Structure-activity relationships and sub-type selectivity in an oxabicyclic estrogen receptor alpha/beta agonist scaffold

Bioorg Med Chem Lett. 2005 Mar 1;15(5):1463-6. doi: 10.1016/j.bmcl.2004.12.077.

Abstract

An oxabicyclic template for estrogen receptor alpha and beta agonists has been identified which can be tuned to provide moderate levels of selectivity for either receptor sub-type. Structure-activity relationships within this phenol-substituted oxabicyclo[3.3.1]nonene series are described. Select compounds from the present series showed activity in vivo after oral dosing in rodent models of uterine proliferation.

MeSH terms

  • Administration, Oral
  • Alkenes / chemistry
  • Alkenes / pharmacology*
  • Animals
  • Bridged Bicyclo Compounds / chemistry
  • Bridged Bicyclo Compounds / pharmacology*
  • Dose-Response Relationship, Drug
  • Estrogen Receptor alpha / agonists*
  • Estrogen Receptor alpha / physiology
  • Estrogen Receptor beta / agonists*
  • Estrogen Receptor beta / physiology
  • Female
  • Models, Animal
  • Molecular Conformation
  • Organ Size / drug effects
  • Ovariectomy
  • Phenols / chemistry
  • Rats
  • Stereoisomerism
  • Structure-Activity Relationship
  • Uterus / cytology
  • Uterus / drug effects

Substances

  • Alkenes
  • Bridged Bicyclo Compounds
  • Estrogen Receptor alpha
  • Estrogen Receptor beta
  • Phenols