CONTIGNASTEROL, A HIGHLY OXYGENATED STEROID WITH THE UNNATURAL 14-BETA CONFIGURATION FROM THE MARINE SPONGE PETROSIA-CONTIGNATA THIELE, 1899

被引:78
作者
BURGOYNE, DL
ANDERSEN, RJ
ALLEN, TM
机构
[1] UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1Z4,BC,CANADA
[2] UNIV BRITISH COLUMBIA,DEPT OCEANOG,VANCOUVER V6T 1Z4,BC,CANADA
[3] UNIV ALBERTA,DEPT PHARMACOL,EDMONTON T6G 2H7,ALBERTA,CANADA
关键词
D O I
10.1021/jo00028a024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Contignasterol (1), a highly oxygenated steroid with the ''unnatural'' 14-beta proton configuration and a cyclic hemiacetal functionality in its side chain, has been isolated from the marine sponge Petrosia contignata. The structure of contignasterol was elucidated via spectroscopic studies of its tetraacetate 2 and its reduction product pentaacetate 5. Contignasterol (1) is the first example of a naturally occurring steroid with the ''unnatural'' 14-beta proton configuration.
引用
收藏
页码:525 / 528
页数:4
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