155 lines
14 KiB
XML
155 lines
14 KiB
XML
<document id="543C83B05078167CDB4DFDD0B517F35A" ID-CLB-Dataset="55306" ID-DOI="10.1016/j.phytochem.2021.112731" ID-GBIF-Dataset="0f29a77d-2986-45b7-a03e-f0b404404340" ID-ISSN="1873-3700" ID-Zenodo-Dep="8258584" IM.bibliography_approvedBy="felipe" IM.illustrations_approvedBy="diego" IM.materialsCitations_approvedBy="diego" IM.metadata_approvedBy="felipe" IM.tables_approvedBy="diego" IM.taxonomicNames_approvedBy="diego" IM.treatments_approvedBy="diego" checkinTime="1692306341694" checkinUser="felipe" docAuthor="Wang, Ying, Liu, Yan-Chun, Li, Wen-Yuan, Guo, Kai, Liu, Yan & Li, Sheng-Hong" docDate="2021" docId="D42E725C2520FD2BBA5FF9E6FAB4FB79" docLanguage="en" docName="Phytochemistry.186.112731.pdf" docOrigin="Phytochemistry (112731) 186" docSource="http://dx.doi.org/10.1016/j.phytochem.2021.112731" docStyle="DocumentStyle:F36D69FC8B198FBE91029DF9C24697D3.5:Phytochemistry.2020-.journal_article" docStyleId="F36D69FC8B198FBE91029DF9C24697D3" docStyleName="Phytochemistry.2020-.journal_article" docStyleVersion="5" docTitle="Ajuga forrestii Diels" docType="treatment" docVersion="5" lastPageNumber="6" masterDocId="28170A242525FD2EBA3BFD52FF92FFA4" masterDocTitle="Antifeedant, cytotoxic, and anti-inflammatory neo-clerodane diterpenoids in the peltate glandular trichomes and fresh leaves of Ajuga forrestii" masterLastPageNumber="9" masterPageNumber="1" pageNumber="6" updateTime="1692616320726" updateUser="ExternalLinkService">
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<mods:titleInfo id="A38B54BFC9B963C53D3B0FC186437216">
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<mods:title id="A86E0241912E8A555D4443DFD8092695">Antifeedant, cytotoxic, and anti-inflammatory neo-clerodane diterpenoids in the peltate glandular trichomes and fresh leaves of Ajuga forrestii</mods:title>
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<mods:namePart id="AACD44107540B0452E17AF9D82B1E471">Wang, Ying</mods:namePart>
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<mods:affiliation id="9240921F4D74077CA74E849EBE46FE33">** & * & State Key Laboratory of Phytochemistry and Plant Resources in West China, and Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming Institute of Botany, & University of Chinese Academy of Sciences, Beijing, 100049, PR China</mods:affiliation>
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<mods:namePart id="567CEA273B12D225F54A7E1EB6BA9983">Liu, Yan-Chun</mods:namePart>
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<mods:namePart id="84A233185BF40D34F5D9767C4017079E">Li, Wen-Yuan</mods:namePart>
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<mods:namePart id="319306E06463DD90BA1FE9CBCB84AF48">Guo, Kai</mods:namePart>
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<mods:namePart id="625F9DC9CFDF8830C27DA5EB518EDECF">Liu, Yan</mods:namePart>
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<mods:namePart id="A0313887036354389FA18B2C168775CE">Li, Sheng-Hong</mods:namePart>
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<mods:title id="6D49573FB8A8820F849FE9FE47E6F3E0">Phytochemistry</mods:title>
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<mods:part id="365545248E06982B8D5B396C76D83B82">
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<mods:date id="32376D184A55284E31CCDC1055713769">2021</mods:date>
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<mods:title id="1AE93D923265D77D49FBFD96F2AD6C5A">112731</mods:title>
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<mods:number id="6484BB1958C370B946C366AB53CE03E4">2021-06-30</mods:number>
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<mods:number id="804843A6B99240C061C0039CD2C9DF0C">186</mods:number>
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<mods:url id="B8E846092E6F9186F3484CE3E36A3213">http://dx.doi.org/10.1016/j.phytochem.2021.112731</mods:url>
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<mods:classification id="ACD384A6B423EC7378D9D5FDF6F4188E">journal article</mods:classification>
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<mods:identifier id="CD0EC739373D28FC2389168218EE993C" type="CLB-Dataset">55306</mods:identifier>
