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来自南极蛇尾纲动物阿氏星蛇尾的新型硫酸化多羟基甾体化合物。

New Sulfated Polyhydroxysteroids from the Antarctic Ophiuroid Astrotomaagassizii.

作者信息

Roccatagliata AJ, Maier MS, Seldes AM

机构信息

Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Pabellón 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina.

出版信息

J Nat Prod. 1998 Mar 27;61(3):370-4. doi: 10.1021/np970429c.

Abstract

Three new and two known sulfated steroidal polyols have been isolated from the Antarctic ophiuroid Astrotoma agassizii. All of the new steroids possess a terminal isopropenyl group and a C-21 sulfoxy moiety in the side chain but differ in the steroidal nuclei. The structures of these new steroids were established from spectral and chemical correlations with related steroids as (20R)-cholesta-5,24-diene-2beta,3alpha,21-triol 2,21-disulfate (1), (20R)-5alpha-cholest-24-ene-2beta,3alpha,21-triol 3,21-disulfate (3), and (20R)-cholesta-5,24-diene-2alpha,3alpha,4beta,21-tetrol 3,21-disulfate (5). Analysis of the nonsulfated sterol fraction has shown the presence of cholest-5-en-3beta-ol, cholesta-5,24-dien-3beta-ol and (22E) cholesta-5,22-dien-3beta-ol as the major sterols.

摘要

从南极蛇尾纲动物阿氏星蛇尾(Astrotoma agassizii)中分离出了三种新的和两种已知的硫酸化甾体多元醇。所有新的甾体在侧链中都具有一个末端异丙烯基和一个C-21磺氧基部分,但甾体核有所不同。这些新甾体的结构通过与相关甾体的光谱和化学关联确定为(20R)-胆甾-5,24-二烯-2β,3α,21-三醇2,21-二硫酸盐(1)、(20R)-5α-胆甾-24-烯-2β,3α,21-三醇3,21-二硫酸盐(3)和(20R)-胆甾-5,24-二烯-2α,3α,4β,21-四醇3,21-二硫酸盐(5)。对非硫酸化甾醇部分的分析表明,主要甾醇为胆甾-5-烯-3β-醇、胆甾-5,24-二烯-3β-醇和(22E)胆甾-5,22-二烯-3β-醇。

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