5 alpha-cholest-8(14)-en-3 beta-ol-15-one, a potent regulator of cholesterol metabolism: occurrence in rat skin.
5 alpha-Cholest-8(14)-en-3 beta-ol-15-one is a potent inhibitor of cholesterol biosynthesis which has significant hypocholesterolemic activity upon oral administration to animals. Described herein are the results of experiments that indicate the presence of the 15-ketosterol in rat skin. The 15-ketosterol was, after purification by medium pressure liquid chromatography on Lichroprep RP-8 columns, thin-layer chromatography on silica gel G, and reverse phase high performance liquid chromatography, characterized by gas-liquid chromatography-mass spectrometry in the form of its trimethylsilyl ether derivative. The use of an internal standard containing both tritium and deuterium permitted the determination of the levels of the 15-ketosterol by mass fragmentography. The results of five separate analyses of portions of the skin of a male Sprague Dawley rat showed a mean value of 84.5 +/- 4.1 (SEM) ng per g. Analyses of hair samples of ten male Sprague Dawley rats indicated a mean level of 143 +/- 19 (SEM) ng per g of hair. Most (approximately 72%) of the 15-ketosterol in hair was esterified. This report constitutes the first isolation of the 15-ketosterol from animal tissues.
Emmons
G T
GT
Department of Biochemistry, Rice University, Houston, TX 77251.
St Pyrek
J
J
Dam
R
R
Martin
M
M
Kudo
K
K
Schroepfer
G J
GJ
D000818:Animals; D000924:Anticholesteremic Agents / Q000032:analysis*; D002782:Cholestenes / Q000032:analysis*; D002783:Cholestenones / Q000032:analysis*; D002784:Cholesterol / Q000378:metabolism*; D004952:Esters / Q000032:analysis; D006197:Hair / Q000032:analysis; D008297:Male; D051381:Rats; D011919:Rats, Inbred Strains; D012867:Skin / Q000032:analysis*
D000924:Anticholesteremic Agents; D002782:Cholestenes; D002783:Cholestenones; D004952:Esters; C015073:cholest-8(14)-en-3-ol-15-one; D002784:Cholesterol