B-ring unsaturated estrogens: biological evaluation of 17alpha-Dihydroequilein and novel B-Nor-6-thiaequilenins as tissue selective estrogens

Bioorg Med Chem Lett. 2003 Dec 15;13(24):4281-4. doi: 10.1016/j.bmcl.2003.09.060.

Abstract

The pharmacology and SAR of representative equine estogens is described. 17alpha-Dihydroequilenin was found to prevent bone loss after 5 weeks of oral administration to ovariectomized rats. The stereochemical significance of the D-ring and the C/D ring juncture was investigated with a series of benzothiophene-based equilenin analogues.

MeSH terms

  • Animals
  • Equilin / analogs & derivatives
  • Equilin / chemical synthesis
  • Equilin / chemistry
  • Equilin / pharmacology*
  • Estradiol Congeners / administration & dosage
  • Estradiol Congeners / chemical synthesis
  • Estradiol Congeners / chemistry
  • Estradiol Congeners / pharmacology*
  • Female
  • Models, Molecular
  • Molecular Conformation
  • Organ Size / drug effects
  • Ovariectomy
  • Rats
  • Stereoisomerism
  • Structure-Activity Relationship
  • Uterus / anatomy & histology
  • Uterus / drug effects

Substances

  • Estradiol Congeners
  • Equilin
  • dihydroequilin