INHIBITORS OF STEROL SYNTHESIS - CHEMICAL SYNTHESIS AND SPECTRAL PROPERTIES OF (25R)-5-ALPHA-CHOLEST-8(14)-ENE-3-BETA,15-BETA,26-TRIOL, A POTENTIAL METABOLITE OF 3-BETA-HYDROXY-5-ALPHA-CHOLEST-8(14)-EN-15-ONE AND ITS EFFECTS ON 3-HYDROXY-3-METHYLGLUTARYL-COENZYME-A REDUCTASE IN CHO-K1 CELLS

被引：11

作者：

SWAMINATHAN, S

PINKERTON, FD

WILSON, WK

SCHROEPFER, GJ

机构：

[1] RICE UNIV,DEPT BIOCHEM & CELL BIOL,POB 1892,HOUSTON,TX 77251

[2] RICE UNIV,DEPT CHEM,HOUSTON,TX 77251

来源：

CHEMISTRY AND PHYSICS OF LIPIDS | 1992年 / 61卷 / 03期

关键词：

15-OXYGENATED STEROLS; INHIBITORS OF STEROL SYNTHESIS; NMR OF STEROLS;

D O I：

10.1016/0009-3084(92)90103-V

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：

(25R)-5-alpha-Cholest-8(14)-ene-3-beta,15-beta,26-triol (III) was prepared by reduction of (25R)-3-beta,26-diacetoxy-5-alpha-cholest-8(14)-en-15-one with sodium borohydride followed by treatment of the crude product with lithium aluminium hydride. The trihydroxysterol III, a potential metabolite of 3-beta-hydroxy-5-alpha-cholest-8(14)-en-15-one, was characterized by the results of mass spectral studies and by nuclear magnetic resonance (NMR) spectroscopy. Full H-1 and C-13 NMR assignments for III and 5-alpha-cholest-8(14)-ene-3-beta,15-beta-diol are given and used to establish the structure of III. The triol was found to be very potent in lowering the levels of 3-hydroxy-3-methylglutaryl coenzyme A reductase activity in Chinese hamster ovary cells.

引用

页码：235 / 242

页数：8

共 40 条

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