ChloroquineV1, Hal, Checkpoint, bibRecord, 000105

Samvisterin, a new natural antiplasmodial betulin derivative from Uapaca paludosa (Euphorbiaceae)

Identifieur interne : 000105 ( Hal/Checkpoint ); précédent : 000104; suivant : 000106

Samvisterin, a new natural antiplasmodial betulin derivative from Uapaca paludosa (Euphorbiaceae)

Auteurs : J. T. Banzouzi [France] ; P. Njomnang Soh [France] ; S. Ramos [France] ; P. Toto [France] ; A. Cave [France] ; J. Hemez [France] ; F. Benoit-Vical [France]

Source :

Journal of Ethnopharmacology [ 0378-8741 ] ; 2015.

RBID : Hal:hal-01925141

Abstract

Ethnopharmacological relevance: Uapaca paludosa is used in African traditional medicine for the treatment of malaria. Materials and methods: A bioguided fractionation of U. paludosa trunk bark extracts was performed on the basis of their antiplasmodial activity against Plasmodium falciparum. Results: A new natural betulin derivative named samvisterin (2) was isolated. In addition, 12 already known compounds were isolated from U. paludosa and tested against P. falciparum: squalene (1); lupeol (3), betulonic acid methyl ester (4), beta-sitosterol (5), stigmasterol (6), betulin (7), betulinic acid (8), pentadecanoic acid (9), palmitic acid (10), margaric acid (11), stearic acid (12), methyl palmitate (13). With the exception of betulinic acid, all were isolated for the first time from U. paludosa. Their chemical structures were established on the basis of spectroscopic analysis. The antiplasmodial activity of compounds 1-8 was confirmed on the chloroquine-resistant strain of P. falciparum, FcM29-Cameroon, with IC50 values ranging from 0.7 mu g/ml (for 1) to 30 mu g/mL (for 3). The cytotoxicity of the fractions and isolated compounds was also determined on KB and Vero cell lines in order to determine the cytotoxicity/activity ratio of each one. Conclusions: The results obtained with samvisterin (2) show that this new compound is the most promising of the series, with a weak cytotoxicity leading to the best selectivity index values. (C) 2015 Elsevier Ireland Ltd. All rights reserved.

Url:

