Convergent, parallel synthesis of a series of beta-substituted 1,2,4-oxadiazole butanoic acids as potent and selective alpha(v)beta3 receptor antagonists

Bioorg Med Chem Lett. 2006 Feb 15;16(4):839-44. doi: 10.1016/j.bmcl.2005.11.008. Epub 2005 Nov 17.

Abstract

We describe a series of 1,2,4-oxadiazoles, which are potent antagonists of the integrin alpha(v)beta3 and, in addition, show selectivity relative to the other beta3 integrin alpha(IIb)beta3. In whole cells, the majority of these analogs also demonstrated modest selectivity against other alpha(v) integrins such as alpha(v)beta1 and alpha(v)beta6.

MeSH terms

  • Antigens, Neoplasm
  • Butyrates / chemical synthesis*
  • Butyrates / chemistry
  • Butyrates / pharmacology*
  • Cell Line
  • Humans
  • Integrin alphaVbeta3 / antagonists & inhibitors*
  • Integrins / antagonists & inhibitors
  • Molecular Structure
  • Oxadiazoles / chemical synthesis*
  • Oxadiazoles / chemistry
  • Oxadiazoles / pharmacology*
  • Receptors, Vitronectin / antagonists & inhibitors
  • Structure-Activity Relationship

Substances

  • Antigens, Neoplasm
  • Butyrates
  • Integrin alphaVbeta3
  • Integrins
  • Oxadiazoles
  • Receptors, Vitronectin
  • integrin alphavbeta1
  • integrin alphavbeta6