Synthesis and biological activity of 5-methylidene 1,2-dihydrochromeno[3,4-f]quinoline derivatives as progesterone receptor modulators

Bioorg Med Chem Lett. 2003 Jun 16;13(12):2071-4. doi: 10.1016/s0960-894x(03)00255-5.

Abstract

A series of 5-methylidene 1,2-dihydrochromeno[3,4-f]quinoline derivatives were synthesized and tested in biological assays to evaluate scope and limitations of the nonsteroidal SPRM pharmacophore (3). A number of orally available highly potent nonsteroidal modulators were identified by modification of the substituents at 5-methylidene position.

MeSH terms

  • Administration, Oral
  • Animals
  • Cell Division / drug effects
  • Cell Line
  • Chlorocebus aethiops
  • Epithelial Cells / cytology
  • Epithelial Cells / drug effects
  • Estradiol / pharmacology
  • Female
  • Humans
  • Inhibitory Concentration 50
  • Progesterone / pharmacology
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Quinolines / pharmacology*
  • Rats
  • Receptors, Progesterone / agonists*
  • Receptors, Progesterone / antagonists & inhibitors*
  • Receptors, Progesterone / metabolism
  • Receptors, Steroid / antagonists & inhibitors
  • Structure-Activity Relationship
  • Transcription, Genetic / drug effects
  • Transfection
  • Uterus / cytology
  • Uterus / drug effects

Substances

  • Quinolines
  • Receptors, Progesterone
  • Receptors, Steroid
  • Progesterone
  • Estradiol