Biphenyls as potent vitronectin receptor antagonists. Part 3: Squaric acid amides

Bioorg Med Chem Lett. 2007 Nov 15;17(22):6151-4. doi: 10.1016/j.bmcl.2007.09.039. Epub 2007 Sep 14.

Abstract

Vitronectin receptor (alpha(V)beta(3)) antagonists have been implicated as a possible new treatment of restenosis following balloon angioplasty. In this work we investigate a series of novel arginine mimetic scaffolds leading to new insight of the alpha(V)beta(3)/ligand interaction. Squaric acid amide 10 is a subnanomolar alpha(V)beta(3) antagonist with improved potency on human smooth muscle cell migration.

MeSH terms

  • Binding Sites / drug effects
  • Biphenyl Compounds / chemistry
  • Biphenyl Compounds / pharmacology*
  • Cyclobutanes / chemistry
  • Cyclobutanes / pharmacology*
  • Humans
  • Ligands
  • Models, Molecular
  • Molecular Structure
  • Protein Structure, Tertiary
  • Receptors, Vitronectin / antagonists & inhibitors*
  • Receptors, Vitronectin / chemistry
  • Structure-Activity Relationship
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology*

Substances

  • Biphenyl Compounds
  • Cyclobutanes
  • Ligands
  • Receptors, Vitronectin
  • Sulfonamides
  • squaric acid amide
  • squaric acid dibutyl ester