奥菲甾醇，一种来自海洋海绵奥菲蛇尾海绵的新型C31甾醇。

Ophirasterol, a new C31 sterol from the marine sponge Topsentia ophiraphidites.

作者信息

Calderón Gladys J, Castellanos Leonardo, Duque Carmenza, Echigo Shizue, Hara Noriyuki, Fujimoto Yoshinori

机构信息

Departamento de Química, Universidad Nacional de Colombia, Ciudad Universitaria, AA 14490, Bogotá, Colombia.

出版信息

Steroids. 2004 Feb;69(2):93-100. doi: 10.1016/j.steroids.2003.11.001.

DOI:10.1016/j.steroids.2003.11.001

PMID:15013687

Abstract

Analysis of the sterol fraction obtained from the Colombian Caribbean sponge Topsentia ophiraphidites revealed that this sponge is a rich source of C30 and C31 sterols. Among them, a new C31 sterol, named ophirasterol, was isolated, and its structure was established as (22E,24R)-24-(1-buten-2-yl)cholesta-5,22-dien-3beta-ol (1) by spectral means and comparison with synthetic C-24 epimers with known configuration. Other isolated C30 and C31 sterols were the known 24-ethyl-24-methyl-22-dehydrocholesterol (2), 24-isopropyl-22-dehydrocholesterol (3), 24-isopropylcholesterol (4), 24-ethyl-24-methylcholesterol (5), 24-isopropenyl-25-methyl-22-dehydrocholesterol (6) and 24-isopropenyl-25-methylcholesterol (7), and 24-isopropenyl-22-dehydrocholesterol (8).

摘要

对从哥伦比亚加勒比海海绵Topsentia ophiraphidites中获得的甾醇部分进行分析后发现，这种海绵富含C30和C31甾醇。其中，分离出一种名为ophirasterol的新型C31甾醇，并通过光谱手段以及与已知构型的合成C-24差向异构体进行比较，将其结构确定为(22E,24R)-24-(1-丁烯-2-基)胆甾-5,22-二烯-3β-醇(1)。其他分离出的C30和C31甾醇有已知的24-乙基-24-甲基-22-脱氢胆固醇(2)、24-异丙基-22-脱氢胆固醇(3)、24-异丙基胆固醇(4)、24-乙基-24-甲基胆固醇(5)、24-异丙烯基-25-甲基-22-脱氢胆固醇(6)和24-异丙烯基-25-甲基胆固醇(7)，以及24-异丙烯基-22-脱氢胆固醇(8)。