https://hal.archives-ouvertes.fr/hal-01925141

DOI: 10.1016/j.jep.2015.07.023

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Le document en format XML

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<author><name sortKey="Cave, A" sort="Cave, A" uniqKey="Cave A" first="A." last="Cave">A. Cave</name>
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<author><name sortKey="Hemez, J" sort="Hemez, J" uniqKey="Hemez J" first="J." last="Hemez">J. Hemez</name>
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<author><name sortKey="Benoit Vical, F" sort="Benoit Vical, F" uniqKey="Benoit Vical F" first="F." last="Benoit-Vical">F. Benoit-Vical</name>
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<idno type="DOI">10.1016/j.jep.2015.07.023</idno>
<series><title level="j">Journal of Ethnopharmacology</title>
<idno type="ISSN">0378-8741</idno>
<imprint><date type="datePub">2015</date>
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<front><div type="abstract" xml:lang="en">              <p>Ethnopharmacological relevance: Uapaca paludosa is used in African traditional medicine for the treatment of malaria. Materials and methods: A bioguided fractionation of U. paludosa trunk bark extracts was performed on the basis of their antiplasmodial activity against Plasmodium falciparum. Results: A new natural betulin derivative named samvisterin (2) was isolated. In addition, 12 already known compounds were isolated from U. paludosa and tested against P. falciparum: squalene (1); lupeol (3), betulonic acid methyl ester (4), beta-sitosterol (5), stigmasterol (6), betulin (7), betulinic acid (8), pentadecanoic acid (9), palmitic acid (10), margaric acid (11), stearic acid (12), methyl palmitate (13). With the exception of betulinic acid, all were isolated for the first time from U. paludosa. Their chemical structures were established on the basis of spectroscopic analysis. The antiplasmodial activity of compounds 1-8 was confirmed on the chloroquine-resistant strain of P. falciparum, FcM29-Cameroon, with IC50 values ranging from 0.7 mu g/ml (for 1) to 30 mu g/mL (for 3). The cytotoxicity of the fractions and isolated compounds was also determined on KB and Vero cell lines in order to determine the cytotoxicity/activity ratio of each one. Conclusions: The results obtained with samvisterin (2) show that this new compound is the most promising of the series, with a weak cytotoxicity leading to the best selectivity index values. (C) 2015 Elsevier Ireland Ltd. All rights reserved.</p>
            </div>
</front>
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<hal api="V3">          <titleStmt>            <title xml:lang="en">Samvisterin, a new natural antiplasmodial betulin derivative from Uapaca paludosa (Euphorbiaceae)</title>
            <author role="aut">              <persName>                <forename type="first">J. T.</forename>
                <surname>Banzouzi</surname>
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            <author role="aut">              <persName>                <forename type="first">P.</forename>
                <surname>Njomnang Soh</surname>
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                <surname>Hemez</surname>
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            <editor role="depositor">              <persName>                <forename>Marie-Hélène</forename>
                <surname>Gulli</surname>
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              <date type="whenModified">2020-01-10 21:10:02</date>
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              <date type="whenProduced">2015</date>
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            <idno type="halBibtex">banzouzi:hal-01925141</idno>
            <idno type="halRefHtml">Journal of Ethnopharmacology, Elsevier, 2015, 173, pp.100-104. ⟨10.1016/j.jep.2015.07.023⟩</idno>
            <idno type="halRef">Journal of Ethnopharmacology, Elsevier, 2015, 173, pp.100-104. ⟨10.1016/j.jep.2015.07.023⟩</idno>
          </publicationStmt>
          <seriesStmt>            <idno type="stamp" n="LCC">Laboratoire de Chimie de Coordination UPR8241</idno>
            <idno type="stamp" n="CNRS">CNRS - Centre national de la recherche scientifique</idno>
            <idno type="stamp" n="ICSN">Collection des Publications de l'Institut de Chimie des Substances Naturelles, UPR2301, Gif sur Yvette</idno>
            <idno type="stamp" n="INC-CNRS">Institut de Chimie du CNRS</idno>
            <idno type="stamp" n="BS">Biologie-Santé</idno>
            <idno type="stamp" n="UNIV-MONTPELLIER">Université de Montpellier</idno>
            <idno type="stamp" n="CBS" corresp="UNIV-MONTPELLIER">Centre de biochimie structurale</idno>
            <idno type="stamp" n="UNIV-TLSE3">Université Paul Sabatier - Toulouse III</idno>
          </seriesStmt>
          <notesStmt>            <note type="audience" n="2">International</note>
            <note type="popular" n="0">No</note>
            <note type="peer" n="1">Yes</note>
          </notesStmt>
          <sourceDesc>            <biblStruct>              <analytic>                <title xml:lang="en">Samvisterin, a new natural antiplasmodial betulin derivative from Uapaca paludosa (Euphorbiaceae)</title>
                <author role="aut">                  <persName>                    <forename type="first">J. T.</forename>
                    <surname>Banzouzi</surname>
