86 lines
9.2 KiB
XML
86 lines
9.2 KiB
XML
<document id="14C6442CDE2637A782D498C352BB9585" ID-DOI="10.1016/j.phytochem.2015.07.010" ID-ISSN="1873-3700" ID-Zenodo-Dep="10486436" IM.bibliography_approvedBy="felipe" IM.illustrations_approvedBy="jonas" IM.materialsCitations_approvedBy="felipe" IM.metadata_approvedBy="felipe" IM.taxonomicNames_approvedBy="felipe" IM.treatments_approvedBy="jonas" checkinTime="1704948780941" checkinUser="felipe" docAuthor="Kurth, Caroline, Welling, Matthew & Pohnert, Georg" docDate="2015" docId="03F0B6059F14BB681017F64FFD98C0D6" docLanguage="en" docName="Phytochemistry.117.417-423.pdf" docOrigin="Phytochemistry 117" docSource="http://dx.doi.org/10.1016/j.phytochem.2015.07.010" docStyle="DocumentStyle:9E596C34F4E94307D29315B03ACE1007.6:Phytochemistry.2014-2019.journal_article" docStyleId="9E596C34F4E94307D29315B03ACE1007" docStyleName="Phytochemistry.2014-2019.journal_article" docStyleVersion="6" docTitle="Cymopolia barbata J. V. Lamouroux 1816" docType="treatment" docVersion="4" lastPageNumber="418" masterDocId="FFC9CE7D9F15BB691040F067FF9AC708" masterDocTitle="Sulfated phenolic acids from Dasycladales siphonous green algae" masterLastPageNumber="423" masterPageNumber="417" pageNumber="418" updateTime="1705588279704" updateUser="jonas">
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<mods:title id="6F34FE4C68A0A673B3F0CBC9F2535C5C">Sulfated phenolic acids from Dasycladales siphonous green algae</mods:title>
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<mods:namePart id="BA05D0C85CC6D21D555E9876BCA2EFFE">Welling, Matthew</mods:namePart>
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<mods:namePart id="C97689112B2A2E4CCD97DDA44FA45D78">Pohnert, Georg</mods:namePart>
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<mods:title id="9A196DE768B10253605F8480D2B9EB20">Phytochemistry</mods:title>
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<mods:date id="747CC21F6C0C19194EEF333133BFD3D2">2015</mods:date>
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<treatment id="03F0B6059F14BB681017F64FFD98C0D6" LSID="urn:lsid:plazi:treatment:03F0B6059F14BB681017F64FFD98C0D6" httpUri="http://treatment.plazi.org/id/03F0B6059F14BB681017F64FFD98C0D6" lastPageNumber="418" pageId="1" pageNumber="418">
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<subSubSection id="C34354989F14BB681017F64FFE52C134" box="[87,456,1576,1596]" pageId="1" pageNumber="418" type="nomenclature">
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<heading id="D0AEB07F9F14BB681017F64FFE52C134" box="[87,456,1576,1596]" fontSize="36" level="2" pageId="1" pageNumber="418" reason="3">
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<emphasis id="B92DDB019F14BB681017F64FFE52C134" box="[87,456,1576,1596]" italics="true" pageId="1" pageNumber="418">
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2.2. Sulfated metabolites of
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<taxonomicName id="4C597C909F14BB681124F64FFE52C134" authorityName="J. V. Lamouroux" authorityYear="1816" baseAuthorityName="Linnaeus" baseAuthorityYear="1758" box="[356,456,1576,1596]" class="Ulvophyceae" family="Dasycladaceae" genus="Cymopolia" kingdom="Plantae" order="Dasycladales" pageId="1" pageNumber="418" phylum="Chlorophyta" rank="species" species="barbata">C. barbata</taxonomicName>
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</emphasis>
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<subSubSection id="C34354989F14BB681036F606FD98C0D6" pageId="1" pageNumber="418" type="biology_ecology">
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<paragraph id="8BE607139F14BB681036F606FD98C0D6" blockId="1.[87,757,1632,2014]" pageId="1" pageNumber="418">
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In
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<taxonomicName id="4C597C909F14BB6810D3F607FF62C17C" authorityName="J. V. Lamouroux" authorityYear="1816" baseAuthorityName="Linnaeus" baseAuthorityYear="1758" box="[147,248,1632,1652]" class="Ulvophyceae" family="Dasycladaceae" genus="Cymopolia" kingdom="Plantae" order="Dasycladales" pageId="1" pageNumber="418" phylum="Chlorophyta" rank="species" species="barbata">
