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Antiplasmodial Phenolic Compounds from Piptadenia pervillei

Identifieur interne : 000031 ( PascalFrancis/Corpus ); précédent : 000030; suivant : 000032

Antiplasmodial Phenolic Compounds from Piptadenia pervillei

Auteurs : Voahangy Ramanandraibe ; Philippe Grellier ; Marie-Thérèse Martin ; Alexandre Deville ; Roger Joyeau ; David Ramanitrahasimbola ; Elisabeth Mouray ; Philippe Rasoanaivo ; Lengo Mambu

Source :

RBID : Pascal:08-0207828

Descripteurs français

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.

Notice en format standard (ISO 2709)

Pour connaître la documentation sur le format Inist Standard.

pA  
A01 01  1    @0 0032-0943
A02 01      @0 PLMEAA
A03   1    @0 Planta med.
A05       @2 74
A06       @2 4
A08 01  1  ENG  @1 Antiplasmodial Phenolic Compounds from Piptadenia pervillei
A11 01  1    @1 RAMANANDRAIBE (Voahangy)
A11 02  1    @1 GRELLIER (Philippe)
A11 03  1    @1 MARTIN (Marie-Thérèse)
A11 04  1    @1 DEVILLE (Alexandre)
A11 05  1    @1 JOYEAU (Roger)
A11 06  1    @1 RAMANITRAHASIMBOLA (David)
A11 07  1    @1 MOURAY (Elisabeth)
A11 08  1    @1 RASOANAIVO (Philippe)
A11 09  1    @1 MAMBU (Lengo)
A14 01      @1 Laboratoire de Bio-thérapeutique, Institut Malgache de Recherches Appliquées @2 Antananarivo @3 MDG @Z 1 aut. @Z 6 aut. @Z 8 aut.
A14 02      @1 USM 0504 Biologie Fonctionnelle des Protozoaires, Département Régulations, Développement et Diversité Moléculaire, Muséum National d'Histoire Naturelle @2 Paris @3 FRA @Z 2 aut. @Z 7 aut.
A14 03      @1 Institut de Chimie des Substances Naturelles, CNRS @2 Gif-sur-Yvette @3 FRA @Z 3 aut.
A14 04      @1 USM 0502-UMR 5154 CNRS Chimie et Biochimie des Substances Naturelles, Département Régulations, Développement et Diversité Moléculaire, Muséum National d'Histoire Naturelle @2 Paris @3 FRA @Z 4 aut. @Z 5 aut. @Z 9 aut.
A20       @1 417-421
A21       @1 2008
A23 01      @0 ENG
A43 01      @1 INIST @2 9624 @5 354000183350430100
A44       @0 0000 @1 © 2008 INIST-CNRS. All rights reserved.
A45       @0 23 ref.
A47 01  1    @0 08-0207828
A60       @1 P @3 CR
A61       @0 A
A64 01  1    @0 Planta medica
A66 01      @0 DEU
C01 01    ENG  @0 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.
C02 01  X    @0 002B02A04
C03 01  X  FRE  @0 Antipaludique @5 01
C03 01  X  ENG  @0 Antimalarial @5 01
C03 01  X  SPA  @0 Antipalúdico @5 01
C03 02  X  FRE  @0 Leguminosae @2 NS @5 02
C03 02  X  ENG  @0 Leguminosae @2 NS @5 02
C03 02  X  SPA  @0 Leguminosae @2 NS @5 02
C03 03  X  FRE  @0 Pharmacognosie @5 03
C03 03  X  ENG  @0 Pharmacognosy @5 03
C03 03  X  SPA  @0 Farmacognosia @5 03
C03 04  X  FRE  @0 Plante médicinale @5 04
C03 04  X  ENG  @0 Medicinal plant @5 04
C03 04  X  SPA  @0 Planta medicinal @5 04
C03 05  X  FRE  @0 Origine végétale @5 23
C03 05  X  ENG  @0 Plant origin @5 23
C03 05  X  SPA  @0 Origen vegetal @5 23
C03 06  X  FRE  @0 Antiparasitaire @5 24
C03 06  X  ENG  @0 Parasiticide @5 24
C03 06  X  SPA  @0 Antiparasitario @5 24
C03 07  X  FRE  @0 Catéchine gallate @4 INC @5 86
C07 01  X  FRE  @0 Dicotyledones @2 NS
C07 01  X  ENG  @0 Dicotyledones @2 NS
C07 01  X  SPA  @0 Dicotyledones @2 NS
C07 02  X  FRE  @0 Angiospermae @2 NS
C07 02  X  ENG  @0 Angiospermae @2 NS
C07 02  X  SPA  @0 Angiospermae @2 NS
C07 03  X  FRE  @0 Spermatophyta @2 NS
C07 03  X  ENG  @0 Spermatophyta @2 NS
C07 03  X  SPA  @0 Spermatophyta @2 NS
N21       @1 133
N44 01      @1 OTO
N82       @1 OTO

