Synthesis of HMG-CoA Reductase Inhibitor Lanost-8-en-3β-ol-7, 11-dione through Oxidation of 3β-acetoxylanost-8-en-7, 11-dione with Pyridinium Chlorochromate
Hiroshi Honda, Wendell S. Grainger, Alyssa M. Parish, Frederick R. Taylor, Edward J. Parish

Abstract
Allylic oxidation of 3B-acetoxylanost-8-ene was accomplished with pyridinium chlorochromate (PCC) and chromium trioxide/ acetic acid to form 3Bacetoxylanost- 8-en-7,11-dione, which was later reduced to lanost-8-en-3β-ol-7,11- dione. It was found that lanost-8-en-3β-ol-7,11-dione is a significant inhibitor of HMG-CoA reductase (HMGR), a key enzyme in the biosynthesis of cholesterol. A 1.26 μM concentration of lanost-8-en-3β-ol-7,11-dione re resulted in a 50% inhibition of the reductase activity.

Full Text: PDF     DOI: 10.15640/jcb.v4n1a1