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<emphasis id="B92DDB019F14BB6810D3F607FF62C17C" box="[147,248,1632,1652]" italics="true" pageId="1" pageNumber="418">C. barbata</emphasis>
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chromatograms two dominant signals exhibiting an [M–H–80]
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fragment were observed. Retention times and mass spectra were in accordance with dihydroxycoumarin sulfate and SBA. Co-injection experiments as described above proved these structural suggestions (
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<figureCitation id="13621B969F14BB681108F6B7FE1AC1EC" box="[328,384,1744,1764]" captionStart="Fig" captionStartId="3.[87,113,1264,1278]" captionTargetBox="[176,667,181,1235]" captionTargetId="figure-277@3.[176,667,181,1235]" captionTargetPageId="3" captionText="Fig. 3. LC/MS chromatograms of (A) a C. barbata extract, the labeled peak indicates dihydroxycoumarin sulfate (DHyCS). (B) Co-injection with 4-(sulfooxy)benzoic acid (SBA) in ESI-negative ionization mode." figureDoi="http://doi.org/10.5281/zenodo.10486442" httpUri="https://zenodo.org/record/10486442/files/figure.png" pageId="1" pageNumber="418">Fig. 3</figureCitation>
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). In the extracts of slightly stressed algae we could still detect the ions corresponding to SBA and dihydroxycoumarin sulfate. We also found trihydroxycoumarin indicative for a wound activated desulfatation, a mechanism previously shown to control wound plug formation of
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<taxonomicName id="4C597C909F14BB681221F758FD6FC05B" authorityName="Krasser" authorityYear="1898" baseAuthorityName="Scopoli" box="[609,757,1855,1875]" class="Ulvophyceae" family="Dasycladaceae" genus="Dasycladus" kingdom="Plantae" order="Dasycladales" pageId="1" pageNumber="418" phylum="Chlorophyta" rank="species" species="vermicularis">
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<emphasis id="B92DDB019F14BB681221F758FD6FC05B" box="[609,757,1855,1875]" italics="true" pageId="1" pageNumber="418">D. vermicularis</emphasis>
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</taxonomicName>
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(
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<figureCitation id="13621B969F14BB68101FF73BFF00C067" box="[95,154,1884,1903]" captionStart="Fig" captionStartId="1.[395,421,701,715]" captionTargetBox="[231,1328,181,671]" captionTargetId="figure-882@1.[231,1328,181,671]" captionTargetPageId="1" captionText="Fig. 1. Structures and transformation of the sulfated aromatic metabolites from Dascycladales." figureDoi="http://doi.org/10.5281/zenodo.10486438" httpUri="https://zenodo.org/record/10486438/files/figure.png" pageId="1" pageNumber="418">Fig. 1</figureCitation>
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) (
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<bibRefCitation id="EFC87AE29F14BB6810F4F73BFE1CC067" author="Welling, M. & Ross, C. & Pohnert, G." box="[180,390,1884,1903]" pageId="1" pageNumber="418" pagination="7691 - 7694" refId="ref5991" refString="Welling, M., Ross, C., Pohnert, G., 2011. A desulfatation - oxidation cascade activates coumarin-based cross-linkers in the wound reaction of the giant unicellular alga Dasycladus vermicularis. Angew. Chem., Int. Ed. 50, 7691 - 7694." type="journal article" year="2011">Welling et al., 2011</bibRefCitation>
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). In addition in non-stressed algal material extracted directly after harvesting we observed a signal with a molecular ion of 289 [M–H]
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(data not shown) that also exhibited the loss of 80, which would be in accordance with a methoxylated dihydroxycoumarin sulfate.
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</paragraph>
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</treatment>
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