Chemical synthesis of 4,4'-dimethyl-7-oxygenated sterols. Inhibitors of 3-hydroxy-3-methylglutaryl reductase.
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
Chem-Phys-Lipids. 1984 Dec; 36(2):179-88.
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.
Parish, E J.; Chitrakorn, S; Taylor, F R.; and Saucier, S E., " Chemical synthesis of 4,4'-dimethyl-7-oxygenated sterols. Inhibitors of 3-hydroxy-3-methylglutaryl reductase." (1984). Faculty Research 1980 - 1989. 508.