Format Inist (serveur)

NO : PASCAL 08-0207828 INIST
ET : Antiplasmodial Phenolic Compounds from Piptadenia pervillei
AU : RAMANANDRAIBE (Voahangy); GRELLIER (Philippe); MARTIN (Marie-Thérèse); DEVILLE (Alexandre); JOYEAU (Roger); RAMANITRAHASIMBOLA (David); MOURAY (Elisabeth); RASOANAIVO (Philippe); MAMBU (Lengo)
AF : Laboratoire de Bio-thérapeutique, Institut Malgache de Recherches Appliquées/Antananarivo/Madagascar (1 aut., 6 aut., 8 aut.); USM 0504 Biologie Fonctionnelle des Protozoaires, Département Régulations, Développement et Diversité Moléculaire, Muséum National d'Histoire Naturelle/Paris/France (2 aut., 7 aut.); Institut de Chimie des Substances Naturelles, CNRS/Gif-sur-Yvette/France (3 aut.); USM 0502-UMR 5154 CNRS Chimie et Biochimie des Substances Naturelles, Département Régulations, Développement et Diversité Moléculaire, Muséum National d'Histoire Naturelle/Paris/France (4 aut., 5 aut., 9 aut.)
DT : Publication en série; Correspondance, lettre; Niveau analytique
SO : Planta medica; ISSN 0032-0943; Coden PLMEAA; Allemagne; Da. 2008; Vol. 74; No. 4; Pp. 417-421; Bibl. 23 ref.
LA : Anglais
EA : 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.
CC : 002B02A04
FD : Antipaludique; Leguminosae; Pharmacognosie; Plante médicinale; Origine végétale; Antiparasitaire; Catéchine gallate
FG : Dicotyledones; Angiospermae; Spermatophyta
ED : Antimalarial; Leguminosae; Pharmacognosy; Medicinal plant; Plant origin; Parasiticide
EG : Dicotyledones; Angiospermae; Spermatophyta
SD : Antipalúdico; Leguminosae; Farmacognosia; Planta medicinal; Origen vegetal; Antiparasitario
LO : INIST-9624.354000183350430100
ID : 08-0207828

