Action of endogenous steroid inhibitors of brain aromatase relative to fadrozole

J Steroid Biochem Mol Biol. 1993 Mar;44(4-6):641-5. doi: 10.1016/0960-0760(93)90272-x.

Abstract

To study mechanisms of aromatase inhibition in brain cells, a highly effective non-steroidal aromatase inhibitor (Fadrozole; 4-[5,6,7,8-tetra-hydroimidazo- (1,5-a)-pyridin-5-yl] benzonitrile HCl; CGS 16949A) was compared with endogenous C-19 steroids, known to be formed in the preoptic area, which inhibit oestrogen formation. Using a sensitive in vitro tritiated water assay for aromatase activity in avian (dove) preoptic tissue, the order of potency, with testosterone as substrate was: Fadrozole (Ki < 1 x 10(-9) M) > 4-androstenedione > 5 alpha-androstanedione > 5 alpha-dihydrotestosterone (Ki = 6 x 10(-8) M) > 5 beta-androstanedione > 5 beta-dihydrotestosterone (Ki = 3.5 x 10(-7) M) > 5 alpha-androstane-3 alpha,17 beta-diol (Ki = 5 x 10(-6) M) > 5 beta-androstane-3 beta,17 beta-diol. Five other steroids, 5 beta-androstane-3 alpha,17 beta-diol, 5 alpha-androstane-3 beta,17 beta-diol, progesterone, oestradiol and oestrone, showed no inhibition at 10(-4) M. The kinetics indicate that endogenous C-19 steroids show similar competitive inhibition of the aromatase as Fadrozole. Mouse (BALB/c) preoptic aromatase was also inhibited by Fadrozole. We conclude that endogenous C-19 metabolites of testosterone are effective inhibitors of the brain aromatase, and suggest that they bind competitively at the same active site as Fadrozole.

MeSH terms

  • Amygdala / enzymology
  • Androgens / pharmacology*
  • Animals
  • Aromatase Inhibitors*
  • Brain / enzymology*
  • Columbidae
  • Estrogens / pharmacology*
  • Fadrozole / pharmacology*
  • Kinetics
  • Male
  • Mice
  • Mice, Inbred BALB C
  • Preoptic Area / enzymology
  • Progesterone / pharmacology*
  • Structure-Activity Relationship
  • Testosterone / analogs & derivatives
  • Testosterone / pharmacology

Substances

  • Androgens
  • Aromatase Inhibitors
  • Estrogens
  • Testosterone
  • Progesterone
  • Fadrozole