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<mods:identifier id="DD97F78921EE19C49FB6C2BF589627FA" type="DOI">10.1016/j.phytochem.2021.112731</mods:identifier>
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<mods:identifier id="454A8C614F256D52D57BDC58F3956A21" type="GBIF-Dataset">0f29a77d-2986-45b7-a03e-f0b404404340</mods:identifier>
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<mods:identifier id="DF4214D797A47EC8A054A76E8828167D" type="ISSN">1873-3700</mods:identifier>
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<mods:identifier id="6E7726F703DFDB0E1C3E629EE24F95FE" type="Zenodo-Dep">8258584</mods:identifier>
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<treatment id="D42E725C2520FD2BBA5FF9E6FAB4FB79" ID-DOI="http://doi.org/10.5281/zenodo.8268887" ID-Zenodo-Dep="8268887" LSID="urn:lsid:plazi:treatment:D42E725C2520FD2BBA5FF9E6FAB4FB79" httpUri="http://treatment.plazi.org/id/D42E725C2520FD2BBA5FF9E6FAB4FB79" lastPageNumber="6" pageId="5" pageNumber="6">
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<subSubSection id="149D90C12520FD2BBA5FF9E6FF0BFB46" pageId="5" pageNumber="6" type="nomenclature">
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<paragraph id="5C38C34A2520FD2BBA5FF9E6FF0BFB46" blockId="5.[100,724,1203,1250]" pageId="5" pageNumber="6">
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<heading id="077074262520FD2BBA5FF9E6FF0BFB46" bold="true" fontSize="36" level="1" pageId="5" pageNumber="6" reason="1">
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<emphasis id="6EF31F582520FD2BBA5FF9E6FF0BFB46" bold="true" italics="true" pageId="5" pageNumber="6">
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2.4. Biological activity of the diterpenoids in the
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<taxonomicName id="9B87B8C92520FD2BB81AF9E6FD12FB62" ID-CoL="BDNL" ID-ENA="2684401" authority="Diels" authorityName="Diels" box="[545,640,1203,1223]" class="Magnoliopsida" family="Lamiaceae" genus="Ajuga" kingdom="Plantae" order="Lamiales" pageId="5" pageNumber="6" phylum="Tracheophyta" rank="species" species="forrestii">A. forrestii</taxonomicName>
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GTs and leaves
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</emphasis>
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</heading>
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</paragraph>
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</subSubSection>
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<subSubSection id="149D90C12520FD2BBABFF855FAB4FB79" pageId="5" pageNumber="6" type="description">
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<paragraph id="5C38C34A2520FD2BBABFF855FE6FF9E9" blockId="5.[100,770,1287,1753]" pageId="5" pageNumber="6">
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Considering that plant GT-specific metabolites and clerodane diterpenoids have been frequently shown to serve as defensive chemicals against herbivores, the antifeedant effects of
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<emphasis id="6EF31F582520FD2BB835F86DFDBFFAF6" bold="true" box="[526,557,1343,1362]" italics="true" pageId="5" pageNumber="6">neo</emphasis>
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-clerodane compounds
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<emphasis id="6EF31F582520FD2BBA5FF809FFE2FACA" bold="true" box="[100,112,1371,1390]" pageId="5" pageNumber="6">1</emphasis>
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,
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<emphasis id="6EF31F582520FD2BBA47F809FF0DFACA" bold="true" box="[124,159,1371,1390]" pageId="5" pageNumber="6">3–8</emphasis>
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and
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<emphasis id="6EF31F582520FD2BBAF5F809FE98FACA" bold="true" box="[206,266,1371,1390]" pageId="5" pageNumber="6">11–12</emphasis>
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against cotton bollworms (
