Faculty Research 1980 - 1989
A facile synthesis of lanost-8-en-3 beta-ol-24-one (24-ketolanosterol). An inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A reductase.
Document Type
Article
Publication Date
1988
Keywords
Cells-Cultured, Hydroxymethylglutaryl-CoA-Reductases: ai, L-Cells, Lanosterol: aa, Mice, SUPPORT-NON-U-S-GOVT
First Page
255
Last Page
259
JAX Source
Chem Phys Lipids 1988 Oct; 48(3-4):255-9.
Abstract
A facile chemical synthesis of lanost-8-en-3 beta-ol-24-one (24-ketolanosterol) is described. This compound was found to be a potent inhibitor of 3-hydroxy-3-methylglutaryl (HMG) CoA reductase activity in cultured mouse L cells. The synthetic scheme developed in this study utilizes commercial lanosterol as a starting material and involves selective hydroboration of the C-24 double bond followed by oxidation of the carbon-boron bond at C-24 by pyridinium chlorochromate (PCC).
Recommended Citation
Parish EJ,
Honda H,
Chitrakorn S,
Taylor FR.
A facile synthesis of lanost-8-en-3 beta-ol-24-one (24-ketolanosterol). An inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A reductase. Chem Phys Lipids 1988 Oct; 48(3-4):255-9.