Five new steroids from Solanum nudum
1998; Elsevier BV; Volume: 54; Issue: 36 Linguagem: Inglês
10.1016/s0040-4020(98)00632-2
ISSN1464-5416
AutoresJairo Sáez, Wilson Cardona, Diego Espinal, Silvia Blair, Jacqueline Mesa, Mamadou Bocar, Akino Jössang,
Tópico(s)Marine Sponges and Natural Products
ResumoFive new steroids, the cholest-4-ene-3,22-diones: tumacone A (1), tumacone B (2), tumacoside A (3), tumacoside B (4), and a furostenone: tumaquenone (5), besides diosgenone (6), were isolated from the aerial parts of Solanum nudum. Their structures were determined by 2D NMR, MS analyses and chemical correlations. Steroid 3 and 5 displayed in vitro antimalarial activity against a Plasmodium falciparum chloroquine-resistant FCB-1 strain (IC50 27 and 16 μM). The observed stereodependent cyclization into spiroketals of two 16-O isomers is discussed.
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