498 lines
58 KiB
XML
498 lines
58 KiB
XML
<document id="B927D03122068FA7F9B6EE3D12418E64" ID-CLB-Dataset="55313" ID-DOI="10.1016/j.phytochem.2021.112930" ID-GBIF-Dataset="049b94ba-ba44-4a57-ae93-d861f2a8a5b7" ID-ISSN="1873-3700" ID-Zenodo-Dep="8257146" IM.bibliography_approvedBy="felipe" IM.illustrations_approvedBy="valdenar" IM.materialsCitations_approvedBy="felipe" IM.metadata_approvedBy="felipe" IM.tables_approvedBy="valdenar" IM.taxonomicNames_approvedBy="valdenar" IM.treatments_approvedBy="valdenar" checkinTime="1692302456722" checkinUser="felipe" docAuthor="Tang, Xuemei, Zhao, Meiyan, Chen, Zhiting, Huang, Jianxiang, Chen, Yan, Wang, Fuhua & Wan, Kai" docDate="2021" docId="F823E90EA21F5409FFA8FC25690EF916" docLanguage="en" docName="Phytochemistry.192.112930.pdf" docOrigin="Phytochemistry (112930) 192" docSource="http://dx.doi.org/10.1016/j.phytochem.2021.112930" docStyle="DocumentStyle:F36D69FC8B198FBE91029DF9C24697D3.5:Phytochemistry.2020-.journal_article" docStyleId="F36D69FC8B198FBE91029DF9C24697D3" docStyleName="Phytochemistry.2020-.journal_article" docStyleVersion="5" docTitle="Clausena lansium Skeels" docType="treatment" docVersion="4" lastPageNumber="4" masterDocId="041A9176A21D540AFFCCFF986B55FFA2" masterDocTitle="Visualizing the spatial distribution of metabolites in Clausena lansium (Lour.) skeels using matrix-assisted laser desorption / ionization mass spectrometry imaging" masterLastPageNumber="7" masterPageNumber="1" pageNumber="3" updateTime="1692626563787" updateUser="ExternalLinkService">
|
||
<mods:mods id="A4DF6907B02D2CC6B50744A406FAF4C4" xmlns:mods="http://www.loc.gov/mods/v3">
|
||
<mods:titleInfo id="45400359A48B75B2E6FA0921BF7591A6">
|
||
<mods:title id="F3C9759FDBCDBF3DC950FE9C111BE699">Visualizing the spatial distribution of metabolites in Clausena lansium (Lour.) skeels using matrix-assisted laser desorption / ionization mass spectrometry imaging</mods:title>
|
||
</mods:titleInfo>
|
||
<mods:name id="B7722E2AFD6B8BEE6F8ECC2DC5198F0F" type="personal">
|
||
<mods:role id="BABC3B9E3AFFA6F2ED7CF2DB135E7F7C">
|
||
<mods:roleTerm id="04D3AB515B7BA88123EB5B2802935382">Author</mods:roleTerm>
|
||
</mods:role>
|
||
<mods:namePart id="9E40E2261CF8C444314F9D8561E2BB6D">Tang, Xuemei</mods:namePart>
|
||
<mods:affiliation id="25C3DBA3CE247BA9E408A42E0BC12680">* & Institute of Quality Standard and Monitoring Technology for Agro-products of Guangdong Academy of Agricultural Sciences, Guangzhou, 510640, China & * & Key Laboratory of Testing and Evaluation for Agro-product Safety and Quality (Guangzhou), Ministry of Agriculture and Rural Affairs, China</mods:affiliation>
|
||
</mods:name>
|
||
<mods:name id="FE642A4D5E956F29B45FE80023063CB4" type="personal">
|
||
<mods:role id="ABDA2BA20B7612F1BC95554A06039803">
|
||
<mods:roleTerm id="A6C4211F3C617C70DD8ED8ABC57B7260">Author</mods:roleTerm>
|
||
</mods:role>
|
||
<mods:namePart id="EE5CC73D1A5AD7BBBEF1AF840798AAE3">Zhao, Meiyan</mods:namePart>
|
||
</mods:name>
|
||
<mods:name id="E1A39252E93654D1A1C6DA87614099DB" type="personal">
|
||
<mods:role id="762BF0B931EA86200CEC7C695A6EA8CE">
|
||
<mods:roleTerm id="B6FDD0B15A8A3ADF32F981D38476888C">Author</mods:roleTerm>
|
||
</mods:role>
|
||
<mods:namePart id="92422FD75EF1D924914AAAFC43482CE0">Chen, Zhiting</mods:namePart>
|
||
</mods:name>
|
||
<mods:name id="60A9A933FB5F1CBCB067F29E2D256A94" type="personal">
|
||
<mods:role id="3DB6CE27C087E9391E0359262E5631C0">
|
||
<mods:roleTerm id="3C7395D036D08EAEB1254E4EF0DBE39B">Author</mods:roleTerm>
|
||
</mods:role>
|
||
<mods:namePart id="C03155956CD47A1DE9584E9262243058">Huang, Jianxiang</mods:namePart>
|
||
</mods:name>
|
||
<mods:name id="C54485040B4BCB84C1EBCD1693383EB0" type="personal">
|
||
<mods:role id="B1FC06274EFDB50AA2992E0399F99C27">
|
||
<mods:roleTerm id="5C43CB051768D7CC2F2368688C539A41">Author</mods:roleTerm>
|
||
</mods:role>
|
||
<mods:namePart id="4C8A77ED8F2B0C3497BBE21D288E4A1A">Chen, Yan</mods:namePart>
|
||
</mods:name>
|
||
<mods:name id="EB0A11B5D16B24E4B43F3B4F400D3D25" type="personal">
|
||
<mods:role id="307EDE2A55C044A3A4AD0A9884348F03">
|
||
<mods:roleTerm id="A7CC5C3BDA6450D6E950FDCEE74381B6">Author</mods:roleTerm>
|
||
</mods:role>
|
||
<mods:namePart id="0A48A0ACFAA7E361E5786EFA5D5622A0">Wang, Fuhua</mods:namePart>
|
||
</mods:name>
|
||
<mods:name id="8491735C9DF2E01387E4401F6BE4040A" type="personal">
|
||
<mods:role id="BE2F405EF1CC7AF06414BBB3A0641437">
|
||
<mods:roleTerm id="12664F82AFB30DF4E0264AFBB8F00030">Author</mods:roleTerm>
|
||
</mods:role>
|
||
<mods:namePart id="04F2BC0505BD96263B120EB6041E5DC8">Wan, Kai</mods:namePart>
|
||
</mods:name>
|
||
<mods:typeOfResource id="E19E557A974F111D1745C9C03F510D92">text</mods:typeOfResource>
|
||
<mods:relatedItem id="A1E4EA3BB1643D4DE60218870547E2CB" type="host">
|
||
<mods:titleInfo id="A80F7AE2FC2870AD0815A3A0B0A4A45D">
|
||
<mods:title id="9B8C7D98A9ED52A4B89BD6B770BAE78E">Phytochemistry</mods:title>
|
||
</mods:titleInfo>
|
||
<mods:part id="B658A74C61B44740DF06A8B430DB1A04">
|
||
<mods:date id="1FCCA80DE9D24327B5A82CD8DCE14E1E">2021</mods:date>
|
||
<mods:detail id="8524E71CE57590C9CA4CF80F7FCB01DA" type="series">
|
||
<mods:title id="FC89927DCE01C8B83EC0E0E4B39425C8">112930</mods:title>
|
||
</mods:detail>
|
||
<mods:detail id="637A450FAF96E041575843B7DB9D1EB7" type="pubDate">
|
||
<mods:number id="D5DB1D7B1630BA9255BAC01DAD5A5A29">2021-12-31</mods:number>
|
||
</mods:detail>
|
||
<mods:detail id="8F0B5F7C07311A23569057A49D1B52B5" type="volume">
|
||
<mods:number id="82BDA04DD950291568E5F155DF0E8EDC">192</mods:number>
|
||
</mods:detail>
|
||
<mods:extent id="3F840E4C3B3010C85E4988A2CEEC3A08" unit="page">
|
||
<mods:start id="39429B14BF2441E5E30AB9B5BAE574B1">1</mods:start>
|
||
<mods:end id="6DEAAE9ED0DB1F89460DF03240AE5DDE">7</mods:end>
|
||
</mods:extent>
|
||
</mods:part>
|
||
</mods:relatedItem>
|
||
<mods:location id="735091310FFFB95CF82D38F5A5E0257F">
|
||
<mods:url id="60EFE926A90421BE33189A59D6F62C5A">http://dx.doi.org/10.1016/j.phytochem.2021.112930</mods:url>
|
||
</mods:location>
|
