Potent integrin antagonists from a small library of RGD-including cyclic pseudopeptides

Org Lett. 2001 Apr 5;3(7):1001-4.

Abstract

[structure: see text]. A small library of cyclic RGD pseudopentapeptides incorporating stereoisomeric 6,5- and 7,5-fused bicyclic lactams was synthesized with the aim of developing active and selective integrin antagonists. The solid-phase synthesis and activity of these RGD derivatives is described. The approach led to two of the most active known inhibitors of alpha(V)beta3 receptor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / metabolism
  • Bridged Bicyclo Compounds / chemical synthesis*
  • Bridged Bicyclo Compounds / chemistry
  • Bridged Bicyclo Compounds / metabolism
  • Cyclization
  • Intercellular Signaling Peptides and Proteins
  • Kinetics
  • Lactams / chemical synthesis*
  • Lactams / chemistry
  • Lactams / metabolism
  • Molecular Structure
  • Oligopeptides / chemical synthesis*
  • Oligopeptides / chemistry
  • Oligopeptides / metabolism
  • Peptide Library
  • Peptides / metabolism
  • Platelet Aggregation Inhibitors / metabolism
  • Protein Structure, Secondary
  • Radioligand Assay
  • Receptors, Vitronectin / antagonists & inhibitors*
  • Receptors, Vitronectin / chemistry

Substances

  • Antineoplastic Agents
  • Bridged Bicyclo Compounds
  • Intercellular Signaling Peptides and Proteins
  • Lactams
  • Oligopeptides
  • Peptide Library
  • Peptides
  • Platelet Aggregation Inhibitors
  • Receptors, Vitronectin
  • echistatin
  • arginyl-glycyl-aspartic acid