Benzopyrans are selective estrogen receptor beta agonists with novel activity in models of benign prostatic hyperplasia

J Med Chem. 2006 Oct 19;49(21):6155-7. doi: 10.1021/jm060491j.

Abstract

Benzopyran selective estrogen receptor beta agonist-1 (SERBA-1) shows potent, selective binding and agonist function in estrogen receptor beta (ERbeta) in vitro assays. X-ray crystal structures of SERBA-1 in ERalpha and beta help explain observed beta-selectivity of this ligand. SERBA-1 in vivo demonstrates involution of the ventral prostate in CD-1 mice (ERbeta effect), while having no effect on gonadal hormone levels (ERalpha effect) at 10x the efficacious dose, consistent with in vitro properties of this molecule.

MeSH terms

  • Animals
  • Binding Sites
  • Crystallography, X-Ray
  • Estrogen Receptor alpha / chemistry
  • Estrogen Receptor beta / agonists*
  • Estrogen Receptor beta / chemistry
  • Estrogens
  • Flavonoids / chemical synthesis*
  • Flavonoids / chemistry
  • Flavonoids / pharmacology
  • Humans
  • Ligands
  • Male
  • Mice
  • Models, Molecular
  • Molecular Structure
  • Prostate / drug effects
  • Prostate / pathology
  • Prostatic Hyperplasia / drug therapy*
  • Prostatic Hyperplasia / pathology
  • Selective Estrogen Receptor Modulators / chemical synthesis*
  • Selective Estrogen Receptor Modulators / chemistry
  • Selective Estrogen Receptor Modulators / pharmacology
  • Structure-Activity Relationship

Substances

  • Estrogen Receptor alpha
  • Estrogen Receptor beta
  • Estrogens
  • Flavonoids
  • Ligands
  • SERBA-1 compound
  • Selective Estrogen Receptor Modulators