Aromatic beta-amino-ketone derivatives as novel selective non-steroidal progesterone receptor antagonists

Bioorg Med Chem. 2010 Jun 15;18(12):4255-68. doi: 10.1016/j.bmc.2010.04.092. Epub 2010 May 24.

Abstract

A novel class of non-steroidal progesterone receptor antagonists with aromatic beta-amino-ketone scaffold have been synthesized and characterized with high binding affinity and great selectivity for the cognate receptors. Among them, compound 22 was shown to be the most potent progesterone receptor antagonist in cotransfection assay and a murine model of ligand-induced decidualization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aniline Compounds / chemical synthesis
  • Aniline Compounds / chemistry*
  • Aniline Compounds / pharmacology
  • Animals
  • Binding Sites
  • Chalcones / chemical synthesis
  • Chalcones / chemistry*
  • Chalcones / pharmacology
  • Computer Simulation
  • Crystallography, X-Ray
  • Humans
  • Ketones / chemical synthesis
  • Ketones / chemistry*
  • Ketones / pharmacology
  • Ligands
  • Mice
  • Molecular Conformation
  • Protein Binding
  • Receptors, Progesterone / antagonists & inhibitors*
  • Receptors, Progesterone / metabolism
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • 3-(4-nitrophenylamino)-3-(3-fluorophenyl)-1-p-tolylpropan-1-one
  • Aniline Compounds
  • Chalcones
  • Ketones
  • Ligands
  • Receptors, Progesterone