Five new steroids from Solanum nudum

被引:41
作者
Saez, J
Cardona, W
Espinal, D
Blair, S
Mesa, J
Bocar, M
Jossang, A
机构
[1] Museum Natl Hist Nat, Chim Lab, CNRS, URA 401, F-75005 Paris, France
[2] Univ Antioquia, Fac Sci, Dept Chem, Medellin 1226, Colombia
[3] Univ Antioquia, Fac Sci, Dept Parasitol, Medellin 1226, Colombia
关键词
Solanum nudum; cholest-4-en-3,22-dione; steroids; tumacones A and B; tumacosides A and B; tumaquenone; antimalarial; stereodependent cyclization;
D O I
10.1016/S0040-4020(98)00632-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Five 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 mu M). The observed stereodependent cyclization into spiroketals of two 16-O isomers is discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:10771 / 10778
页数:8
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