Bradykinin antagonists modified with dipeptide mimetic beta-turn inducers

Bioorg Med Chem Lett. 2006 May 1;16(9):2387-90. doi: 10.1016/j.bmcl.2006.01.125. Epub 2006 Feb 28.

Abstract

Bradykinin (BK) is involved in a wide variety of pathophysiological processes. Potent BK peptide antagonists can be developed introducing constrained unnatural amino acids, necessary to force the secondary structure of the molecule. In this paper, we report a structure-activity relationship study of two peptide analogues of the potent B2 antagonist HOE 140 by replacing the D-Tic-Oic dipeptide with conformationally constrained dipeptide mimetic beta-turn inducers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bradykinin / analogs & derivatives*
  • Bradykinin / chemistry
  • Bradykinin / pharmacology
  • Bradykinin B2 Receptor Antagonists*
  • Dipeptides / chemical synthesis*
  • Dipeptides / chemistry
  • Dipeptides / pharmacology*
  • Drug Design
  • Molecular Conformation
  • Molecular Mimicry*
  • Protein Structure, Secondary
  • Structure-Activity Relationship

Substances

  • Bradykinin B2 Receptor Antagonists
  • Dipeptides
  • icatibant
  • Bradykinin