||
<mods:classification id="B4DC80D96BA4B6516814E206029C5386">journal article</mods:classification>
|
||
<mods:identifier id="4758083A0CD962910F280A67192E22A5" type="CLB-Dataset">55313</mods:identifier>
|
||
<mods:identifier id="9CAEACE238467D362F92B533D282596A" type="DOI">10.1016/j.phytochem.2021.112930</mods:identifier>
|
||
<mods:identifier id="695C329CD35C62A08285BBB23E63D60C" type="GBIF-Dataset">049b94ba-ba44-4a57-ae93-d861f2a8a5b7</mods:identifier>
|
||
<mods:identifier id="E8A4ADC21AB85780619580B04E6777BA" type="ISSN">1873-3700</mods:identifier>
|
||
<mods:identifier id="BA0E1FED107C9077CA53833D39EDC936" type="Zenodo-Dep">8257146</mods:identifier>
|
||
</mods:mods>
|
||
<treatment id="F823E90EA21F5409FFA8FC25690EF916" ID-DOI="http://doi.org/10.5281/zenodo.8269403" ID-Zenodo-Dep="8269403" LSID="urn:lsid:plazi:treatment:F823E90EA21F5409FFA8FC25690EF916" httpUri="http://treatment.plazi.org/id/F823E90EA21F5409FFA8FC25690EF916" lastPageId="3" lastPageNumber="4" pageId="2" pageNumber="3">
|
||
<subSubSection id="38900B93A21F5408FFA8FC256905FC72" box="[100,592,956,976]" pageId="2" pageNumber="3" type="nomenclature">
|
||
<paragraph id="70355818A21F5408FFA8FC256905FC72" blockId="2.[100,592,956,976]" box="[100,592,956,976]" pageId="2" pageNumber="3">
|
||
<heading id="2B7DEF74A21F5408FFA8FC256905FC72" bold="true" box="[100,592,956,976]" fontSize="36" level="1" pageId="2" pageNumber="3" reason="1">
|
||
<emphasis id="42FE840AA21F5408FFA8FC256905FC72" bold="true" box="[100,592,956,976]" italics="true" pageId="2" pageNumber="3">
|
||
2.2. Identification of metabolites in
|
||
<taxonomicName id="B78A239BA21F5408FE60FC256959FC6D" ID-CoL="VTM2" ID-ENA="159037" authority="(Lour.) Skeels" authorityName="Skeels" baseAuthorityName="Lour." box="[428,524,956,976]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="species" species="lansium">C. lansium</taxonomicName>
|
||
extract
|
||
</emphasis>
|
||
</heading>
|
||
</paragraph>
|
||
</subSubSection>
|
||
<subSubSection id="38900B93A21F5409FF48FC6D690EF916" lastPageId="3" lastPageNumber="4" pageId="2" pageNumber="3" type="description">
|
||
<paragraph id="70355818A21F5408FF48FC6D6A95FA98" blockId="2.[100,771,1012,1534]" pageId="2" pageNumber="3">
|
||
Over past decades, many compounds including flavonoids, coumarins and alkaloids, have been isolated from
|
||
<taxonomicName id="B78A239BA21F5408FE3EFB886916FB81" box="[498,579,1040,1059]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="genus">
|
||
<emphasis id="42FE840AA21F5408FE3EFB886916FB81" bold="true" box="[498,579,1040,1059]" italics="true" pageId="2" pageNumber="3">Clausena</emphasis>
|
||
</taxonomicName>
|
||
plants. In this study, MALDI MS and ultra-performance liquid chromatography-electrospray ionization (UPLC-ESI) analysis of the
|
||
<taxonomicName id="B78A239BA21F5408FE06FBD0697FFBF9" box="[458,554,1096,1115]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21F5408FE06FBD0697FFBF9" bold="true" box="[458,554,1096,1115]" italics="true" pageId="2" pageNumber="3">C. lansium</emphasis>
|
||
</taxonomicName>
|
||
fruit showed the presence of prominent metabolites in the range of
|
||
<emphasis id="42FE840AA21F5408FDDDFBFC6963FBD5" bold="true" box="[529,566,1124,1143]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
100–1000 (
|
||
<figureCitation id="E8B1449DA21F5408FD6AFBFC698FFBD5" box="[678,730,1124,1143]" captionStart="Fig" captionStartId="2.[467,497,1964,1981]" captionTargetBox="[340,1247,1574,1937]" captionTargetId="graphics-621@2.[406,1225,1574,1899]" captionTargetPageId="2" captionText="Fig. 3. MALDI-MS spectrum of C. lansium fruit extract in positive ion mode." figureDoi="http://doi.org/10.5281/zenodo.8257152" httpUri="https://zenodo.org/record/8257152/files/figure.png" pageId="2" pageNumber="3">Fig. 3</figureCitation>
|
||
and
|
||
<figureCitation id="E8B1449DA21F5408FFA8FB186BF1FB31" box="[100,164,1152,1171]" captionStart="Fig" captionStartId="2.[1035,1065,149,166]" captionTargetBox="[102,1004,149,801]" captionTargetId="figure-517@2.[100,1010,148,802]" captionTargetPageId="2" captionText="Fig. 2. Comparison of sample pretreatment methods for MALDI-MSI analysis. (A) Intensities of ion peaks corresponding to organic acids, sugars, and alkaloids in the three different sections using airbrush, iMLayer or combined methods for matrix application. Data represent the mean ± SE of intensities of ions at m/z 230.9, 381.0, 264.1 and 367.1 (n = 3), respectively. Photographs of DHB matrix material prepared by different methods: (B) Spray by airbrush, (C) Sublimation by iMLayer, (D) Spray after sublimation. Films and crystals observation were recorded under the light microscope (× 40)." figureDoi="http://doi.org/10.5281/zenodo.8257150" httpUri="https://zenodo.org/record/8257150/files/figure.png" pageId="2" pageNumber="3">Fig. S2</figureCitation>
|
||
). Alkaloids, coumarins, sugars and organic acids were identified by MALDI-MS analysis. The characterization of the main compounds was achieved by both accurate mass measurement and mass fragmentation analysis.
|
||
<tableCitation id="3D086DA3A21F5408FF32FB4C6A12FB45" box="[254,327,1236,1255]" captionStart="Table 1" captionStartId="3.[100,150,150,166]" captionTargetPageId="3" captionText="Table 1 Identification of metabolites in Clausena lansium (Lour.) Skeels by MALDI-MS analysis in positive ion mode." httpUri="http://table.plazi.org/id/24F50890A21E5409FFA8FF0E68A2FF63" pageId="2" pageNumber="3" tableUuid="24F50890A21E5409FFA8FF0E68A2FF63">Table 1</tableCitation>
|
||
displays the identified compounds, including compound details and associated literature. All the compounds presented in this study were relatively high content with most being reported previously in
|
||
<taxonomicName id="B78A239BA21F5408FEE5FABF6A2FFA98" box="[297,378,1319,1338]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="genus">
|
||
<emphasis id="42FE840AA21F5408FEE5FABF6A2FFA98" bold="true" box="[297,378,1319,1338]" italics="true" pageId="2" pageNumber="3">Clausena</emphasis>
|
||
</taxonomicName>
|
||
plants.
