Discovery of novel quinoline-based estrogen receptor ligands using peptide interaction profiling

J Med Chem. 2005 Mar 24;48(6):2243-7. doi: 10.1021/jm040154f.

Abstract

Traditional approaches to discovery of selective estrogen receptor modulators (SERMs) have relied on ER binding and cell-based estrogen response element-driven assays to identify compounds that are osteoprotective but nonproliferative in breast and uterine tissues. To discover new classes of potential SERMs, we have employed a cell-free microsphere-based binding assay to rapidly characterize ERalpha interactions with conformation-sensing cofactor or phage display peptides. Peptide profiles of constrained triarenes were compared to known proliferative and nonproliferative ER ligands to discover potent quinoline-based ligands with minimal Ishikawa cell stimulation.

MeSH terms

  • Alkaline Phosphatase / biosynthesis
  • Binding, Competitive
  • Cell Line
  • Cell Proliferation / drug effects
  • Cell-Free System
  • Endometrium / cytology
  • Enzyme Induction
  • Estrogen Receptor alpha / drug effects
  • Estrogen Receptor alpha / metabolism
  • Estrogen Receptor beta / drug effects
  • Estrogen Receptor beta / metabolism
  • Female
  • Humans
  • Ligands
  • Microspheres
  • Peptide Library
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Quinolines / pharmacology
  • Receptors, Estrogen / drug effects*
  • Receptors, Estrogen / metabolism
  • Selective Estrogen Receptor Modulators / chemical synthesis*
  • Selective Estrogen Receptor Modulators / chemistry
  • Selective Estrogen Receptor Modulators / pharmacology

Substances

  • Estrogen Receptor alpha
  • Estrogen Receptor beta
  • Ligands
  • Peptide Library
  • Quinolines
  • Receptors, Estrogen
  • Selective Estrogen Receptor Modulators
  • Alkaline Phosphatase