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来自洛伦茨氏瓦斯比亚属植物的睡茄内酯

Withanolides from Vassobia lorentzii.

作者信息

Misico R I, Gil R R, Oberti J C, Veleiro A S, Burton G

机构信息

Departamento de Química Orgánica and IMBIV, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, 5000 Córdoba, Argentina.

出版信息

J Nat Prod. 2000 Oct;63(10):1329-32. doi: 10.1021/np000022z.

DOI:10.1021/np000022z
PMID:11076546
Abstract

Eight new withanolides were isolated from the aerial parts of Vassobia lorentzii and characterized by spectroscopic methods and with the aid of molecular modeling. The compounds were identified as (17S,20R,22R)-5beta,6beta:18,20-diepoxy-18-hydro xy-1-oxowitha-2,5, 24-trienolide (1); (17S,20R,22R)-18,20-epoxy-4beta, 18-dihydroxy-1-oxowitha-2,5,24-trienolide (2); (17S,18R,20R, 22R)-4beta-hydroxy-18,20-epoxy-18-methoxy-1-oxowitha-2,5, 24-trienolide (3); (17S,18S,20R,22R)-4beta-hydroxy-18, 20-epoxy-18-methoxy-1-oxowitha-2,5,24-trienolide (4); (17S,20R, 22R)-4beta-hydroxy-18,20-epoxy-1,18-dioxowitha-2,5,24-tri enolide (5); (17S,18R,20R,22R)-18,20-epoxy-18-methoxy-1,4-dioxowitha++ +-2,5, 24-trienolide (6); (17S,18S,20R,22R)-18,20-epoxy-18-methoxy-1, 4-dioxowitha-2,5,24-trienolide (7); and (17S,20R,22R)-5beta, 6beta-epoxy-4beta,18,20-trihydroxy-1-oxowitha-2,24-die nolide (8). Compounds 1 and 2 were obtained as epimeric mixtures at C-18.

摘要

从洛伦茨氏瓦斯比亚(Vassobia lorentzii)地上部分分离出8种新的维甾烷醇内酯,并通过光谱方法和借助分子模型对其进行了表征。这些化合物被鉴定为(17S,20R,22R)-5β,6β:18,20-二环氧-18-羟基-1-氧代维甾-2,5,24-三烯醇内酯(1);(17S,20R,22R)-18,20-环氧-4β,18-二羟基-1-氧代维甾-2,5,24-三烯醇内酯(2);(17S,18R,20R,22R)-4β-羟基-18,20-环氧-18-甲氧基-1-氧代维甾-2,5,24-三烯醇内酯(3);(17S,18S,20R,22R)-4β-羟基-18,20-环氧-18-甲氧基-1-氧代维甾-2,5,24-三烯醇内酯(4);(17S,20R,22R)-4β-羟基-18,20-环氧-1,18-二氧代维甾-2,5,24-三烯醇内酯(5);(17S,18R,20R,22R)-18,20-环氧-18-甲氧基-1,4-二氧代维甾-2,5,24-三烯醇内酯(6);(17S,18S,20R,22R)-18,20-环氧-18-甲氧基-1,4-二氧代维甾-2,5,24-三烯醇内酯(7);以及(17S,20R,22R)-5β,6β-环氧-4β,18,20-三羟基-1-氧代维甾-2,24-二烯醇内酯(8)。化合物1和2是以C-18位的差向异构体混合物形式获得的。

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