Discovery and evaluation of terephthalic acid derivatives as potent alpha4beta1 integrin antagonists

J Enzyme Inhib Med Chem. 2003 Aug;18(4):309-12. doi: 10.1080/1475636031000120407.

Abstract

Terephthalic acid based derivatives containing beta- and gamma-amino acid residues were prepared as antagonists of the leukocyte cell adhesion process that is mediated through the interaction of the very late antigen 4 (VLA-4) and the vascular cell adhesion molecule 1 (VCAM-1). The compounds 2, 10-12, 14, and 16-17 inhibited the adhesion in a cell based assay in the low and sub micromolar range.

MeSH terms

  • Amides / chemistry
  • Cell Adhesion / drug effects*
  • Humans
  • Integrin alpha4beta1 / antagonists & inhibitors*
  • Phthalic Acids / chemistry
  • Phthalic Acids / pharmacology*
  • Urea / chemistry
  • Vascular Cell Adhesion Molecule-1 / chemistry

Substances

  • Amides
  • Integrin alpha4beta1
  • Phthalic Acids
  • Vascular Cell Adhesion Molecule-1
  • terephthalic acid
  • Urea