|
||
</paragraph>
|
||
<paragraph id="70355818A21F5408FF48FADB6E4DFA42" blockId="2.[100,771,1012,1534]" lastBlockId="2.[818,1488,872,1533]" pageId="2" pageNumber="3">
|
||
The identification of alkaloid compounds has been pivotal in understanding the medicinal properties of
|
||
<taxonomicName id="B78A239BA21F5408FE18FAC76970FAD0" box="[468,549,1375,1394]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="genus">
|
||
<emphasis id="42FE840AA21F5408FE18FAC76970FAD0" bold="true" box="[468,549,1375,1394]" italics="true" pageId="2" pageNumber="3">Clausena</emphasis>
|
||
</taxonomicName>
|
||
plants. MALDI-MSI was adopted to study the composition of
|
||
<taxonomicName id="B78A239BA21F5408FE0CFAE3694AFA2C" box="[448,543,1403,1422]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21F5408FE0CFAE3694AFA2C" bold="true" box="[448,543,1403,1422]" italics="true" pageId="2" pageNumber="3">C. lansium</emphasis>
|
||
</taxonomicName>
|
||
, which revealed the existence of different
|
||
<typeStatus id="AF31E6BAA21F5408FED5FA0F6A1FFA08" box="[281,330,1431,1450]" pageId="2" pageNumber="3">types</typeStatus>
|
||
of alkaloids. A
|
||
<emphasis id="42FE840AA21F5408FE17FA0F6955FA08" bold="true" box="[475,512,1431,1450]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
182.06 ion was assigned to the potassium adduct of DL-Stachydrine and confirmed with a standard. One of the main active components of the medicinal plant
|
||
<taxonomicName id="B78A239BA21F5408FD7DFA576B8CFA5F" class="Magnoliopsida" family="Lamiaceae" genus="Leonurus" kingdom="Plantae" order="Lamiales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="species" species="heterophyllus">
|
||
<emphasis id="42FE840AA21F5408FD7DFA576B8CFA5F" bold="true" italics="true" pageId="2" pageNumber="3">Leonurus heterophyllus</emphasis>
|
||
</taxonomicName>
|
||
, is DL-Stachydrine, the simplest pyrrole alkaloid which is known to elicit multiple pharmacological effects (
|
||
<bibRefCitation id="141B25E9A21F5408FAC6FCF06EC9FCD9" author="Yin, J. & Zhang, Z. W. & Yu, W. J. & Liao, J. Y. & Luo, X. G. & Shen, Y. J." box="[1290,1436,872,891]" pageId="2" pageNumber="3" pagination="157 - 171" refId="ref8634" refString="Yin, J., Zhang, Z. W., Yu, W. J., Liao, J. Y., Luo, X. G., Shen, Y. J., 2010. Stachydrine, a major constituent of the Chinese herb leonurus heterophyllus sweet, ameliorates human umbilical vein endothelial cells injury induced by anoxia-reoxygenation. Am. J. Chin. Med. 38 (1), 157 - 171. https: // doi. org / 10.1142 / S 0192415 X 10007737." type="journal article" year="2010">Yin et al., 2010</bibRefCitation>
|
||
). We report here for the first time the existence of this compound in
|
||
<taxonomicName id="B78A239BA21F5408FCFEFC0768C6FC10" box="[818,915,927,946]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21F5408FCFEFC0768C6FC10" bold="true" box="[818,915,927,946]" italics="true" pageId="2" pageNumber="3">C. lansium</emphasis>
|
||
</taxonomicName>
|
||
, together with its potassium dimer ion of
|
||
<emphasis id="42FE840AA21F5408FAF9FC076E0CFC10" bold="true" box="[1333,1369,927,946]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
325.15 and neutral loss CO
|
||
<subScript id="EC0E5A5DA21F5408FC0EFC5B689EFC73" attach="left" box="[962,971,963,977]" fontSize="6" pageId="2" pageNumber="3">2</subScript>
|
||
ion of
|
||
<emphasis id="42FE840AA21F5408FBDCFC236F60FC6C" bold="true" box="[1040,1077,955,974]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
243.21. Other literature has also indicated that
|
||
<taxonomicName id="B78A239BA21F5408FCADFC4F6896FC48" box="[865,963,983,1002]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21F5408FCADFC4F6896FC48" bold="true" box="[865,963,983,1002]" italics="true" pageId="2" pageNumber="3">C. lansium</emphasis>
|
||
</taxonomicName>
|
||
possesses numerous carbazole alkaloids (
|
||
<bibRefCitation id="141B25E9A21F5408FA93FC406837FBA4" author="Peng, W. W. & Fu, X. X. & Li, Y. Y. & Xiong, Z. H. & Shi, X. G. & Zhang, F. & Huo, G. H. & Li, B. T." pageId="2" pageNumber="3" pagination="3124" refId="ref7730" refString="Peng, W. W., Fu, X. X., Li, Y. Y., Xiong, Z. H., Shi, X. G., Zhang, F., Huo, G. H., Li, B. T., 2019. Phytochemical study of stem and leaf of Clausena lansium. Molecules 24 (17), 3124. https: // doi. org / 10.3390 / molecules 24173124." type="journal article" year="2019">Peng et al., 2019</bibRefCitation>
|
||
). We also performed a manual search for the
|
||
<emphasis id="42FE840AA21F5408FAC1FC6B6E64FBA4" bold="true" box="[1293,1329,1011,1030]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
values of known alkaloids in the average mass spectrum obtained by MALDI MS analysis of the
|
||
<taxonomicName id="B78A239BA21F5408FCA7FBB3689DFB9F" box="[875,968,1066,1086]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21F5408FCA7FBB3689DFB9F" bold="true" box="[875,968,1066,1086]" italics="true" pageId="2" pageNumber="3">C. lansium</emphasis>
|
||
</taxonomicName>
|
||
fruit extract. By means of combining literature, analysis of standards, and secondary data, a series of carbazole alkaloids including simple carbazole alkaloids and furancazole alkaloids were identified (
|
||
<tableCitation id="3D086DA3A21F5408FC57FBE768B6FB30" box="[923,995,1151,1170]" captionStart="Table 1" captionStartId="3.[100,150,150,166]" captionTargetPageId="3" captionText="Table 1 Identification of metabolites in Clausena lansium (Lour.) Skeels by MALDI-MS analysis in positive ion mode." httpUri="http://table.plazi.org/id/24F50890A21E5409FFA8FF0E68A2FF63" pageId="2" pageNumber="3" tableUuid="24F50890A21E5409FFA8FF0E68A2FF63">Table 1</tableCitation>
|
||
). The MS/MS spectrum of the
|
||
<emphasis id="42FE840AA21F5408FAC1FBE76E64FB30" bold="true" box="[1293,1329,1151,1170]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
182.09 ion contained an intense ion peak at
|
||
<emphasis id="42FE840AA21F5408FB86FB026F3AFB0F" bold="true" box="[1098,1135,1178,1197]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
167.07, which corresponds to carbazole and the neutral loss of a methyl group (15.02 Da), therefore identifying this as the [M+H]
|
||
<superScript id="87FFF550A21F5408FB81FB566F09FB78" attach="left" box="[1101,1116,1230,1242]" fontSize="6" pageId="2" pageNumber="3">+</superScript>
|
||
ion of 3-methylcarbazole. Ion peaks at
|
||
<emphasis id="42FE840AA21F5408FCFEFB766803FAA3" bold="true" box="[818,854,1262,1281]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
226.08, 252.14, and 264.14 were assigned to protonated murrayanine, heptaphylline, and girinimbine, respectively(
|
||
<figureCitation id="E8B1449DA21F5408FA85FA926EDFFABF" box="[1353,1418,1290,1309]" captionStart="Fig" captionStartId="2.[467,497,1964,1981]" captionTargetBox="[340,1247,1574,1937]" captionTargetId="graphics-621@2.[406,1225,1574,1899]" captionTargetPageId="2" captionText="Fig. 3. MALDI-MS spectrum of C. lansium fruit extract in positive ion mode." figureDoi="http://doi.org/10.5281/zenodo.8257152" httpUri="https://zenodo.org/record/8257152/files/figure.png" pageId="2" pageNumber="3">Fig. S3</figureCitation>
|
||
). The
|
||
<emphasis id="42FE840AA21F5408FCFEFABE6803FA9B" bold="true" box="[818,854,1318,1337]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
280.12 ion was identified as murrastinine B, and the isomers murrayamine A and clauraila B were also found in
|
||
<taxonomicName id="B78A239BA21F5408FB27FADA683EFAD3" authority="(Huang et al., 2017)" baseAuthorityName="Huang" baseAuthorityYear="2017" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21F5408FB27FADA6E1CFAF6" bold="true" box="[1259,1353,1345,1365]" italics="true" pageId="2" pageNumber="3">C. lansium</emphasis>
|
||
(
|
||
<bibRefCitation id="141B25E9A21F5408FA9BFADA6837FAD3" author="Huang, L. & Feng, Z. L. & Wang, Y. T. & Lin, L. G." pageId="2" pageNumber="3" pagination="881 - 888" refId="ref6957" refString="Huang, L., Feng, Z. L., Wang, Y. T., Lin, L. G., 2017. Anticancer carbazole alkaloids and coumarins from Clausena plants: a review. Chin. J. Nat. Med. 15 (12), 881 - 888. https: // doi. org / 10.1016 / S 1875 - 5364 (18) 30003 - 7." type="journal article" year="2017">Huang et al., 2017</bibRefCitation>
|
||
)
|
||
</taxonomicName>
|
||
. The fragmentation of
|
||
<emphasis id="42FE840AA21F5408FB87FAC66F25FAD3" bold="true" box="[1099,1136,1374,1393]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
626.19 and
|
||
<emphasis id="42FE840AA21F5408FB21FAC66E47FAD3" bold="true" box="[1261,1298,1374,1393]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
688.21 produced a characteristic ion peak at
|
||
<emphasis id="42FE840AA21F5408FBEBFAE16F19FA2E" bold="true" box="[1063,1100,1401,1420]" italics="true" pageId="2" pageNumber="3">m/z</emphasis>
|
||
264.14. Therefore, those two ions tentatively identified as alkaloid derivatives with a similar structure to giriminbine. Secondary data and additional structures of alkaloids are presented in the Supplementary materials (
|
||
<figureCitation id="E8B1449DA21F5408FB06FA556E5FFA42" box="[1226,1290,1485,1504]" captionStart="Fig" captionStartId="4.[100,130,1888,1905]" captionTargetBox="[188,1398,1327,1859]" captionTargetId="figure-455@4.[187,1400,1326,1860]" captionTargetPageId="4" captionText="Fig. 5. Distribution of the main coumarins in diverse tissue parts in the plant of C. lansium. All the MSI were acquired in positive ion mode. The number of pixels in x and y axis was 243 × 248 for the fruit, and 100 × 70 for the stem and 65 × 37 for the leaf parts. The distributions are displayed as heat maps, with the color code between black (low) and red (high). Images were exported from the Shimadzu Imaging software. (For interpretation of the references to color in this figure legend, the reader is referred to the Web version of this article.)" figureDoi="http://doi.org/10.5281/zenodo.8257156" httpUri="https://zenodo.org/record/8257156/files/figure.png" pageId="2" pageNumber="3">Fig. S5</figureCitation>
|
||
).
