Moandaensine, a dimeric indole alkaloid from Strychnos moandaensis (Loganiaceae).
Fiche publication
Date publication
juin 2010
Auteurs
Membres identifiés du Cancéropôle Est :
Dr NUZILLARD Jean-Marc
Tous les auteurs :
Verpoorte R, Frederich M, Delaude C, Angenot L, Dive G, Thepenier P, Jacquier MJ, Zeches-Hanrot M, Lavaud C, Nuzillard JM
Lien Pubmed
Résumé
The chemical investigation of the liana Strychnos moandaensis De Wild. led to the isolation of moandaensine, a novel dimeric indole alkaloid. The structure was elucidated by a thorough analysis of the spectroscopic data and by molecular modeling. Moandaensine, or methyl (2S)-2- [(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-[(2S,3R)-3-ethyl-2-[(1R)-1-(hydroxymethyl)-2-methoxy-2-oxo-ethyl]-1,2,3,4-tetrahydroindolo[2,3-a]quinolizin-5-ium-7-yl]propanoate, contains a rare anhydronium base subunit. It presents a moderate antiplasmodial activity with IC(50) values of 11.2 and 9.2 mu M against, respectively, the chloroquine sensitive FCA 20 GHA and chloroquine resistant W2 strains of Plasmodium falciparum. (C) 2010 Phytochemical Society of Europe. Published by Elsevier B. V. All rights reserved.
Référence
Phytochem Lett. 2010 Jun 11;3(2):100-3.