A new antimalarial quassinoid from Simaba guianensis.
Two antimalarial quassinoids, gutolactone [1] and simalikalactone D [2], have been characterized by bioactivity-directed fractionation from the bark of Simaba guianensis collected near Manaus, Brazil. Compound 2 was previously isolated from Simaba multiflora and Quassia africana and shown to be an active antimalarial in vitro. This is the first occurrence of 1. The structure of the novel quassinoid was established by spectral methods including 2D nmr spectroscopy.
Cabral
J A
JA
Coordenação de Pesquisas em Produtos Naturais, Instituto Nacional de Pesquisas da Amazonia, Manaus, Brazil.
McChesney
J D
JD
Milhous
W K
WK
D000818:Animals; D000962:Antimalarials / Q000302:isolation & purification* / Q000494:pharmacology; D001938:Brazil; D001643:Bridged Bicyclo Compounds / Q000302:isolation & purification* / Q000494:pharmacology; D002855:Chromatography, Thin Layer; D005900:Glaucarubin / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D010936:Plant Extracts / Q000032:analysis / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D010963:Plasmodium falciparum / Q000187:drug effects; D036702:Quassins; D013056:Spectrophotometry, Ultraviolet
D000962:Antimalarials; D001643:Bridged Bicyclo Compounds; D010936:Plant Extracts; D036702:Quassins; C024970:simalikalactone D; D005900:Glaucarubin; C085397:gutolactone