|
||
</paragraph>
|
||
<paragraph id="70355818A21F5409FC9DFA7169EEFA53" blockId="2.[818,1488,872,1533]" lastBlockId="3.[100,770,943,1716]" lastPageId="3" lastPageNumber="4" pageId="2" pageNumber="3">
|
||
<taxonomicName id="B78A239BA21F5408FC9DFA7168F0FA5E" box="[849,933,1513,1532]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="genus">Clausena</taxonomicName>
|
||
plants also contain a series of coumarin derivatives. Coumarins are widely present and distributed in all parts of
|
||
<taxonomicName id="B78A239BA21E5409FD7DFC376BFAFC7D" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="3" pageNumber="4" phylum="Tracheophyta" rank="species" species="rutaceae">
|
||
<emphasis id="42FE840AA21E5409FD7DFC376BFAFC7D" bold="true" italics="true" pageId="3" pageNumber="4">Clausena rutaceae</emphasis>
|
||
</taxonomicName>
|
||
, mainly including simple coumarins, furanocoumarins and monoterpenoid coumarins (
|
||
<bibRefCitation id="141B25E9A21E5409FEA3FC70694CFC59" author="Deng, H. D. & Mei, W. L. & Guo, Z. K. & Liu, S. & Zuo, W. J. & Dong, W. H. & Li, S. P. & Dai, H. F." box="[367,537,999,1019]" pageId="3" pageNumber="4" pagination="955 - 958" refId="ref6474" refString="Deng, H. D., Mei, W. L., Guo, Z. K., Liu, S., Zuo, W. J., Dong, W. H., Li, S. P., Dai, H. F., 2014. Monoterpenoid coumarins from the peels of Clausena lansium. Planta Med. 80 (11), 955 - 958. https: // doi. org / 10.1055 / s- 0034 - 1382839." type="journal article" year="2014">Deng et al., 2014</bibRefCitation>
|
||
;
|
||
<bibRefCitation id="141B25E9A21E5409FDE4FC7F69EAFC59" author="Liu, H. & Li, F. & Li, C. J. & Yang, J. Z. & Li, L. & Chen, N. H. & Zhang, D. M." box="[552,703,999,1019]" pageId="3" pageNumber="4" pagination="141 - 147" refId="ref7192" refString="Liu, H., Li, F., Li, C. J., Yang, J. Z., Li, L., Chen, N. H., Zhang, D. M., 2014. Bioactive furanocoumarins from stems of Clausena lansium. Phytochemistry (Oxf.) 107, 141 - 147. https: // doi. org / 10.1016 / j. phytochem. 2014.08. 002." type="journal article" year="2014">Liu et al., 2014</bibRefCitation>
|
||
). Coumarins produce a characteristic fragment ion at
|
||
<emphasis id="42FE840AA21E5409FDA6FB9B69DAFBB4" bold="true" box="[618,655,1027,1046]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
<quantity id="B772F5FDA21E5409FD52FB9C6854FBB4" box="[670,769,1027,1047]" metricMagnitude="0" metricUnit="m" metricValue="5.156962" pageId="3" pageNumber="4" unit="in" value="203.03">203.03 in</quantity>
|
||
MALDI-MS/MS analysis. Notably in the
|
||
<taxonomicName id="B78A239BA21E5409FE3BFB87690EFB90" box="[503,603,1055,1074]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="3" pageNumber="4" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21E5409FE3BFB87690EFB90" bold="true" box="[503,603,1055,1074]" italics="true" pageId="3" pageNumber="4">C. lansium</emphasis>
|
||
</taxonomicName>
|
||
fruit extract we observed a very strong ion peak at
|
||
<emphasis id="42FE840AA21E5409FE7DFBA36A80FBEC" bold="true" box="[433,469,1083,1102]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
203.03 which was identified as furocoumarin 8-hydroxylpsoralen. The difference in mass-to-charge ratio between precursor ions and furocoumarin peak revealed the difference in substituent groups. The MS/MS spectrum of the
|
||
<emphasis id="42FE840AA21E5409FD59FB1769EFFB00" bold="true" box="[661,698,1167,1186]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
367.11 ion, which corresponded to wampetin, contained intense ions at
|
||
<emphasis id="42FE840AA21E5409FD11FB336857FB1C" bold="true" box="[733,770,1195,1214]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
203.03 and 165.09. Similarly, the MS/MS spectra of the
|
||
<emphasis id="42FE840AA21E5409FDA3FB5E69C1FB7B" bold="true" box="[623,660,1222,1241]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
383.11 and 407.09 also produced characteristic fragment ion at
|
||
<emphasis id="42FE840AA21E5409FD9AFB7A692EFB57" bold="true" box="[598,635,1250,1269]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
203.03, those two ions were identified as the [M+H]
|
||
<superScript id="87FFF550A21E5409FE04FB636A82FAA5" attach="left" box="[456,471,1275,1287]" fontSize="6" pageId="3" pageNumber="4">+</superScript>
|
||
ions of 2
|
||
<superScript id="87FFF550A21E5409FDE4FB636978FAAA" attach="none" box="[552,557,1275,1288]" fontSize="6" pageId="3" pageNumber="4">′</superScript>
|
||
,3
|
||
<superScript id="87FFF550A21E5409FDF3FB636911FAAA" attach="none" box="[575,580,1275,1288]" fontSize="6" pageId="3" pageNumber="4">′</superScript>
|
||
-epoxyindicolactone and [M+K]
|
||
<superScript id="87FFF550A21E5409FF18FA8E6BB6FA80" attach="left" box="[212,227,1302,1314]" fontSize="6" pageId="3" pageNumber="4">+</superScript>
|
||
ions of dihydroindicolactone, respectively. Because the MS/MS spectra of the
|
||
<emphasis id="42FE840AA21E5409FEF4FAAE6A08FAEB" bold="true" box="[312,349,1334,1353]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
771.18 ion contained only an intense ion at
|
||
<emphasis id="42FE840AA21E5409FFA8FACA6BDCFAC7" bold="true" box="[100,137,1362,1381]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
405.07 and its neutral loss was 366.11 Da (
|
||
<figureCitation id="E8B1449DA21E5409FDF6FACA6929FAC7" box="[570,636,1362,1381]" captionStart="Fig" captionStartId="4.[100,130,710,727]" captionTargetBox="[188,1399,150,681]" captionTargetId="figure-346@4.[187,1400,148,683]" captionTargetPageId="4" captionText="Fig. 4. Distribution of the main alkaloids in diverse tissue parts in the plant of C. lansium. All the MSI were acquired in positive ion mode. The number of pixels in x and y axis was 243 × 248 for the fruit, and 100 × 70 for the stem and 65 × 37 for the leaf parts. The distributions are displayed as heat maps, with the color code between black (low) and red (high). Images were exported from the Shimadzu Imaging software. (For interpretation of the references to color in this figure legend, the reader is referred to the Web version of this article.)" figureDoi="http://doi.org/10.5281/zenodo.8257154" httpUri="https://zenodo.org/record/8257154/files/figure.png" pageId="3" pageNumber="4">Fig. S4</figureCitation>
|
||
), the ion was identified as the [M+K]
|
||
<superScript id="87FFF550A21E5409FE89FAF26A01FAD4" attach="left" box="[325,340,1386,1398]" fontSize="6" pageId="3" pageNumber="4">+</superScript>
|
||
ion of coumarin dimer. Dimerized coumarins are relatively rare in plants of the genus
|
||
<taxonomicName id="B78A239BA21E5409FE2AFA126962FA3F" box="[486,567,1418,1437]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="3" pageNumber="4" phylum="Tracheophyta" rank="genus">
|
||
<emphasis id="42FE840AA21E5409FE2AFA126962FA3F" bold="true" box="[486,567,1418,1437]" italics="true" pageId="3" pageNumber="4">Clausena</emphasis>
|
||
</taxonomicName>
|
||
, but, the existence of coumarin dimer has been previously reported in
|
||
<taxonomicName id="B78A239BA21E5409FDF3FA3D6B8CFA77" authority="(Hong et al., 2003)" baseAuthorityName="Hong" baseAuthorityYear="2003" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="3" pageNumber="4" phylum="Tracheophyta" rank="species" species="lenis">
|
||
<emphasis id="42FE840AA21E5409FDF3FA3D69EAFA1A" bold="true" box="[575,703,1445,1464]" italics="true" pageId="3" pageNumber="4">Clausena lenis</emphasis>
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FD03FA3E6B9AFA77" author="Hong, P. H. & Chen, S. T. & Yue, M. S. & Chang, X. C. & Yi, B. Z. & Xiao, J. H." pageId="3" pageNumber="4" pagination="1150 - 1153" refId="ref6877" refString="Hong, P. H., Chen, S. T., Yue, M. S., Chang, X. C., Yi, B. Z., Xiao, J. H., 2003. A novel dimeric coumarin from Clausena lenis. Chin. Chem. Lett. 14 (11), 1150 - 1153. https: // doi. org / 10.1039 / b 207999 m." type="journal article" year="2003">Hong et al., 2003</bibRefCitation>
|
||
)
|
||
</taxonomicName>
|
||
. Presently six different forms of dimerized coumarins have been reported from
|
||
<taxonomicName id="B78A239BA21E5409FEEDFA456ADDFA53" box="[289,392,1501,1521]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="3" pageNumber="4" phylum="Tracheophyta" rank="species" species="excavate">
|
||
<emphasis id="42FE840AA21E5409FEEDFA456ADDFA53" bold="true" box="[289,392,1501,1521]" italics="true" pageId="3" pageNumber="4">C. excavate</emphasis>
|
||
</taxonomicName>
|
||
and
|
||
<taxonomicName id="B78A239BA21E5409FE74FA456AACFA52" box="[440,505,1501,1520]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="3" pageNumber="4" phylum="Tracheophyta" rank="species" species="lenis">
|
||
<emphasis id="42FE840AA21E5409FE74FA456AACFA52" bold="true" box="[440,505,1501,1520]" italics="true" pageId="3" pageNumber="4">C. lenis</emphasis>
|
||
</taxonomicName>
|
||
. (
|
||
<bibRefCitation id="141B25E9A21E5409FDC1FA4669F8FA53" author="Peng, W. W. & Song, W. W. & Tan, N. H." box="[525,685,1501,1521]" pageId="3" pageNumber="4" pagination="1428 - 1438" refId="ref7665" refString="Peng, W. W., Song, W. W., Tan, N. H., 2017. Research progress on coumarins from Clausena and their pharmacological activities. Nat Prod Res Dev 29, 1428 - 1438. https: // doi. org / 10.16333 / j. 1001 - 6880. 2017. 8. 027." type="journal article" year="2017">Peng et al., 2017</bibRefCitation>
|
||
).
