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

✍ Scribed by Edward J. Parish; Sarawee Chitrakorn; Frederick R. Taylor; Sandra E. Saucier

• Book ID: 103038115
• Publisher: Elsevier Science
• Year: 1984
• Tongue: English
• Weight: 517 KB
• Volume: 36
• Category: Article
• ISSN: 0009-3084
• DOI: 10.1016/0009-3084(84)90070-7

✦ Synopsis

The chemical syntheses of 4,4'-dimethylcholest-5-en-3/3-ol-7-one, 4,4'-dimethylcholest-5-ene-3~,7#<liol and 4,4'-dimethylcholest-5-ene-3#,7c~-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.