5α-cholest-8(14)-en-3β-ol-15-one, a potent regulator of cholesterol metabolism: Occurrence in rat skin

G. T. Emmons, J. Pyrek St., R. Dam, M. Martin, Keiko Kudo, G. J. Schroepfer

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Abstract

5α-Cholest-8(14)-en-3β-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 (~ 72%) of the 15-ketosterol in hair was esterified. This report constitutes the first isolation of the 15-ketosterol from animal tissues.

Original languageEnglish
Pages (from-to)1039-1054
Number of pages16
JournalJournal of Lipid Research
Volume29
Issue number8
Publication statusPublished - Jan 1 1988

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Endocrinology
  • Cell Biology

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    Emmons, G. T., Pyrek St., J., Dam, R., Martin, M., Kudo, K., & Schroepfer, G. J. (1988). 5α-cholest-8(14)-en-3β-ol-15-one, a potent regulator of cholesterol metabolism: Occurrence in rat skin. Journal of Lipid Research, 29(8), 1039-1054.