|
||
</paragraph>
|
||
<caption id="24F50890A21F5408FE1FF8346F37F81F" ID-DOI="http://doi.org/10.5281/zenodo.8257152" ID-Zenodo-Dep="8257152" box="[467,1122,1964,1981]" httpUri="https://zenodo.org/record/8257152/files/figure.png" pageId="2" pageNumber="3" startId="2.[467,497,1964,1981]" targetBox="[340,1247,1574,1937]" targetPageId="2" targetType="figure">
|
||
<paragraph id="70355818A21F5408FE1FF8346F37F81F" blockId="2.[467,1122,1964,1981]" box="[467,1122,1964,1981]" pageId="2" pageNumber="3">
|
||
<emphasis id="42FE840AA21F5408FE1FF8346959F81F" bold="true" box="[467,524,1964,1981]" pageId="2" pageNumber="3">Fig. 3.</emphasis>
|
||
MALDI-MS spectrum of
|
||
<taxonomicName id="B78A239BA21F5408FD2FF834686CF81F" box="[739,825,1964,1981]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="2" pageNumber="3" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21F5408FD2FF834686CF81F" bold="true" box="[739,825,1964,1981]" italics="true" pageId="2" pageNumber="3">C. lansium</emphasis>
|
||
</taxonomicName>
|
||
fruit extract in positive ion mode.
|
||
</paragraph>
|
||
</caption>
|
||
<caption id="24F50890A21E5409FFA8FF0E68A2FF63" ID-Table-UUID="24F50890A21E5409FFA8FF0E68A2FF63" httpUri="http://table.plazi.org/id/24F50890A21E5409FFA8FF0E68A2FF63" pageId="3" pageNumber="4" startId="3.[100,150,150,166]" targetBox="[116,1471,213,790]" targetIsTable="true" targetPageId="3" targetType="table">
|
||
<paragraph id="70355818A21E5409FFA8FF0E6BF2FF05" blockId="3.[100,1015,150,193]" box="[100,167,150,167]" pageId="3" pageNumber="4">
|
||
<emphasis id="42FE840AA21E5409FFA8FF0E6BF2FF05" bold="true" box="[100,167,150,167]" pageId="3" pageNumber="4">Table 1</emphasis>
|
||
</paragraph>
|
||
<paragraph id="70355818A21E5409FFA8FF2868A2FF63" blockId="3.[100,1015,150,193]" box="[100,1015,175,193]" pageId="3" pageNumber="4">
|
||
Identification of metabolites in
|
||
<taxonomicName id="B78A239BA21E5409FEBCFF376922FF63" authority="(Lour.) Skeels" authorityName="Skeels" baseAuthorityName="Lour." box="[368,631,175,193]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="3" pageNumber="4" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21E5409FEBCFF376AA8FF62" bold="true" box="[368,509,175,192]" italics="true" pageId="3" pageNumber="4">Clausena lansium</emphasis>
|
||
(Lour.) Skeels
|
||
</taxonomicName>
|
||
by MALDI-MS analysis in positive ion mode.
|
||
</paragraph>
|
||
</caption>
|
||
<paragraph id="70355818A21E5409FFB8FF4D68F4FCB6" pageId="3" pageNumber="4">
|
||
<table id="028AAAB8A21EABF5FFB8FF4D6EEAFCB4" box="[116,1471,213,790]" gridcols="5" gridrows="25" pageId="3" pageNumber="4">
|
||
<tr id="CEBA5A5AA21EABF5FFB8FF4D6EEAFF41" box="[116,1471,213,227]" gridrow="0" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FF4D6AB4FF41" box="[116,481,213,227]" gridcol="0" gridrow="0" pageId="3" pageNumber="4">Compound name</th>
|
||
<th id="8D6B3326A21EABF5FDEAFF4D6989FF41" box="[550,732,213,227]" gridcol="1" gridrow="0" pageId="3" pageNumber="4">Ion formula</th>
|
||
<th id="8D6B3326A21EABF5FCD3FF4D6801FF41" box="[799,852,213,227]" gridcol="2" gridrow="0" pageId="3" pageNumber="4">
|
||
<emphasis id="42FE840AA21E5409FCD3FF4D6869FF41" bold="true" box="[799,828,213,227]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
</th>
|
||
<th id="8D6B3326A21EABF5FC54FF4D6F92FF41" box="[920,1223,213,227]" gridcol="3" gridrow="0" pageId="3" pageNumber="4">Fragment ion</th>
|
||
<th id="8D6B3326A21EABF5FAC0FF4D6EEAFF41" box="[1292,1471,213,227]" gridcol="4" gridrow="0" pageId="3" pageNumber="4">Ref.</th>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FF606EEAFEA4" box="[116,1471,248,262]" gridrow="1" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FF606EEAFEA4" box="[116,1471,248,262]" colspan="5" colspanRight="4" gridcol="0" gridrow="1" pageId="3" pageNumber="4">
|
||
<emphasis id="42FE840AA21E5409FFB8FF606B95FEA4" bold="true" box="[116,192,248,262]" pageId="3" pageNumber="4">Alkaloids</emphasis>
|
||
</th>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FE936EEAFEBD" box="[116,1471,267,287]" gridrow="2" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FE936AB4FEBD" box="[116,481,267,287]" gridcol="0" gridrow="2" pageId="3" pageNumber="4">DL-Stachydrine a</th>
|
||
<td id="8D6B3326A21EABF5FDEAFE936989FEBD" box="[550,732,267,287]" gridcol="1" gridrow="2" pageId="3" pageNumber="4">[C H NO +K]+ 7 13 2</td>
|
||
<td id="8D6B3326A21EABF5FCD3FE936801FEBD" box="[799,852,267,287]" gridcol="2" gridrow="2" pageId="3" pageNumber="4">182.06</td>
|
||
<td id="8D6B3326A21EABF5FC54FE936F92FEBD" box="[920,1223,267,287]" gridcol="3" gridrow="2" pageId="3" pageNumber="4">100.11</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FEBB6EEAFE94" box="[116,1471,291,310]" gridrow="3" pageId="3" pageNumber="4" rowspan-0="1" rowspan-4="1">
|
||
<td id="8D6B3326A21EABF5FDEAFEBB6989FE94" box="[550,732,291,310]" gridcol="1" gridrow="3" pageId="3" pageNumber="4">[C H N O –CO +H]+ 14 26 2 4 2</td>
|
||
<td id="8D6B3326A21EABF5FCD3FEBB6801FE94" box="[799,852,291,310]" gridcol="2" gridrow="3" pageId="3" pageNumber="4">243.21</td>
|
||
<td id="8D6B3326A21EABF5FC54FEBB6F92FE94" box="[920,1223,291,310]" gridcol="3" gridrow="3" pageId="3" pageNumber="4">100.11, 144.10</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FEA26EEAFEEF" box="[116,1471,314,333]" gridrow="4" pageId="3" pageNumber="4" rowspan-0="1" rowspan-4="1">
|
||
<td id="8D6B3326A21EABF5FDEAFEA26989FEEF" box="[550,732,314,333]" gridcol="1" gridrow="4" pageId="3" pageNumber="4">[C H N O +K]+ 14 26 2 4</td>
|
||
<td id="8D6B3326A21EABF5FCD3FEA26801FEEF" box="[799,852,314,333]" gridcol="2" gridrow="4" pageId="3" pageNumber="4">325.15</td>
|
||
<td id="8D6B3326A21EABF5FC54FEA26F92FEEF" box="[920,1223,314,333]" gridcol="3" gridrow="4" pageId="3" pageNumber="4">182.06, 144.10, 100.11</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FED76EEAFEC6" box="[116,1471,335,356]" gridrow="5" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FED76AB4FEC6" box="[116,481,335,356]" gridcol="0" gridrow="5" pageId="3" pageNumber="4">3-Methylcarbazole b</th>
|
||
<td id="8D6B3326A21EABF5FDEAFED76989FEC6" box="[550,732,335,356]" gridcol="1" gridrow="5" pageId="3" pageNumber="4">[C H N H]+ 13 11 +</td>
|
||
<td id="8D6B3326A21EABF5FCD3FED76801FEC6" box="[799,852,335,356]" gridcol="2" gridrow="5" pageId="3" pageNumber="4">182.10</td>
|
||
<td id="8D6B3326A21EABF5FC54FED76F92FEC6" box="[920,1223,335,356]" gridcol="3" gridrow="5" pageId="3" pageNumber="4">95.05, 167.07, 116.97, 105.05</td>
|
||
<td id="8D6B3326A21EABF5FAC0FED76EEAFEC6" box="[1292,1471,335,356]" gridcol="4" gridrow="5" pageId="3" pageNumber="4">
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FADEFECB6ED3FEC3" author="Cui, C. B. & Yan, S. Y. & Cai, B. & Yao, X. S." box="[1298,1414,339,353]" pageId="3" pageNumber="4" pagination="233 - 241" refId="ref6402" refString="Cui, C. B., Yan, S. Y., Cai, B., Yao, X. S., 2002. Carbazole alkaloids as new cell cycle inhibitor and apoptosis inducers from Clausena dunniana Levl. J. Asian Nat. Prod. Res. 4 (4), 233 - 241. https: // doi. org / 10.1080 / 1028602021000049041." type="journal article" year="2002">Cui et al., 2002</bibRefCitation>
