Antiplasmodial Phenolic Compounds from Piptadenia pervillei
Identifieur interne : 000033 ( PascalFrancis/Checkpoint ); précédent : 000032; suivant : 000034Antiplasmodial Phenolic Compounds from Piptadenia pervillei
Auteurs : Voahangy Ramanandraibe [Madagascar] ; Philippe Grellier [France] ; Marie-Thérèse Martin [France] ; Alexandre Deville [France] ; Roger Joyeau [France] ; David Ramanitrahasimbola [Madagascar] ; Elisabeth Mouray [France] ; Philippe Rasoanaivo [Madagascar] ; Lengo Mambu [France]Source :
- Planta medica [ 0032-0943 ] ; 2008.
Descripteurs français
- Pascal (Inist)
- Wicri :
- topic : Plante médicinale.
English descriptors
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 FcBl of Plasmodium falciparum with ICso values of 1.2 pM and 1.0 pM, respectively, and no significant cytotoxicity against the human embryonic lung cells MRC-5 was measured (IC50 values >75μM). Five analogues (5-9) of (+)-catechin 5-gallate (2) were synthesized and evaluated for their antiplasmodial activity.
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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 FcBl of Plasmodium falciparum with IC<sub>so</sub>
values of 1.2 pM and 1.0 pM, respectively, and no significant cytotoxicity against the human embryonic lung cells MRC-5 was measured (IC<sub>50</sub>
values >75μM). Five analogues (5-9) of (+)-catechin 5-gallate (2) were synthesized and evaluated for their antiplasmodial activity.</div>
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values of 1.2 pM and 1.0 pM, respectively, and no significant cytotoxicity against the human embryonic lung cells MRC-5 was measured (IC<sub>50</sub>
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<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="ENG"><s0>Pharmacognosy</s0>
<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="SPA"><s0>Farmacognosia</s0>
<s5>03</s5>
</fC03>
<fC03 i1="04" i2="X" l="FRE"><s0>Plante médicinale</s0>
<s5>04</s5>
</fC03>
<fC03 i1="04" i2="X" l="ENG"><s0>Medicinal plant</s0>
<s5>04</s5>
</fC03>
<fC03 i1="04" i2="X" l="SPA"><s0>Planta medicinal</s0>
<s5>04</s5>
</fC03>
<fC03 i1="05" i2="X" l="FRE"><s0>Origine végétale</s0>
<s5>23</s5>
</fC03>
<fC03 i1="05" i2="X" l="ENG"><s0>Plant origin</s0>
<s5>23</s5>
</fC03>
<fC03 i1="05" i2="X" l="SPA"><s0>Origen vegetal</s0>
<s5>23</s5>
</fC03>
<fC03 i1="06" i2="X" l="FRE"><s0>Antiparasitaire</s0>
<s5>24</s5>
</fC03>
<fC03 i1="06" i2="X" l="ENG"><s0>Parasiticide</s0>
<s5>24</s5>
</fC03>
<fC03 i1="06" i2="X" l="SPA"><s0>Antiparasitario</s0>
<s5>24</s5>
</fC03>
<fC03 i1="07" i2="X" l="FRE"><s0>Catéchine gallate</s0>
<s4>INC</s4>
<s5>86</s5>
</fC03>
<fC07 i1="01" i2="X" l="FRE"><s0>Dicotyledones</s0>
<s2>NS</s2>
</fC07>
<fC07 i1="01" i2="X" l="ENG"><s0>Dicotyledones</s0>
<s2>NS</s2>
</fC07>
<fC07 i1="01" i2="X" l="SPA"><s0>Dicotyledones</s0>
<s2>NS</s2>
</fC07>
<fC07 i1="02" i2="X" l="FRE"><s0>Angiospermae</s0>
<s2>NS</s2>
</fC07>
<fC07 i1="02" i2="X" l="ENG"><s0>Angiospermae</s0>
<s2>NS</s2>
</fC07>
<fC07 i1="02" i2="X" l="SPA"><s0>Angiospermae</s0>
<s2>NS</s2>
</fC07>
<fC07 i1="03" i2="X" l="FRE"><s0>Spermatophyta</s0>
<s2>NS</s2>
</fC07>
<fC07 i1="03" i2="X" l="ENG"><s0>Spermatophyta</s0>
<s2>NS</s2>
</fC07>
<fC07 i1="03" i2="X" l="SPA"><s0>Spermatophyta</s0>
<s2>NS</s2>
</fC07>
<fN21><s1>133</s1>
</fN21>
<fN44 i1="01"><s1>OTO</s1>
</fN44>
<fN82><s1>OTO</s1>
</fN82>
</pA>
</standard>
</inist>
<affiliations><list><country><li>France</li>
<li>Madagascar</li>
</country>
<region><li>Île-de-France</li>
</region>
<settlement><li>Gif-sur-Yvette</li>
<li>Paris</li>
</settlement>
</list>
<tree><country name="Madagascar"><noRegion><name sortKey="Ramanandraibe, Voahangy" sort="Ramanandraibe, Voahangy" uniqKey="Ramanandraibe V" first="Voahangy" last="Ramanandraibe">Voahangy Ramanandraibe</name>
</noRegion>
<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>
</country>
<country name="France"><region name="Île-de-France"><name sortKey="Grellier, Philippe" sort="Grellier, Philippe" uniqKey="Grellier P" first="Philippe" last="Grellier">Philippe Grellier</name>
</region>
<name sortKey="Deville, Alexandre" sort="Deville, Alexandre" uniqKey="Deville A" first="Alexandre" last="Deville">Alexandre Deville</name>
<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>
</country>
</tree>
</affiliations>
</record>
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