Faculty Research 1980 - 1989

Title

Chemical synthesis of 4,4'-dimethyl-7-oxygenated sterols. Inhibitors of 3-hydroxy-3-methylglutaryl reductase.

Document Type

Article

Publication Date

1984

Keywords

Comparative-Study, Hydroxymethylglutaryl-CoA-Reductases: ai, L-Cells: en, Mice, Stereoisomers, Sterols, Structure-Activity-Relationship, SUPPORT-NON-U-S-GOVT, SUPPORT-U-S-GOVT-P-H-S

JAX Source

Chem-Phys-Lipids. 1984 Dec; 36(2):179-88.

Grant

CA02758

Abstract

The chemical syntheses of 4,4'-dimethylcholest-5-en-3 beta-ol-7-one, 4,4'-dimethylcholest-5-ene-3 beta, 7 beta-diol and 4,4'-dimethylcholest-5-ene-3 beta, 7 alpha-diol are described. All of these compounds were found to be potent inhibitors of 3-hydroxy-3-methylglutaryl (HMG-CoA) reductase activity in cultured mouse L cells. The synthetic scheme developed in this study utilizes commercial cholesterol as the starting material and provides a simplified method for the preparation of 4,4'-dimethyl-7-oxygenated steroids.

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