Abstract
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 (2 S)-2-[(2 R,3 E,12b S)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-3-[(2 S,3 R)-3-ethyl-2-[(1 R)-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 μM against, respectively, the chloroquine sensitive FCA 20 GHA and chloroquine resistant W2 strains of Plasmodium falciparum.
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