|
||
)
|
||
</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FEFE6EEAFED8" box="[116,1471,358,378]" gridrow="6" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FEFE6AB4FED8" box="[116,481,358,378]" gridcol="0" gridrow="6" pageId="3" pageNumber="4">Murrayanine b</th>
|
||
<td id="8D6B3326A21EABF5FDEAFEFE6989FED8" box="[550,732,358,378]" gridcol="1" gridrow="6" pageId="3" pageNumber="4">[C H NO H]+ 14 11 2+</td>
|
||
<td id="8D6B3326A21EABF5FCD3FEFE6801FED8" box="[799,852,358,378]" gridcol="2" gridrow="6" pageId="3" pageNumber="4">226.09</td>
|
||
<td id="8D6B3326A21EABF5FC54FEFE6F92FED8" box="[920,1223,358,378]" gridcol="3" gridrow="6" pageId="3" pageNumber="4">198.09,183.07,167.07,155.07</td>
|
||
<td id="8D6B3326A21EABF5FAC0FEFE6EEAFED8" box="[1292,1471,358,378]" gridcol="4" gridrow="6" pageId="3" pageNumber="4">
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FADEFEF26EF3FEDA" author="Sripisut, T. & Cheenpracha, S. & Ritthiwigrom, T. & Prawat, U. & Laphookhieo, S." box="[1298,1446,362,376]" pageId="3" pageNumber="4" pagination="386 - 389" refId="ref8265" refString="Sripisut, T., Cheenpracha, S., Ritthiwigrom, T., Prawat, U., Laphookhieo, S., 2012. Chemical constituents from the roots of Clausena excavata and their cytotoxicity. Record Nat. Prod. 6 (4), 386 - 389. https: // doi. org / 10.1017 / S 0009838800028895." type="journal article" year="2012">Sripisut et al., 2012</bibRefCitation>
|
||
)
|
||
</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FEE56EEAFE33" box="[116,1471,381,401]" gridrow="7" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FEE56AB4FE33" box="[116,481,381,401]" gridcol="0" gridrow="7" pageId="3" pageNumber="4">Heptaphylline b</th>
|
||
<td id="8D6B3326A21EABF5FDEAFEE56989FE33" box="[550,732,381,401]" gridcol="1" gridrow="7" pageId="3" pageNumber="4">[C H NO H]+ 17 17 +</td>
|
||
<td id="8D6B3326A21EABF5FCD3FEE56801FE33" box="[799,852,381,401]" gridcol="2" gridrow="7" pageId="3" pageNumber="4">252.14</td>
|
||
<td id="8D6B3326A21EABF5FC54FEE56F92FE33" box="[920,1223,381,401]" gridcol="3" gridrow="7" pageId="3" pageNumber="4">234.13, 133.09, 91.05</td>
|
||
<td id="8D6B3326A21EABF5FAC0FEE56EEAFE33" box="[1292,1471,381,401]" gridcol="4" gridrow="7" pageId="3" pageNumber="4">
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FADEFE196EECFE2D" author="Songsiang, U. & Thongthoom, T. & Boonyarat, C. & Yenjai, C." box="[1298,1465,385,399]" pageId="3" pageNumber="4" pagination="208 - 212" refId="ref8202" refString="Songsiang, U., Thongthoom, T., Boonyarat, C., Yenjai, C., 2011. Claurailas A D, cytotoxic carbazole alkaloids from the roots ofClausena harmandiana. J. Nat. Prod. 74 (2), 208 - 212. https: // doi. org / 10.1021 / np 100654 m." type="journal article" year="2011">Songsiang et al., 2011</bibRefCitation>
|
||
)
|
||
</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FE0C6EEAFE0A" box="[116,1471,404,424]" gridrow="8" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FE0C6AB4FE0A" box="[116,481,404,424]" gridcol="0" gridrow="8" pageId="3" pageNumber="4">5-methyl-2-vinyl-3,11-dihydropyrano carbazole c</th>
|
||
<td id="8D6B3326A21EABF5FDEAFE0C6989FE0A" box="[550,732,404,424]" gridcol="1" gridrow="8" pageId="3" pageNumber="4">[C H NO H]+ 18 15 +</td>
|
||
<td id="8D6B3326A21EABF5FCD3FE0C6801FE0A" box="[799,852,404,424]" gridcol="2" gridrow="8" pageId="3" pageNumber="4">262.12</td>
|
||
<td id="8D6B3326A21EABF5FC54FE0C6F92FE0A" box="[920,1223,404,424]" gridcol="3" gridrow="8" pageId="3" pageNumber="4">205.10, 234.13, 91.05</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FE336EEAFE1D" box="[116,1471,427,447]" gridrow="9" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FE336AB4FE1D" box="[116,481,427,447]" gridcol="0" gridrow="9" pageId="3" pageNumber="4">Girinimbine a</th>
|
||
<td id="8D6B3326A21EABF5FDEAFE336989FE1D" box="[550,732,427,447]" gridcol="1" gridrow="9" pageId="3" pageNumber="4">[C H NO + H]+ 18 17</td>
|
||
<td id="8D6B3326A21EABF5FCD3FE336801FE1D" box="[799,852,427,447]" gridcol="2" gridrow="9" pageId="3" pageNumber="4">264.14</td>
|
||
<td id="8D6B3326A21EABF5FC54FE336F92FE1D" box="[920,1223,427,447]" gridcol="3" gridrow="9" pageId="3" pageNumber="4">131.05, 103.05, 205.10,</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FE596EEAFE74" box="[116,1471,449,470]" gridrow="10" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FE596AB4FE74" box="[116,481,449,470]" gridcol="0" gridrow="10" pageId="3" pageNumber="4">Murrastinine b</th>
|
||
<td id="8D6B3326A21EABF5FDEAFE596989FE74" box="[550,732,449,470]" gridcol="1" gridrow="10" pageId="3" pageNumber="4">[C H NO +H]+ 18 17 2</td>
|
||
<td id="8D6B3326A21EABF5FCD3FE596801FE74" box="[799,852,449,470]" gridcol="2" gridrow="10" pageId="3" pageNumber="4">280.13</td>
|
||
<td id="8D6B3326A21EABF5FC54FE596F92FE74" box="[920,1223,449,470]" gridcol="3" gridrow="10" pageId="3" pageNumber="4">174.09, 205.10, 262.12</td>
|
||
<td id="8D6B3326A21EABF5FAC0FE596EEAFE74" box="[1292,1471,449,470]" gridcol="4" gridrow="10" pageId="3" pageNumber="4">
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FADEFE5D6ED0FE71" author="Liu, P. Y. & Guo, J. M. & Liu, Y. Y. & Hu, S. & Yan, G. & Qiang, L. & Fu, Y. H." box="[1298,1413,453,468]" pageId="3" pageNumber="4" pagination="5764 - 5771" refId="ref7369" refString="Liu, P. Y., Guo, J. M., Liu, Y. Y., Hu, S., Yan, G., Qiang, L., Fu, Y. H., 2019. Carbazole alkaloids with potential neuroprotective activities from the fruits of Clausena lansium. J. Agric. Food Chem. 67 (20), 5764 - 5771. https: // doi. org / 10.1021 / acs. jafc. 9 b 00961." type="journal article" year="2019">Liu et al., 2019</bibRefCitation>
|
||
)
|
||
</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FE426EEAFE4F" box="[116,1471,474,493]" gridrow="11" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FE426AB4FE4F" box="[116,481,474,493]" gridcol="0" gridrow="11" pageId="3" pageNumber="4">Unknown</th>
|
||
<td id="8D6B3326A21EABF5FDEAFE426989FE4F" box="[550,732,474,493]" gridcol="1" gridrow="11" pageId="3" pageNumber="4">[C H NO +K]+ 30 37 11</td>
|
||
<td id="8D6B3326A21EABF5FCD3FE426801FE4F" box="[799,852,474,493]" gridcol="2" gridrow="11" pageId="3" pageNumber="4">626.20</td>
|
||
<td id="8D6B3326A21EABF5FC54FE426F92FE4F" box="[920,1223,474,493]" gridcol="3" gridrow="11" pageId="3" pageNumber="4">103.05, 131.05, 264.14, 500.16, 524.16</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FE686EEAFDA6" box="[116,1471,496,516]" gridrow="12" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FE686AB4FDA6" box="[116,481,496,516]" gridcol="0" gridrow="12" pageId="3" pageNumber="4">Unknown</th>
|
||
<td id="8D6B3326A21EABF5FDEAFE686989FDA6" box="[550,732,496,516]" gridcol="1" gridrow="12" pageId="3" pageNumber="4">[C H NO K]+ 28 40 15+</td>
|
||
