Exploration of the bicyclo[3.3.1]nonane system as a template for the development of new ligands for the estrogen receptor

Bioorg Med Chem Lett. 2003 Dec 15;13(24):4485-8. doi: 10.1016/j.bmcl.2003.08.061.

Abstract

Three novel structural motifs based on a bicyclo [3.3.1]nonane template were examined as new ligands for estrogen receptor (ER). Type III compounds emerged as the most promising leads for developing high-affinity ER ligands, but they showed little selectivity for either ER subtype. Type II compounds, on the other hand, despite their lower affinity, exhibited significant ERbeta binding selectivity.

Publication types

  • Comparative Study
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Alkanes / chemical synthesis
  • Alkanes / chemistry
  • Alkanes / pharmacology*
  • Animals
  • Bridged Bicyclo Compounds / chemical synthesis
  • Bridged Bicyclo Compounds / chemistry
  • Bridged Bicyclo Compounds / pharmacology*
  • Bridged-Ring Compounds / chemical synthesis
  • Bridged-Ring Compounds / chemistry
  • Bridged-Ring Compounds / pharmacology*
  • Cyclofenil / metabolism
  • Estrogen Receptor alpha
  • Estrogen Receptor beta
  • Female
  • Indicators and Reagents
  • Kinetics
  • Ligands
  • Models, Molecular
  • Molecular Structure
  • Radioligand Assay
  • Receptors, Estrogen / drug effects
  • Receptors, Estrogen / metabolism*
  • Structure-Activity Relationship
  • Substrate Specificity

Substances

  • Alkanes
  • Bridged Bicyclo Compounds
  • Bridged-Ring Compounds
  • Estrogen Receptor alpha
  • Estrogen Receptor beta
  • Indicators and Reagents
  • Ligands
  • Receptors, Estrogen
  • bicyclo(3.3.1)nonane
  • Cyclofenil
  • nonane