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A facile synthesis of lanost-8-en-3β-ol-24-one (24-ketolanosterol). An inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A reductase

✍ Scribed by Edward J. Parish; Hiroshi Honda; Sarawanee Chitrakorn; Frederick R. Taylor

Publisher
Elsevier Science
Year
1988
Tongue
English
Weight
361 KB
Volume
48
Category
Article
ISSN
0009-3084

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✦ Synopsis

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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