Inhibition of 5 alpha-reductase in genital skin fibroblasts and prostate tissue by dietary lignans and isoflavonoids

J Endocrinol. 1995 Nov;147(2):295-302. doi: 10.1677/joe.0.1470295.

Abstract

Isoflavonoids and lignans, constituents of many plant foods, have been proposed as protective agents in those populations with a low incidence of hormone-dependent cancers. They may act by their inhibition of the metabolism of growth-promoting steroid hormones. This report describes the inhibition of 5 alpha-reductase and 17 beta-hydroxysteroid dehydrogenase by six isoflavonoids and two lignans in human genital skin fibroblast monolayers and homogenates, and in benign prostatic hyperplasia tissue homogenates. In genital skin fibroblasts, genistein, biochanin A and equol were the most potent inhibitors of 5 alpha-reductase activity, each resulting in greater than 80% inhibition at a concentration of 100 microM. The IC50 values for genistein and a seven-compound mixture were approximately 35 microM and 20 microM (2.9 microM of each compound) respectively. Of the lignans, enterolactone was the most potent inhibitor. Inhibition by biochanin A was shown to be reversible. When genital skin fibroblast homogenates were used, biochanin A was found to inhibit 5 alpha-reductase isozymes 1 and 2 to differing extents (30% and 75% respectively). Genistein was shown to inhibit 5 alpha-reductase 2 in a non-competitive nature (Vmax and Km values without and with inhibitor were 30 and 20 pmol/mg protein per h and 177 and 170 nM respectively). All of the compounds tested inhibited 17 beta-hydroxysteroid dehydrogenase activity in genital skin fibroblast monolayers. When prostate tissue homogenates were used, the compounds tested were better inhibitors of 5 alpha-reductase 1 than 2.(ABSTRACT TRUNCATED AT 250 WORDS)

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 17-Hydroxysteroid Dehydrogenases / metabolism
  • 3-Oxo-5-alpha-Steroid 4-Dehydrogenase / metabolism*
  • Chromans / administration & dosage
  • Chromans / pharmacology
  • Depression, Chemical
  • Equol
  • Fibroblasts / enzymology
  • Genistein
  • Humans
  • Isoflavones / administration & dosage
  • Isoflavones / pharmacology*
  • Lignans / administration & dosage
  • Lignans / pharmacology*
  • Male
  • Prostate / enzymology*
  • Prostatic Hyperplasia / enzymology
  • Skin / enzymology*
  • Testis / enzymology*

Substances

  • 4',7-dihydroxy-3,4-dihydroisoflavone
  • Chromans
  • Isoflavones
  • Lignans
  • Equol
  • Genistein
  • 17-Hydroxysteroid Dehydrogenases
  • 3-Oxo-5-alpha-Steroid 4-Dehydrogenase
  • biochanin A