Discovery of novel heteroaryl-substituted chalcones as inhibitors of TNF-alpha-induced VCAM-1 expression

Bioorg Med Chem Lett. 2004 Mar 22;14(6):1513-7. doi: 10.1016/j.bmcl.2004.01.021.

Abstract

Novel chalcone derivatives have been discovered as potent inhibitors of TNF-alpha-induced VCAM-1 expression. Thienyl or benzothienyl substitution at the meta-position of ring B helps boost potency while large substitution at the para-position on ring B is detrimental. Various substitutions are tolerated on ring A. A lipophilicity-potency relationship has been observed in several sub-series of compounds.

MeSH terms

  • Chalcone / chemistry*
  • Chalcone / pharmacology*
  • Heterocyclic Compounds / chemistry
  • Heterocyclic Compounds / pharmacology
  • Tumor Necrosis Factor-alpha / antagonists & inhibitors
  • Tumor Necrosis Factor-alpha / pharmacology*
  • Vascular Cell Adhesion Molecule-1 / biosynthesis*

Substances

  • Heterocyclic Compounds
  • Tumor Necrosis Factor-alpha
  • Vascular Cell Adhesion Molecule-1
  • Chalcone