Antiplasmodial phenolic compounds from Piptadenia pervillei.

Voahangy Ramanandraibe , Philippe Grellier , Marie-Thérèse Martin (1) , Alexandre Deville , Roger Joyeau , David Ramanitrahasimbola , Elisabeth Mouray , Philippe Rasoanaivo , Lengo Mambu

1 ICSN - Institut de Chimie des Substances Naturelles

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.

Domaines: Biologie cellulaire

Voahangy Ramanandraibe, Philippe Grellier, Marie-Thérèse Martin, Alexandre Deville, Roger Joyeau, et al.. Antiplasmodial phenolic compounds from Piptadenia pervillei.. Planta Medica, 2008, 74 (4), pp.417-21. ⟨10.1055/s-2008-1034328⟩. ⟨hal-00294805⟩