Antiplasmodial phenolic compounds from Piptadenia pervillei.
Identifieur interne : 000111 ( Ncbi/Checkpoint ); précédent : 000110; suivant : 000112Antiplasmodial phenolic compounds from Piptadenia pervillei.
Auteurs : Voahangy Ramanandraibe [Madagascar] ; Philippe Grellier ; Marie-Thérèse Martin ; Alexandre Deville ; Roger Joyeau ; David Ramanitrahasimbola ; Elisabeth Mouray ; Philippe Rasoanaivo ; Lengo MambuSource :
- Planta medica [ 0032-0943 ] ; 2008.
Descripteurs français
- KwdFr :
- MESH :
English descriptors
- KwdEn :
- MESH :
- chemical , chemistry : Antimalarials, Antineoplastic Agents, Phytogenic, Phenols.
- chemical , pharmacology : Antimalarials, Antineoplastic Agents, Phytogenic.
- chemistry : Fabaceae.
- drug effects : Plasmodium falciparum.
- Animals, Cell Line, Humans, Molecular Structure.
Abstract
Piptadenia pervillei Vatke (Fabaceae) was selected from a screening programme devoted to the search of naturally-occuring antimalarial compounds from plants of Madagascar. Bioassay-guided fractionation of the ethyl acetate extract of the leaves led to the isolation of four phenolic compounds, (+)-catechin ( 1), (+)-catechin 5-gallate ( 2), (+)-catechin 3-gallate ( 3) and ethyl gallate ( 4). Structures were determined by NMR and mass spectroscopy. Compounds 2 and 3 displayed the highest in vitro activity against the chloroquine-resistant strain FcB1 of Plasmodium falciparum with IC (50) values of 1.2 microM and 1.0 microM, respectively, and no significant cytotoxicity against the human embryonic lung cells MRC-5 was measured (IC (50) values > 75 microM). Five analogues ( 5 - 9) of (+)-catechin 5-gallate ( 2) were synthesized and evaluated for their antiplasmodial activity.
DOI: 10.1055/s-2008-1034328
PubMed: 18484535
Affiliations:
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pubmed:18484535Le document en format XML
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<author><name sortKey="Ramanitrahasimbola, David" sort="Ramanitrahasimbola, David" uniqKey="Ramanitrahasimbola D" first="David" last="Ramanitrahasimbola">David Ramanitrahasimbola</name>
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<term>Antineoplastic Agents, Phytogenic (chemistry)</term>
<term>Antineoplastic Agents, Phytogenic (pharmacology)</term>
<term>Cell Line</term>
<term>Fabaceae (chemistry)</term>
<term>Humans</term>
<term>Molecular Structure</term>
<term>Phenols (chemistry)</term>
<term>Plasmodium falciparum (drug effects)</term>
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<term>Antinéoplasiques d'origine végétale ()</term>
<term>Antinéoplasiques d'origine végétale (pharmacologie)</term>
<term>Antipaludiques ()</term>
<term>Antipaludiques (pharmacologie)</term>
<term>Fabaceae ()</term>
<term>Humains</term>
<term>Lignée cellulaire</term>
<term>Phénols ()</term>
<term>Plasmodium falciparum ()</term>
<term>Structure moléculaire</term>
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<keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Antimalarials</term>
<term>Antineoplastic Agents, Phytogenic</term>
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<keywords scheme="MESH" qualifier="chemistry" xml:lang="en"><term>Fabaceae</term>
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<keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Plasmodium falciparum</term>
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<keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antinéoplasiques d'origine végétale</term>
<term>Antipaludiques</term>
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<term>Cell Line</term>
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<term>Antinéoplasiques d'origine végétale</term>
<term>Antipaludiques</term>
<term>Fabaceae</term>
<term>Humains</term>
<term>Lignée cellulaire</term>
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<front><div type="abstract" xml:lang="en">Piptadenia pervillei Vatke (Fabaceae) was selected from a screening programme devoted to the search of naturally-occuring antimalarial compounds from plants of Madagascar. Bioassay-guided fractionation of the ethyl acetate extract of the leaves led to the isolation of four phenolic compounds, (+)-catechin ( 1), (+)-catechin 5-gallate ( 2), (+)-catechin 3-gallate ( 3) and ethyl gallate ( 4). Structures were determined by NMR and mass spectroscopy. Compounds 2 and 3 displayed the highest in vitro activity against the chloroquine-resistant strain FcB1 of Plasmodium falciparum with IC (50) values of 1.2 microM and 1.0 microM, respectively, and no significant cytotoxicity against the human embryonic lung cells MRC-5 was measured (IC (50) values > 75 microM). Five analogues ( 5 - 9) of (+)-catechin 5-gallate ( 2) were synthesized and evaluated for their antiplasmodial activity.</div>
</front>
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<tree><noCountry><name sortKey="Deville, Alexandre" sort="Deville, Alexandre" uniqKey="Deville A" first="Alexandre" last="Deville">Alexandre Deville</name>
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<name sortKey="Joyeau, Roger" sort="Joyeau, Roger" uniqKey="Joyeau R" first="Roger" last="Joyeau">Roger Joyeau</name>
<name sortKey="Mambu, Lengo" sort="Mambu, Lengo" uniqKey="Mambu L" first="Lengo" last="Mambu">Lengo Mambu</name>
<name sortKey="Martin, Marie Therese" sort="Martin, Marie Therese" uniqKey="Martin M" first="Marie-Thérèse" last="Martin">Marie-Thérèse Martin</name>
<name sortKey="Mouray, Elisabeth" sort="Mouray, Elisabeth" uniqKey="Mouray E" first="Elisabeth" last="Mouray">Elisabeth Mouray</name>
<name sortKey="Ramanitrahasimbola, David" sort="Ramanitrahasimbola, David" uniqKey="Ramanitrahasimbola D" first="David" last="Ramanitrahasimbola">David Ramanitrahasimbola</name>
<name sortKey="Rasoanaivo, Philippe" sort="Rasoanaivo, Philippe" uniqKey="Rasoanaivo P" first="Philippe" last="Rasoanaivo">Philippe Rasoanaivo</name>
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