The microbiological hydroxylation of 3,16-disubstituted androstanes by Cephalosporium aphidicola

被引：10
|
作者：
Hanson, JR [1 ]
Hitchcock, PB [1 ]
Hunter, AC [1 ]
机构：
[1] Univ Sussex, Sch Chem Phys & Environm Sci, Brighton BN1 9QJ, E Sussex, England
来源：
PHYTOCHEMISTRY | 1998年 / 49卷 / 05期
关键词：
Cephalosporium aphidicola; microbiological hydroxylation; steroid; 5 alpha-androstane-3,16-dione;
D O I：
10.1016/S0031-9422(98)00096-X
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
5 alpha-Androstane-3, 16-dione has been prepared by hydroboration and oxidation of 3 beta-hydroxy-5 alpha-androst-16-ene. Reduction with sodium borohydride gave the 3 beta, 16 beta-diol. The fungus Cephalosporium aphidicola has been shown to hydroxylate 5 alpha-androstane-3, 16-dione predominantly at the C-6 beta position with minor hydroxylation occurring at the C-7 alpha and C-14 alpha positions. In contrast hydroxylation of the 3 beta, 16 beta-diol took place at C-11 alpha. The 3 beta-hydroxy-16 alpha, 17 alpha-epoxide was hydroxylated at the C-6 beta position. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1287 / 1292
页数：6
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