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<taxonomicName id="9B87B8C92520FD2BB831F809FD55FACA" baseAuthorityName="Hubner" baseAuthorityYear="1808" box="[522,711,1371,1390]" class="Insecta" family="Noctuidae" genus="Helicoverpa" kingdom="Animalia" order="Lepidoptera" pageId="5" pageNumber="6" phylum="Arthropoda" rank="species" species="armigera">
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<emphasis id="6EF31F582520FD2BB831F809FD55FACA" bold="true" box="[522,711,1371,1390]" italics="true" pageId="5" pageNumber="6">Helicoverpa armigera</emphasis>
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</taxonomicName>
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) were tested (
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<tableCitation id="1105F6F12520FD2BBA94F825FF68FA2E" box="[175,250,1399,1418]" captionStart="Table 3" captionStartId="5.[100,150,1796,1812]" captionTargetPageId="5" captionText="Table 3 Antifeedant activity of neo-clerodane diterpenoids from A. forrestii GTs and leaves." httpUri="http://table.plazi.org/id/08F893C22520FD2BBA5FFA56FCB3F88A" pageId="5" pageNumber="6" tableUuid="08F893C22520FD2BBA5FFA56FCB3F88A">Table 3</tableCitation>
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). Consequently, compounds
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<emphasis id="6EF31F582520FD2BB822F825FDB7FA2E" bold="true" box="[537,549,1399,1418]" pageId="5" pageNumber="6">3</emphasis>
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and
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<emphasis id="6EF31F582520FD2BB865F825FDF8FA2E" bold="true" box="[606,618,1399,1418]" pageId="5" pageNumber="6">8</emphasis>
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were found to exhibit obvious antifeedant effects, with EC
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<subScript id="C003C10F2520FD2BBBC0F8C8FD9FFA0C" attach="left" box="[507,525,1434,1448]" fontSize="6" pageId="5" pageNumber="6">50</subScript>
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values of 15.2 ±1.65 and 16.8 ±1.87 μg/cm
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<superScript id="ABF26E022520FD2BBB2FF8FBFE8FFA13" attach="left" box="[276,285,1449,1463]" fontSize="6" pageId="5" pageNumber="6">2</superScript>
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, respectively (neem oil: EC
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<subScript id="C003C10F2520FD2BB820F8E4FDBFFA60" attach="left" box="[539,557,1462,1476]" fontSize="6" pageId="5" pageNumber="6">50</subScript>
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=6.9 ±0.29 μg/cm
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<superScript id="ABF26E022520FD2BB8D0F8FBFD66FA13" attach="right" box="[747,756,1449,1463]" fontSize="6" pageId="5" pageNumber="6">2</superScript>
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). Thus, it was suggested that compound
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<quantity id="9B7F6EAF2520FD2BBBD2F898FD83FA7A" box="[489,529,1482,1502]" metricMagnitude="-2" metricUnit="m" metricValue="7.62" pageId="5" pageNumber="6" unit="in" value="3.0">
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<emphasis id="6EF31F582520FD2BBBD2F898FE67FA79" bold="true" box="[489,501,1482,1501]" pageId="5" pageNumber="6">3</emphasis>
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in
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</quantity>
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the peltate GTs and diastereomers
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<emphasis id="6EF31F582520FD2BBAE5F8B4FF64FA5D" bold="true" box="[222,246,1510,1529]" pageId="5" pageNumber="6">8a</emphasis>
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/
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<emphasis id="6EF31F582520FD2BBB3AF8B4FE8BFA5D" bold="true" box="[257,281,1510,1529]" pageId="5" pageNumber="6">8b</emphasis>
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might help the plant defend against insect herbivores. A preliminary structure-activity relationship analysis indicated a free hydroxy group at C-6 might be important to maintain the antifeedant activity of this class of compounds.
