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

来源：

TETRAHEDRON | 1998年 / 54卷 / 36期

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

页码：10771 / 10778

页数：8