Discovery of a potent, non-peptide bradykinin B1 receptor antagonist

J Am Chem Soc. 2003 Jun 25;125(25):7516-7. doi: 10.1021/ja0353457.

Abstract

Bradykinin (BK) plays an important role in the pathophysiological processes accompanying pain and inflammation. Selective bradykinin B1 receptor antagonists have been shown to be anti-nociceptive in animal models and could be novel therapeutic agents for the treatment of pain and inflammation. We have explored chemical modifications in a series of dihydroquinoxalinone sulfonamides to evaluate the effects of various structural changes on biological activity. The optimization of a screening lead compound, facilitated by a homology model of the BK B1 receptor, culminated in the discovery of a potent human BK B1 receptor antagonist. Results from site-directed mutagenesis studies and experiments in an animal pain model are presented.

MeSH terms

  • Analgesics / chemistry
  • Analgesics / pharmacology
  • Animals
  • Binding Sites
  • Bradykinin Receptor Antagonists*
  • Dogs
  • Humans
  • Kinetics
  • Models, Molecular
  • Mutagenesis, Site-Directed
  • Pain Measurement / drug effects
  • Quinoxalines / chemistry*
  • Quinoxalines / pharmacology*
  • Rabbits
  • Rats
  • Receptor, Bradykinin B1
  • Receptors, Bradykinin / chemistry
  • Receptors, Bradykinin / genetics
  • Receptors, Bradykinin / metabolism
  • Structure-Activity Relationship

Substances

  • Analgesics
  • Bradykinin Receptor Antagonists
  • Quinoxalines
  • Receptor, Bradykinin B1
  • Receptors, Bradykinin