Faculty Research 1980 - 1989

Title

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

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).

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