                  </persName>
                  <idno type="halauthorid">11323554</idno>
                  <affiliation ref="#struct-440"></affiliation>
                  <affiliation ref="#struct-547220"></affiliation>
                </author>
                <author role="aut">                  <persName>                    <forename type="first">P.</forename>
                    <surname>Njomnang Soh</surname>
                  </persName>
                  <idno type="halauthorid">302112</idno>
                  <affiliation ref="#struct-461"></affiliation>
                  <affiliation ref="#struct-217752"></affiliation>
                </author>
                <author role="aut">                  <persName>                    <forename type="first">S.</forename>
                    <surname>Ramos</surname>
                  </persName>
                  <idno type="halauthorid">4250</idno>
                  <affiliation ref="#struct-440"></affiliation>
                </author>
                <author role="aut">                  <persName>                    <forename type="first">P.</forename>
                    <surname>Toto</surname>
                  </persName>
                  <idno type="halauthorid">11323555</idno>
                  <affiliation ref="#struct-440"></affiliation>
                </author>
                <author role="aut">                  <persName>                    <forename type="first">A.</forename>
                    <surname>Cave</surname>
                  </persName>
                  <idno type="halauthorid">11323556</idno>
                  <affiliation ref="#struct-59411"></affiliation>
                </author>
                <author role="aut">                  <persName>                    <forename type="first">J.</forename>
                    <surname>Hemez</surname>
                  </persName>
                  <idno type="halauthorid">11323557</idno>
                  <affiliation ref="#struct-440"></affiliation>
                </author>
                <author role="aut">                  <persName>                    <forename type="first">F.</forename>
                    <surname>Benoit-Vical</surname>
                  </persName>
                  <idno type="halauthorid">140956</idno>
                  <affiliation ref="#struct-461"></affiliation>
                </author>
              </analytic>
              <monogr>                <idno type="halJournalId" status="VALID">13269</idno>
                <idno type="issn">0378-8741</idno>
                <title level="j">Journal of Ethnopharmacology</title>
                <imprint>                  <publisher>Elsevier</publisher>
                  <biblScope unit="volume">173</biblScope>
                  <biblScope unit="pp">100-104</biblScope>
                  <date type="datePub">2015</date>
                </imprint>
              </monogr>
              <idno type="doi">10.1016/j.jep.2015.07.023</idno>
              <ref type="seeAlso" target="http://dx.doi.org/10.1016/j.jep.2015.07.023">http://dx.doi.org/10.1016/j.jep.2015.07.023</ref>
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          <profileDesc>            <langUsage>              <language ident="en">English</language>
            </langUsage>
            <textClass>              <classCode scheme="halDomain" n="chim.coor">Chemical Sciences/Coordination chemistry</classCode>
              <classCode scheme="halTypology" n="ART">Journal articles</classCode>
            </textClass>
            <abstract xml:lang="en">              <p>Ethnopharmacological relevance: Uapaca paludosa is used in African traditional medicine for the treatment of malaria. Materials and methods: A bioguided fractionation of U. paludosa trunk bark extracts was performed on the basis of their antiplasmodial activity against Plasmodium falciparum. Results: A new natural betulin derivative named samvisterin (2) was isolated. In addition, 12 already known compounds were isolated from U. paludosa and tested against P. falciparum: squalene (1); lupeol (3), betulonic acid methyl ester (4), beta-sitosterol (5), stigmasterol (6), betulin (7), betulinic acid (8), pentadecanoic acid (9), palmitic acid (10), margaric acid (11), stearic acid (12), methyl palmitate (13). With the exception of betulinic acid, all were isolated for the first time from U. paludosa. Their chemical structures were established on the basis of spectroscopic analysis. The antiplasmodial activity of compounds 1-8 was confirmed on the chloroquine-resistant strain of P. falciparum, FcM29-Cameroon, with IC50 values ranging from 0.7 mu g/ml (for 1) to 30 mu g/mL (for 3). The cytotoxicity of the fractions and isolated compounds was also determined on KB and Vero cell lines in order to determine the cytotoxicity/activity ratio of each one. Conclusions: The results obtained with samvisterin (2) show that this new compound is the most promising of the series, with a weak cytotoxicity leading to the best selectivity index values. (C) 2015 Elsevier Ireland Ltd. All rights reserved.</p>
            </abstract>
          </profileDesc>
        </hal>
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Samvisterin, a new natural antiplasmodial betulin derivative from Uapaca paludosa (Euphorbiaceae)

Samvisterin, a new natural antiplasmodial betulin derivative from Uapaca paludosa (Euphorbiaceae)

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