Synthesis and biological evaluation of new conformationally biased integrin ligands based on a tetrahydroazoninone scaffold

Bioorg Med Chem Lett. 2007 Mar 1;17(5):1341-5. doi: 10.1016/j.bmcl.2006.11.085. Epub 2006 Dec 2.

Abstract

The synthesis of new conformationally biased cyclic pentapeptides, incorporating the RGD sequence, and built around a tetrahydroazoninone scaffold, is reported. They exhibit interesting activity towards integrin alphaVbeta3 and a remarkable selectivity in comparison with integrin alphaVbeta5.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azo Compounds / chemical synthesis*
  • Azo Compounds / pharmacology
  • Humans
  • Integrin alphaVbeta3 / metabolism
  • Integrins / metabolism*
  • Ligands
  • Molecular Conformation
  • Oligopeptides
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / pharmacology*
  • Receptors, Vitronectin / metabolism
  • Structure-Activity Relationship
  • Substrate Specificity

Substances

  • Azo Compounds
  • Integrin alphaVbeta3
  • Integrins
  • Ligands
  • Oligopeptides
  • Peptides, Cyclic
  • Receptors, Vitronectin
  • integrin alphaVbeta5
  • arginyl-glycyl-aspartic acid