Dehydroepiandrosterone 7alpha-hydroxylation in human tissues: possible interference with type 1 11beta-hydroxysteroid dehydrogenase-mediated processes

J Steroid Biochem Mol Biol. 2007 May;104(3-5):326-33. doi: 10.1016/j.jsbmb.2007.03.026. Epub 2007 Mar 24.

Abstract

Dehydroepiandrosterone (DHEA) is 7alpha-hydroxylated by the cytochome P450 7B1 (CYP7B1) in the human brain and liver. This produces 7alpha-hydroxy-DHEA that is a substrate for 11beta-hydroxysteroid dehydrogenase type 1 (11beta-HSD1) which exists in the same tissues and carries out the inter-conversion of 7alpha- and 7beta-hydroxy-DHEA through a 7-oxo-intermediary. Since the role of 11beta-HSD1 is to transform the inactive cortisone into active cortisol, its competitive inhibition by 7alpha-hydroxy-DHEA may support the paradigm of native anti-glucocorticoid arising from DHEA. Therefore, our objective was to use human tissues to assess the presences of both CYP7B1 and 11beta-HSD1. Human skin was selected then and used to test its ability to produce 7alpha-hydroxy-DHEA, and to test the interference of 7alpha- and 7beta-hydroxy-DHEA and 7-oxo-DHEA with the 11beta-HSD1-mediated oxidoreduction of cortisol and cortisone. Immuno-histochemical studies showed the presence of both CYP7B1 and 11beta-HSD1 in the liver, skin and tonsils. DHEA was readily 7alpha-hydroxylated when incubated using skin slices. A S9 fraction of dermal homogenates containing the 11beta-HSD1 carried out the oxidoreduction of cortisol and cortisone. Inhibition of the cortisol oxidation by 7alpha-hydroxy-DHEA and 7beta-hydroxy-DHEA was competitive with a Ki at 1.85+/-0.495 and 0.255+/-0.005 microM, respectively. Inhibition of cortisone reduction by 7-oxo-DHEA was of a mixed type with a Ki at 1.13+/-0.15 microM. These findings may support the previously proposed native anti-glucocorticoid paradigm and suggest that the 7alpha-hydroxy-DHEA production is a key for the fine tuning of glucocorticoid levels in tissues.

MeSH terms

  • 11-beta-Hydroxysteroid Dehydrogenase Type 1 / metabolism*
  • Cortisone / metabolism
  • Cytochrome P-450 Enzyme System / metabolism*
  • Cytochrome P450 Family 7
  • Dehydroepiandrosterone / analogs & derivatives
  • Dehydroepiandrosterone / metabolism*
  • Dehydroepiandrosterone / pharmacology
  • Female
  • Humans
  • Hydrocortisone / metabolism
  • Hydroxylation
  • Immunohistochemistry
  • In Vitro Techniques
  • Male
  • Oxidation-Reduction
  • Skin / enzymology
  • Skin / metabolism
  • Steroid Hydroxylases / metabolism*

Substances

  • 7-oxodehydroepiandrosterone
  • Dehydroepiandrosterone
  • 7-hydroxydehydroepiandrosterone
  • Cytochrome P-450 Enzyme System
  • 11-beta-Hydroxysteroid Dehydrogenase Type 1
  • Steroid Hydroxylases
  • Cytochrome P450 Family 7
  • CYP7B1 protein, human
  • Cortisone
  • Hydrocortisone