Links to Exploration step

Pascal:08-0207828

Le document en format XML

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<term>Leguminosae</term>
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<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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<s1>MOURAY (Elisabeth)</s1>
</fA11>
<fA11 i1="08" i2="1">
<s1>RASOANAIVO (Philippe)</s1>
</fA11>
<fA11 i1="09" i2="1">
<s1>MAMBU (Lengo)</s1>
</fA11>
<fA14 i1="01">
<s1>Laboratoire de Bio-thérapeutique, Institut Malgache de Recherches Appliquées</s1>
<s2>Antananarivo</s2>
<s3>MDG</s3>
<sZ>1 aut.</sZ>
<sZ>6 aut.</sZ>
<sZ>8 aut.</sZ>
</fA14>
<fA14 i1="02">
<s1>USM 0504 Biologie Fonctionnelle des Protozoaires, Département Régulations, Développement et Diversité Moléculaire, Muséum National d'Histoire Naturelle</s1>
<s2>Paris</s2>
<s3>FRA</s3>
<sZ>2 aut.</sZ>
<sZ>7 aut.</sZ>
</fA14>
<fA14 i1="03">
<s1>Institut de Chimie des Substances Naturelles, CNRS</s1>
<s2>Gif-sur-Yvette</s2>
<s3>FRA</s3>
<sZ>3 aut.</sZ>
</fA14>
<fA14 i1="04">
<s1>USM 0502-UMR 5154 CNRS Chimie et Biochimie des Substances Naturelles, Département Régulations, Développement et Diversité Moléculaire, Muséum National d'Histoire Naturelle</s1>
<s2>Paris</s2>
<s3>FRA</s3>
<sZ>4 aut.</sZ>
<sZ>5 aut.</sZ>
<sZ>9 aut.</sZ>
</fA14>
<fA20>
<s1>417-421</s1>
</fA20>
<fA21>
<s1>2008</s1>
</fA21>
<fA23 i1="01">
<s0>ENG</s0>
</fA23>
<fA43 i1="01">
<s1>INIST</s1>
<s2>9624</s2>
<s5>354000183350430100</s5>
</fA43>
<fA44>
<s0>0000</s0>
<s1>© 2008 INIST-CNRS. All rights reserved.</s1>
</fA44>
<fA45>
<s0>23 ref.</s0>
</fA45>
<fA47 i1="01" i2="1">
<s0>08-0207828</s0>
</fA47>
<fA60>
<s1>P</s1>
<s3>CR</s3>
</fA60>
<fA61>
<s0>A</s0>
</fA61>
<fA64 i1="01" i2="1">
<s0>Planta medica</s0>
</fA64>
<fA66 i1="01">
<s0>DEU</s0>
</fA66>
<fC01 i1="01" l="ENG">
<s0>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.</s0>
</fC01>
<fC02 i1="01" i2="X">
<s0>002B02A04</s0>
</fC02>
<fC03 i1="01" i2="X" l="FRE">
<s0>Antipaludique</s0>
<s5>01</s5>
</fC03>
<fC03 i1="01" i2="X" l="ENG">
<s0>Antimalarial</s0>
<s5>01</s5>
</fC03>
<fC03 i1="01" i2="X" l="SPA">
<s0>Antipalúdico</s0>
<s5>01</s5>
</fC03>
<fC03 i1="02" i2="X" l="FRE">
<s0>Leguminosae</s0>
<s2>NS</s2>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="ENG">
<s0>Leguminosae</s0>
<s2>NS</s2>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="SPA">
<s0>Leguminosae</s0>
<s2>NS</s2>
<s5>02</s5>
</fC03>
<fC03 i1="03" i2="X" l="FRE">
<s0>Pharmacognosie</s0>
<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>
<server>
<NO>PASCAL 08-0207828 INIST</NO>
<ET>Antiplasmodial Phenolic Compounds from Piptadenia pervillei</ET>
<AU>RAMANANDRAIBE (Voahangy); GRELLIER (Philippe); MARTIN (Marie-Thérèse); DEVILLE (Alexandre); JOYEAU (Roger); RAMANITRAHASIMBOLA (David); MOURAY (Elisabeth); RASOANAIVO (Philippe); MAMBU (Lengo)</AU>
<AF>Laboratoire de Bio-thérapeutique, Institut Malgache de Recherches Appliquées/Antananarivo/Madagascar (1 aut., 6 aut., 8 aut.); USM 0504 Biologie Fonctionnelle des Protozoaires, Département Régulations, Développement et Diversité Moléculaire, Muséum National d'Histoire Naturelle/Paris/France (2 aut., 7 aut.); Institut de Chimie des Substances Naturelles, CNRS/Gif-sur-Yvette/France (3 aut.); USM 0502-UMR 5154 CNRS Chimie et Biochimie des Substances Naturelles, Département Régulations, Développement et Diversité Moléculaire, Muséum National d'Histoire Naturelle/Paris/France (4 aut., 5 aut., 9 aut.)</AF>
<DT>Publication en série; Correspondance, lettre; Niveau analytique</DT>
<SO>Planta medica; ISSN 0032-0943; Coden PLMEAA; Allemagne; Da. 2008; Vol. 74; No. 4; Pp. 417-421; Bibl. 23 ref.</SO>
<LA>Anglais</LA>
<EA>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.</EA>
<CC>002B02A04</CC>
<FD>Antipaludique; Leguminosae; Pharmacognosie; Plante médicinale; Origine végétale; Antiparasitaire; Catéchine gallate</FD>
<FG>Dicotyledones; Angiospermae; Spermatophyta</FG>
<ED>Antimalarial; Leguminosae; Pharmacognosy; Medicinal plant; Plant origin; Parasiticide</ED>
<EG>Dicotyledones; Angiospermae; Spermatophyta</EG>
<SD>Antipalúdico; Leguminosae; Farmacognosia; Planta medicinal; Origen vegetal; Antiparasitario</SD>
<LO>INIST-9624.354000183350430100</LO>
<ID>08-0207828</ID>
</server>
</inist>
</record>

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