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</paragraph>
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<paragraph id="5C38C34A2520FD2BBABFFB04FAB4FB79" blockId="5.[100,770,1287,1753]" lastBlockId="5.[818,1488,1003,1245]" pageId="5" pageNumber="6">
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In addition, selected diterpenoids (
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<emphasis id="6EF31F582520FD2BBBEFFB04FE72F9CD" bold="true" box="[468,480,1622,1641]" pageId="5" pageNumber="6">1</emphasis>
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,
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<emphasis id="6EF31F582520FD2BBBD5FB04FD83F9CD" bold="true" box="[494,529,1622,1641]" pageId="5" pageNumber="6">3–7</emphasis>
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,
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<emphasis id="6EF31F582520FD2BB824FB04FDAAF9CD" bold="true" box="[543,568,1622,1641]" pageId="5" pageNumber="6">11</emphasis>
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,
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<emphasis id="6EF31F582520FD2BB87DFB04FD11F9CD" bold="true" box="[582,643,1622,1641]" pageId="5" pageNumber="6">13–14</emphasis>
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) were evaluated for their anti-inflammatory and cytotoxic activities. As shown in
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<tableCitation id="1105F6F12520FD2BBA5FFBDCFF39F905" box="[100,171,1678,1697]" captionStart="Table 4" captionStartId="5.[818,868,756,772]" captionTargetPageId="5" captionText="Table 4 Anti-inflammatory and cytotoxicity activity of compound 14." httpUri="http://table.plazi.org/id/08F893C22520FD2BB909FFA6FAABFCBA" pageId="5" pageNumber="6" tableUuid="08F893C22520FD2BB909FFA6FAABFCBA">Table 4</tableCitation>
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, abietane diterpenoid
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<emphasis id="6EF31F582520FD2BBBBAFBDCFE08F905" bold="true" box="[385,410,1678,1697]" pageId="5" pageNumber="6">14</emphasis>
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showed significant inhibitory activity on the secretion of interleukin-2 (IL-2), with an IC
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<subScript id="C003C10F2520FD2BB80BFBE3FDD0F91B" attach="left" box="[560,578,1713,1727]" fontSize="6" pageId="5" pageNumber="6">50</subScript>
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value of 8.9 μM, and interestingly displayed no obvious cytotoxicity on the proliferation of phytohemagglutinin (PHA)/phorbol 12-myristate-13-acetate (PMA)- induced Jurkat cells. However, all tested compounds were inactive on the TNF-α and MCP-1 production in lipopolysaccharide (LPS)-induced RAW264.7 cells at 40 μM. In addition, compound
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<emphasis id="6EF31F582520FD2BBF2DF96CFABDFBF5" bold="true" box="[1302,1327,1086,1105]" pageId="5" pageNumber="6">14</emphasis>
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showed obvious cytotoxicity against three cancer cell lines, NCI-H1975, HepG2 and MCF-7, with IC
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<subScript id="C003C10F2520FD2BB9FFF92FFC44FB2F" attach="left" box="[964,982,1149,1163]" fontSize="6" pageId="5" pageNumber="6">50</subScript>
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values of 15.1, 12.4, and 12.9 μM, respectively (
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<emphasis id="6EF31F582520FD2BBF89F924FA5BFB2D" bold="true" box="[1458,1481,1142,1161]" italics="true" pageId="5" pageNumber="6">cis</emphasis>
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- platinum: IC
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<subScript id="C003C10F2520FD2BB99CF9CBFC2BFB03" attach="left" box="[935,953,1177,1191]" fontSize="6" pageId="5" pageNumber="6">50</subScript>
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= 18.5, 7.5 and 11.5 μM, respectively). It appeared that reduction of the Δ
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<superScript id="ABF26E022520FD2BB9DEF9FAFB9CFB12" attach="left" box="[997,1038,1192,1206]" fontSize="6" pageId="5" pageNumber="6">15,16</superScript>
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double bond of the furan functionality would increase its anti-inflammatory and cytotoxic activity.
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</paragraph>
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</subSubSection>
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</treatment>
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</document> |