<td id="8D6B3326A21EABF5FCD3FE686801FDA6" box="[799,852,496,516]" gridcol="2" gridrow="12" pageId="3" pageNumber="4">668.19</td>
|
||
<td id="8D6B3326A21EABF5FC54FE686F92FDA6" box="[920,1223,496,516]" gridcol="3" gridrow="12" pageId="3" pageNumber="4">103.05, 131.05, 264.14, 282.15</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FD926EEAFDBA" box="[116,1471,522,536]" gridrow="13" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FD926EEAFDBA" box="[116,1471,522,536]" colspan="5" colspanRight="4" gridcol="0" gridrow="13" pageId="3" pageNumber="4">Coumarin</th>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FD866EEAFD93" box="[116,1471,542,561]" gridrow="14" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FD866AB4FD93" box="[116,481,542,561]" gridcol="0" gridrow="14" pageId="3" pageNumber="4">8-Hydroxylpsoralen</th>
|
||
<td id="8D6B3326A21EABF5FDEAFD866989FD93" box="[550,732,542,561]" gridcol="1" gridrow="14" pageId="3" pageNumber="4">[C H O H]+ 11 6 4+</td>
|
||
<td id="8D6B3326A21EABF5FCD3FD866801FD93" box="[799,852,542,561]" gridcol="2" gridrow="14" pageId="3" pageNumber="4">203.03</td>
|
||
<td id="8D6B3326A21EABF5FC54FD866F92FD93" box="[920,1223,542,561]" gridcol="3" gridrow="14" pageId="3" pageNumber="4">147.04,175.04, 131.05</td>
|
||
<td id="8D6B3326A21EABF5FAC0FD866EEAFD93" box="[1292,1471,542,561]" gridcol="4" gridrow="14" pageId="3" pageNumber="4">
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FADEFDB96ECBFD8D" author="Huang, L. & Feng, Z. L. & Wang, Y. T. & Lin, L. G." box="[1298,1438,545,559]" pageId="3" pageNumber="4" pagination="881 - 888" refId="ref6957" refString="Huang, L., Feng, Z. L., Wang, Y. T., Lin, L. G., 2017. Anticancer carbazole alkaloids and coumarins from Clausena plants: a review. Chin. J. Nat. Med. 15 (12), 881 - 888. https: // doi. org / 10.1016 / S 1875 - 5364 (18) 30003 - 7." type="journal article" year="2017">Huang et al., 2017</bibRefCitation>
|
||
)
|
||
</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FDAC6EEAFDEA" box="[116,1471,564,584]" gridrow="15" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FDAC6AB4FDEA" box="[116,481,564,584]" gridcol="0" gridrow="15" pageId="3" pageNumber="4">Wampetin b</th>
|
||
<td id="8D6B3326A21EABF5FDEAFDAC6989FDEA" box="[550,732,564,584]" gridcol="1" gridrow="15" pageId="3" pageNumber="4">[C H O H]+ 21 18 6+</td>
|
||
<td id="8D6B3326A21EABF5FCD3FDAC6801FDEA" box="[799,852,564,584]" gridcol="2" gridrow="15" pageId="3" pageNumber="4">367.12</td>
|
||
<td id="8D6B3326A21EABF5FC54FDAC6F92FDEA" box="[920,1223,564,584]" gridcol="3" gridrow="15" pageId="3" pageNumber="4">203.03, 147.04, 131.05, 165.09</td>
|
||
<td id="8D6B3326A21EABF5FAC0FDAC6EEAFDEA" box="[1292,1471,564,584]" gridcol="4" gridrow="15" pageId="3" pageNumber="4">
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FADEFDA06ED0FDE4" author="Liu, H. & Li, F. & Li, C. J. & Yang, J. Z. & Li, L. & Chen, N. H. & Zhang, D. M." box="[1298,1413,568,582]" pageId="3" pageNumber="4" pagination="141 - 147" refId="ref7192" refString="Liu, H., Li, F., Li, C. J., Yang, J. Z., Li, L., Chen, N. H., Zhang, D. M., 2014. Bioactive furanocoumarins from stems of Clausena lansium. Phytochemistry (Oxf.) 107, 141 - 147. https: // doi. org / 10.1016 / j. phytochem. 2014.08. 002." type="journal article" year="2014">Liu et al., 2014</bibRefCitation>
|
||
)
|
||
</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FDD36EEAFDFD" box="[116,1471,587,607]" gridrow="16" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FDD36AB4FDFD" box="[116,481,587,607]" gridcol="0" gridrow="16" pageId="3" pageNumber="4">2′,3′-Epoxyindicolactone b</th>
|
||
<td id="8D6B3326A21EABF5FDEAFDD36989FDFD" box="[550,732,587,607]" gridcol="1" gridrow="16" pageId="3" pageNumber="4">[C H O +H]+ 21 18 7</td>
|
||
<td id="8D6B3326A21EABF5FCD3FDD36801FDFD" box="[799,852,587,607]" gridcol="2" gridrow="16" pageId="3" pageNumber="4">383.11</td>
|
||
<td id="8D6B3326A21EABF5FC54FDD36F92FDFD" box="[920,1223,587,607]" gridcol="3" gridrow="16" pageId="3" pageNumber="4">203.03, 163.08, 181.09</td>
|
||
<td id="8D6B3326A21EABF5FAC0FDD36EEAFDFD" box="[1292,1471,587,607]" gridcol="4" gridrow="16" pageId="3" pageNumber="4">
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FADDFDD66EF8FDFF" author="Lakshmi, V. & Prakash, D. & Raj, K. & Kapil, R. S. & Popli, S. P." box="[1297,1453,590,605]" pageId="3" pageNumber="4" pagination="2629 - 2631" refId="ref7034" refString="Lakshmi, V., Prakash, D., Raj, K., Kapil, R. S., Popli, S. P., 1984. Monoterpenoid furanocoumarin lactones from Clausena anisata. Phytochemistry 23 (11), 2629 - 2631. https: // doi. org / 10.1016 / S 0031 - 9422 (00) 84114 - X." type="journal article" year="1984">Lakshmi et al., 1984</bibRefCitation>
|
||
)
|
||
</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FDF96EEAFDD4" box="[116,1471,609,630]" gridrow="17" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FDF96AB4FDD4" box="[116,481,609,630]" gridcol="0" gridrow="17" pageId="3" pageNumber="4">Anisolactone b</th>
|
||
<td id="8D6B3326A21EABF5FDEAFDF96989FDD4" box="[550,732,609,630]" gridcol="1" gridrow="17" pageId="3" pageNumber="4">[C H O +K]+ 21 18 6</td>
|
||
<td id="8D6B3326A21EABF5FCD3FDF96801FDD4" box="[799,852,609,630]" gridcol="2" gridrow="17" pageId="3" pageNumber="4">405.07</td>
|
||
<td id="8D6B3326A21EABF5FC54FDF96F92FDD4" box="[920,1223,609,630]" gridcol="3" gridrow="17" pageId="3" pageNumber="4">–</td>
|
||
<td id="8D6B3326A21EABF5FAC0FDF96EEAFDD4" box="[1292,1471,609,630]" gridcol="4" gridrow="17" pageId="3" pageNumber="4">
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FADEFDFD6ED0FDD1" author="Liu, H. & Li, F. & Li, C. J. & Yang, J. Z. & Li, L. & Chen, N. H. & Zhang, D. M." box="[1298,1413,613,628]" pageId="3" pageNumber="4" pagination="141 - 147" refId="ref7192" refString="Liu, H., Li, F., Li, C. J., Yang, J. Z., Li, L., Chen, N. H., Zhang, D. M., 2014. Bioactive furanocoumarins from stems of Clausena lansium. Phytochemistry (Oxf.) 107, 141 - 147. https: // doi. org / 10.1016 / j. phytochem. 2014.08. 002." type="journal article" year="2014">Liu et al., 2014</bibRefCitation>
|
||
)
|
||
</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FDE06EEAFD2F" box="[116,1471,632,653]" gridrow="18" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FDE06AB4FD2F" box="[116,481,632,653]" gridcol="0" gridrow="18" pageId="3" pageNumber="4">Dihydroindicolactone b</th>
|
||
<td id="8D6B3326A21EABF5FDEAFDE06989FD2F" box="[550,732,632,653]" gridcol="1" gridrow="18" pageId="3" pageNumber="4">[C H O K]+ 21 20 6+</td>
|
||
<td id="8D6B3326A21EABF5FCD3FDE06801FD2F" box="[799,852,632,653]" gridcol="2" gridrow="18" pageId="3" pageNumber="4">407.09</td>
|
||
<td id="8D6B3326A21EABF5FC54FDE06F92FD2F" box="[920,1223,632,653]" gridcol="3" gridrow="18" pageId="3" pageNumber="4">203.03, 147.04, 167.11, 369.13</td>
|
||
<td id="8D6B3326A21EABF5FAC0FDE06EEAFD2F" box="[1292,1471,632,653]" gridcol="4" gridrow="18" pageId="3" pageNumber="4">
|
||
(
