Effect of ketoconazole on placental aromatase, 3 beta-hydroxysteroid dehydrogenase-isomerase and 17 beta-hydroxysteroid dehydrogenase

J Steroid Biochem. 1986 Dec;25(6):981-4. doi: 10.1016/0022-4731(86)90332-8.

Abstract

Ketoconazole, an orally-active, broad spectrum mycotic agent, was shown to inhibit in vitro human placental microsomal aromatase but was without effect on 3 beta-hydroxysteroid dehydrogenase-isomerase (3 beta-HSD-I) and 17 beta-hydroxysteroid dehydrogenase (17 beta-HSD) activities. The Km of placental aromatase for testosterone was 30 +/- 1.1 nmol/l (mean +/- SEM, n = 6). Inhibition (determined by Lineweaver-Burk plot) was non-competitive with respect to substrate with a Ki value of 3.0 +/- 1.4 mumol/l (mean +/- SEM, n = 6). Ketoconazole was without effect on the 3 beta-HSD-I and 17 beta-HSD activities when using [3H] pregnenolone and [3H] oestradiol, respectively, as substrates. Since ketoconazole is known to inhibit cytochrome P-450-dependent enzyme reactions, the results of the present study support the contention that cytochrome P-450 is involved in the aromatisation process.

MeSH terms

  • 17-Hydroxysteroid Dehydrogenases / metabolism*
  • 3-Hydroxysteroid Dehydrogenases / metabolism*
  • Aromatase Inhibitors*
  • Estradiol / metabolism
  • Female
  • Humans
  • Isomerases / metabolism*
  • Ketoconazole / pharmacology*
  • Microsomes / enzymology
  • Multienzyme Complexes / metabolism*
  • Placenta / enzymology*
  • Pregnancy
  • Pregnenolone / metabolism
  • Progesterone Reductase / metabolism*
  • Steroid Isomerases / metabolism*

Substances

  • 3 beta-hydroxysteroid oxidoreductase-delta(5) 3-ketosteroid isomerase
  • Aromatase Inhibitors
  • Multienzyme Complexes
  • Estradiol
  • Pregnenolone
  • 17-Hydroxysteroid Dehydrogenases
  • 3-Hydroxysteroid Dehydrogenases
  • Progesterone Reductase
  • 3-alpha-(17-beta)-hydroxysteroid dehydrogenase (NAD(+))
  • Isomerases
  • Steroid Isomerases
  • Ketoconazole