INHIBITION OF STEROL BIOSYNTHESIS BY 9-ALPHA-FLUORO AND 9-ALPHA-HYDROXY DERIVATIVES OF 5-ALPHA-CHOLEST-8(14)-EN-3-BETA-OL-15-ONE

被引：30
作者：
SCHROEPFER, GJ
PARISH, EJ
TSUDA, M
KANDUTSCH, AA
机构：
[1] RICE UNIV,DEPT CHEM,HOUSTON,TX 77001
[2] JACKSON LAB,BAR HARBOR,ME 04609
来源：
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS | 1979年 / 91卷 / 02期
基金：
美国国家卫生研究院;
关键词：
D O I：
10.1016/0006-291X(79)91565-1
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：
5α-Cholest-8(14)-en-3β,9α-diol-15-one has been prepared by chemical synthesis in two steps from 5α-cholest-8(14)-en-3β-ol-15-one. 9α-Fluoro-5α-cholest-8(14)-en-3β-ol-15-one was prepared in 91% yield from the corresponding 9α-hydroxysterol. 9α-Fluoro-5α-cholest-8(14)-en-3,15-dione was prepared, in 84% yield, from the corresponding 3β-hydroxy compound. These compounds have been found to be potent inhibitors of sterol synthesis in animal cells in culture. The concentrations of the steroids required to cause a 50% inhibition of the synthesis of digitonin-precipitable sterols from labeled acetate were comparable to those required to cause a 50% reduction in the levels of HMG-CoA reductase activity in the same cells. © 1979.
引用
收藏
页码：606 / 613
页数：8
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