Isolation and Antimalarial Activity of Alkaloids from Pseudoxandra cuspidata

Abstract

A novel and very unusual azaanthracene alkaloid, 1-aza-7,8,9,10-tetramethoxy-4-methyl-2-oxo-1,2-dihydroanthracene (1) and a new diastereoisomer of the bis-benzylisoquinoline alkaloid rodiasine, 1S,1′R-rodiasine (2), as well as the alkaloids O-methylpunjabine (3) and O-methylmoschatoline (4) have been isolated from Pseudoxandra cuspidata bark, used in French Guiana as an antimalarial. Their structures were elucidated by spectroscopic analyses, especially 2D-NMR techniques (ADEQUATE and NOESY). We found that the antimalarial activity of this bark was mostly due to bis-benzylisoquinoline 1S,1′R-rodiasine (2) (IC₅₀= 1 μM) also displaying a low cytotoxicity.

Pseudoxandra cuspidata - Annonaceae - alkaloids - azaanthracene - bis-benzylisoquinoline alkaloids - aporphine alkaloids - Plasmodium falciparum - MCF-7 cells

References

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