" in="P.T." ins="D" ln="Holland" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Holland, P.T.</author>
,
<author id="E215E1EBFFD1FFFAFB59FD2CFAA6CBC8" box="[1201,1322,680,694]" case="TC" fns="I" in="K.J." ins="D" ln="Ronaldson" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Ronaldson, K.J.</author>
,
<author id="E215E1EBFFD1FFFAFAD9FD2CFA06CBC8" box="[1329,1418,680,694]" case="TC" fns="I" in="P.M." ins="D" ln="Jager" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Jager, P.M.</author>
,
<author id="E215E1EBFFD1FFFAFA79FD2CFCE5CBB5" case="TC" fns="I" in="P. W." ins="D" ln="Bird" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Bird, P. W.</author>
,
<year id="4E00485DFFD1FFFAFC98FD39FC15CBB5" box="[880,921,701,715]" pageId="6" pageNumber="7">1989</year>
.
<title id="48ACE238FFD1FFFAFC49FD39FB7DCB9F" jopScore="0.10452518" pageId="6" pageNumber="7">A one- and two-dimensional carbon-13 and proton NMR study of some triterpenes of the hopane, stictane and flavicene groups</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFB1FFD56FAE9CB9E" box="[1271,1381,722,737]" jopScore="0.72222227" pageId="6" pageNumber="7">Aust. J. Chem.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFA8FFD56FAF0CB9E" box="[1383,1404,722,736]" pageId="6" pageNumber="7" type="volume">42</part>
,
<pagination id="0361F7FAFFD1FFFAFA6BFD56FA49CB9E" box="[1411,1477,722,737]" pageId="6" pageNumber="7" type="pagination">243257</pagination>
.
</bibRef>
</paragraph>
<paragraph id="3A17090EFFD1FFFAFCDAFD6CFB0ECA5E" blockId="6.[818,1483,148,800]" pageId="6" pageNumber="7">
<bibRef id="E3089DF8FFD1FFFAFCDAFD6CFB0ECA5E" pageId="6" pageNumber="7" refId="ref9434" type="journal article">
<author id="E215E1EBFFD1FFFAFCDAFD6CFCEFCB88" box="[818,867,744,758]" case="TC" fns="I" in="X." ins="D" ln="Yu" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Yu, X.</author>
,
<author id="E215E1EBFFD1FFFAFC82FD6CFC2BCB88" box="[874,935,744,758]" case="TC" fns="I" in="Q." ins="D" ln="Guo" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Guo, Q.</author>
,
<author id="E215E1EBFFD1FFFAFC47FD6CFC6CCB88" box="[943,992,744,758]" case="TC" fns="I" in="G." ins="D" ln="Su" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Su, G.</author>
,
<author id="E215E1EBFFD1FFFAFC0FFD6CFBA7CB88" box="[999,1067,744,758]" case="TC" fns="I" in="A." ins="D" ln="Yang" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Yang, A.</author>
,
<author id="E215E1EBFFD1FFFAFBDAFD6CFBE8CB88" box="[1074,1124,744,758]" case="TC" fns="I" in="Z." ins="D" ln="Hu" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Hu, Z.</author>
,
<author id="E215E1EBFFD1FFFAFB84FD6CFB13CB88" box="[1132,1183,744,758]" case="TC" fns="I" in="C." ins="D" ln="Qu" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Qu, C.</author>
,
<author id="E215E1EBFFD1FFFAFB4EFD6CFB68CB88" box="[1190,1252,744,758]" case="TC" fns="I" in="Z." ins="D" ln="Wan" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Wan, Z.</author>
,
<author id="E215E1EBFFD1FFFAFB04FD63FA9BCB88" box="[1260,1303,743,758]" case="TC" fns="I" in="R." ins="D" ln="Li" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Li, R.</author>
,
<author id="E215E1EBFFD1FFFAFAF7FD6CFAC2CB88" box="[1311,1358,744,758]" case="TC" fns="I" in="P." ins="D" ln="Tu" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Tu, P.</author>
,
<author id="E215E1EBFFD1FFFAFABEFD63FA19CB88" box="[1366,1429,743,758]" case="TC" fns="I" in="X." ins="D" ln="Chai" lnc="TC" npo="LnFn" pageId="6" pageNumber="7">Chai, X.</author>
,
<year id="4E00485DFFD1FFFAFA75FD63FA4ACB8B" box="[1437,1478,743,757]" pageId="6" pageNumber="7">2016</year>
.
<title id="48ACE238FFD1FFFAFCB9FD79FC16CA5E" pageId="6" pageNumber="7">
Usnic acid derivatives with cytotoxic and antifungal activities from the lichen
<emphasis id="08DCD51CFFD1FFFAFA76FD79FC16CA5E" bold="true" italics="true" pageId="6" pageNumber="7">Usnea longissima</emphasis>
</title>
.
<journalOrPublisher id="E06903C2FFD1FFFAFC4DFC96FB8BCA5E" box="[933,1031,786,800]" pageId="6" pageNumber="7">J. Nat. Prod.</journalOrPublisher>
<part id="4E0CA393FFD1FFFAFBE3FC96FBACCA5E" box="[1035,1056,786,800]" pageId="6" pageNumber="7" type="volume">79</part>
,
<pagination id="0361F7FAFFD1FFFAFBC0FC96FBF1CA5E" box="[1064,1149,786,800]" pageId="6" pageNumber="7" type="pagination">13731380</pagination>
.
</bibRef>
</paragraph>
</subSection>
</tableNote>
</subSubSection>
</treatment>
</document>