Stereospecific synthesis of 24-propylcholesterol isolated from the Texas brown tide

被引：18

作者：

Giner, JL ^{[1
]}

Li, XY ^{[1
]}

机构：

[1] SUNY Syracuse, Dept Chem, ESF, Syracuse, NY 13210 USA

来源：

TETRAHEDRON | 2000年 / 56卷 / 49期

基金：

美国海洋和大气管理局;

关键词：

algae; marine metabolites; steroids and sterols;

D O I：

10.1016/S0040-4020(00)00931-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alga that causes the: 'Texas brown tide', Aureoumbra lagunensis, contains 24-propylcholesterol, a potentially useful biomarker for this organism. The stereochemical configuration at C-24 was determined through synthesis using the Johnson orthoester Claisen rearrangement. Both (24R)- and (24S)-24-propylcholesterol, as well as (24R)- and (24S)-Delta (22) 24-propylcholesterol, were synthesized and characterized. The naturally occurring isomer was found to be (24R)-24-propylcholesterol. (C) 2000 Elsevier Science Ltd. All rights reserved.

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页码：9575 / 9580

页数：6

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