Antiplasmodial phenolic compounds from Piptadenia pervillei.
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.
Ramanandraibe
Voahangy
V
Laboratoire de Bio-thérapeutique, Institut Malgache de Recherches Appliquées, Antananarivo, Madagascar.
Grellier
Philippe
P
Martin
Marie-Thérèse
MT
Deville
Alexandre
A
Joyeau
Roger
R
Ramanitrahasimbola
David
D
Mouray
Elisabeth
E
Rasoanaivo
Philippe
P
Mambu
Lengo
L
D000818:Animals; D000962:Antimalarials / Q000737:chemistry* / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D007887:Fabaceae / Q000737:chemistry*; D006801:Humans; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects
D000962:Antimalarials; D000972:Antineoplastic Agents, Phytogenic; D010636:Phenols