Identification of 17 alpha,20 alpha-dihydroxyprogesterone in testicular extracts after incubation with ketoconazole

Biomed Mass Spectrom. 1985 Jun;12(6):296-301. doi: 10.1002/bms.1200120608.

Abstract

The antifungal ketoconazole affects testosterone synthesis in dispersed rat testicular cells. In the presence of ketoconazole an accumulation of 17 alpha,20 alpha-dihydroxyprogesterone has been observed. This steroid was isolated from the testis of Wistar rats after a [4-14C]progesterone incorporation in the presence of ketoconazole. Its identification was achieved from the gas chromatographic/mass spectrometric analysis of the isolated radioactive fraction. A chemical derivatization of the fraction with butylboronic acid followed by mass spectrometric analysis confirmed the presence of 17 alpha,20 alpha-dihydroxyprogesterone.

MeSH terms

  • Animals
  • Carbon Radioisotopes
  • Gas Chromatography-Mass Spectrometry / methods
  • Hydroxyprogesterones / biosynthesis*
  • Hydroxyprogesterones / isolation & purification
  • Ketoconazole / pharmacology*
  • Male
  • Progesterone / metabolism
  • Rats
  • Rats, Inbred Strains
  • Testis / drug effects
  • Testis / metabolism*

Substances

  • Carbon Radioisotopes
  • Hydroxyprogesterones
  • 17,20-dihydroxy-4-pregnen-3-one
  • Progesterone
  • Ketoconazole