|
||
<bibRefCitation id="141B25E9A21E5409FADEFDE46ED0FD28" author="Liu, H. & Li, F. & Li, C. J. & Yang, J. Z. & Li, L. & Chen, N. H. & Zhang, D. M." box="[1298,1413,636,650]" pageId="3" pageNumber="4" pagination="141 - 147" refId="ref7192" refString="Liu, H., Li, F., Li, C. J., Yang, J. Z., Li, L., Chen, N. H., Zhang, D. M., 2014. Bioactive furanocoumarins from stems of Clausena lansium. Phytochemistry (Oxf.) 107, 141 - 147. https: // doi. org / 10.1016 / j. phytochem. 2014.08. 002." type="journal article" year="2014">Liu et al., 2014</bibRefCitation>
|
||
)
|
||
</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FD176EEAFD06" box="[116,1471,655,676]" gridrow="19" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FD176AB4FD06" box="[116,481,655,676]" gridcol="0" gridrow="19" pageId="3" pageNumber="4">Wampetin dimer c</th>
|
||
<td id="8D6B3326A21EABF5FDEAFD176989FD06" box="[550,732,655,676]" gridcol="1" gridrow="19" pageId="3" pageNumber="4">[C H O K]+ 42 36 12 +</td>
|
||
<td id="8D6B3326A21EABF5FCD3FD176801FD06" box="[799,852,655,676]" gridcol="2" gridrow="19" pageId="3" pageNumber="4">771.18</td>
|
||
<td id="8D6B3326A21EABF5FC54FD176F92FD06" box="[920,1223,655,676]" gridcol="3" gridrow="19" pageId="3" pageNumber="4">405.07</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FD326EEAFD1A" box="[116,1471,682,696]" gridrow="20" pageId="3" pageNumber="4">
|
||
<th id="8D6B3326A21EABF5FFB8FD326EEAFD1A" box="[116,1471,682,696]" colspan="5" colspanRight="4" gridcol="0" gridrow="20" pageId="3" pageNumber="4">Other metabolites</th>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FD266EEAFD73" box="[116,1471,702,721]" gridrow="21" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FD266AB4FD73" box="[116,481,702,721]" gridcol="0" gridrow="21" pageId="3" pageNumber="4">Sucrose</th>
|
||
<td id="8D6B3326A21EABF5FDEAFD266989FD73" box="[550,732,702,721]" gridcol="1" gridrow="21" pageId="3" pageNumber="4">[C H O K]+ 12 22 11+</td>
|
||
<td id="8D6B3326A21EABF5FCD3FD266801FD73" box="[799,852,702,721]" gridcol="2" gridrow="21" pageId="3" pageNumber="4">381.08</td>
|
||
<td id="8D6B3326A21EABF5FC54FD266F92FD73" box="[920,1223,702,721]" gridcol="3" gridrow="21" pageId="3" pageNumber="4">219.03, 201.02</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FD4D6EEAFD4A" box="[116,1471,725,744]" gridrow="22" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FD4D6AB4FD4A" box="[116,481,725,744]" gridcol="0" gridrow="22" pageId="3" pageNumber="4">Hexose</th>
|
||
<td id="8D6B3326A21EABF5FDEAFD4D6989FD4A" box="[550,732,725,744]" gridcol="1" gridrow="22" pageId="3" pageNumber="4">[C H O +K]+ 6 12 6</td>
|
||
<td id="8D6B3326A21EABF5FCD3FD4D6801FD4A" box="[799,852,725,744]" gridcol="2" gridrow="22" pageId="3" pageNumber="4">219.03</td>
|
||
<td id="8D6B3326A21EABF5FC54FD4D6F92FD4A" box="[920,1223,725,744]" gridcol="3" gridrow="22" pageId="3" pageNumber="4">–</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FD746EEAFD5D" box="[116,1471,748,767]" gridrow="23" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FD746AB4FD5D" box="[116,481,748,767]" gridcol="0" gridrow="23" pageId="3" pageNumber="4">Citric acid</th>
|
||
<td id="8D6B3326A21EABF5FDEAFD746989FD5D" box="[550,732,748,767]" gridcol="1" gridrow="23" pageId="3" pageNumber="4">[C H O +K]+ 6 8 7</td>
|
||
<td id="8D6B3326A21EABF5FCD3FD746801FD5D" box="[799,852,748,767]" gridcol="2" gridrow="23" pageId="3" pageNumber="4">231.00</td>
|
||
<td id="8D6B3326A21EABF5FC54FD746F92FD5D" box="[920,1223,748,767]" gridcol="3" gridrow="23" pageId="3" pageNumber="4">–</td>
|
||
</tr>
|
||
<tr id="CEBA5A5AA21EABF5FFB8FC9B6EEAFCB4" box="[116,1471,771,790]" gridrow="24" pageId="3" pageNumber="4" rowspan-4="1">
|
||
<th id="8D6B3326A21EABF5FFB8FC9B6AB4FCB4" box="[116,481,771,790]" gridcol="0" gridrow="24" pageId="3" pageNumber="4">4-Methylmethamphetamine</th>
|
||
<td id="8D6B3326A21EABF5FDEAFC9B6989FCB4" box="[550,732,771,790]" gridcol="1" gridrow="24" pageId="3" pageNumber="4">[C H N + H]+ 11 17</td>
|
||
<td id="8D6B3326A21EABF5FCD3FC9B6801FCB4" box="[799,852,771,790]" gridcol="2" gridrow="24" pageId="3" pageNumber="4">164.14</td>
|
||
<td id="8D6B3326A21EABF5FC54FC9B6F92FCB4" box="[920,1223,771,790]" gridcol="3" gridrow="24" pageId="3" pageNumber="4">–</td>
|
||
</tr>
|
||
</table>
|
||
</paragraph>
|
||
<tableNote id="8D6C5996A21E5409FFBFFCBD6BBDFC25" pageId="3" pageNumber="4" targetBox="[116,1471,213,790]" targetPageId="3">
|
||
<paragraph id="70355818A21E5409FFBFFCBD6AF3FC98" blockId="3.[100,1487,805,903]" box="[115,422,805,826]" pageId="3" pageNumber="4">
|
||
<superScript id="87FFF550A21E5409FFBFFCBD6B2FFC93" attach="left" box="[115,122,805,817]" fontSize="5" pageId="3" pageNumber="4">a</superScript>
|
||
Confirmed by standard substance.
|
||
</paragraph>
|
||
<paragraph id="70355818A21E5409FFBFFCA66A06FCCF" blockId="3.[100,1487,805,903]" pageId="3" pageNumber="4">
|
||
<superScript id="87FFF550A21E5409FFBFFCA66B2EFCE8" attach="right" box="[115,123,830,842]" fontSize="5" pageId="3" pageNumber="4">b</superScript>
|
||
The mass fragments used to infer the chemical identities of the various compounds are based on published literature provided for each of the alkaloids in the supplementary information.
|
||
</paragraph>
|
||
<paragraph id="70355818A21E5409FFBFFCE96BBDFC25" blockId="3.[100,1487,805,903]" box="[115,232,881,903]" pageId="3" pageNumber="4">
|
||
<superScript id="87FFF550A21E5409FFBFFCE96B2FFCDF" attach="left" box="[115,122,881,893]" fontSize="5" pageId="3" pageNumber="4">c</superScript>
|
||
Hypothesis.
|
||
</paragraph>
|
||
</tableNote>
|
||
<paragraph id="70355818A21E5409FF48FA62690EF916" blockId="3.[100,770,943,1716]" pageId="3" pageNumber="4">
|
||
Data from previous studies indicate the main saccharides in
|
||
<taxonomicName id="B78A239BA21E5409FFA8F98D6B97F98A" box="[100,194,1557,1576]" class="Magnoliopsida" family="Rutaceae" genus="Clausena" kingdom="Plantae" order="Sapindales" pageId="3" pageNumber="4" phylum="Tracheophyta" rank="species" species="lansium">
|
||
<emphasis id="42FE840AA21E5409FFA8F98D6B97F98A" bold="true" box="[100,194,1557,1576]" italics="true" pageId="3" pageNumber="4">C. lansium</emphasis>
|
||
</taxonomicName>
|
||
are glucose, fructose and sucrose while the main organic acid compounds are citric and malic acid. In MALDI-MS, these substances usually exist in the form of sodium or potassium salts. In this study, the [M+K]
|
||
<superScript id="87FFF550A21E5409FF6BF9FD6BE3F9D3" attach="left" box="[167,182,1637,1649]" fontSize="6" pageId="3" pageNumber="4">+</superScript>
|
||
ions of hexoses (glucose and fructose), sucrose and citric acid were detected at
|
||
<emphasis id="42FE840AA21E5409FEC1F91D6A67F93A" bold="true" box="[269,306,1669,1688]" italics="true" pageId="3" pageNumber="4">m/z</emphasis>
|
||
219.03, 381.08 and 230.94, respectively, while ions corresponding to malic acids were not observed.
|
||
</paragraph>
|
||
</subSubSection>
|
||
</treatment>
|
||
</document> |