2-hydroxyestradiol-17 alpha and 4-hydroxyestradiol-17 alpha, catechol estrogen analogs with reduced estrogen receptor affinity

Steroids. 1980 Jul;36(1):13-20. doi: 10.1016/0039-128x(80)90063-x.

Abstract

2-Hydroxyest radiol-17 alpha and 4-hydroxyestradiol-17 alpha, the catechol derivatives of estradiol-17 alpha, have reduced affinity for hypothalamic, pituitary, and uterine estrogen receptors, but retain a potency for interaction with catechol-0-methyltransferase equal to that of the natural, 17 beta-hydroxy catechols. This dissociation of receptor binding and catecholamine interactions may allow the use of the 17 alpha catechols as a probe for the mechanism of action of the catechol estrogens.

MeSH terms

  • Amygdala / metabolism
  • Animals
  • Catechol O-Methyltransferase / pharmacology
  • Cytosol / enzymology
  • Estradiol / analogs & derivatives*
  • Estradiol / analysis
  • Estradiol / metabolism
  • Estradiol / pharmacology
  • Estrogens, Catechol
  • Female
  • Hypothalamus / metabolism
  • Methylation
  • Norepinephrine / antagonists & inhibitors
  • Pituitary Gland / metabolism*
  • Preoptic Area / metabolism
  • Rats
  • Receptors, Estrogen / metabolism*

Substances

  • Estrogens, Catechol
  • Receptors, Estrogen
  • Estradiol
  • 2-hydroxyestradiol
  • 4-hydroxyestradiol
  • Catechol O-Methyltransferase
  • Norepinephrine