11,12-epoxyeicosatrienoic acid (11,12-EET): structural determinants for inhibition of TNF-alpha-induced VCAM-1 expression

Bioorg Med Chem Lett. 2003 Nov 17;13(22):4011-4. doi: 10.1016/j.bmcl.2003.08.060.

Abstract

A series of 11,12-EET analogues were synthesized and compared using a human endothelial cell based TNF-alpha-induced VCAM-1 expression assay. The resulting data were used to map a putative recognition/binding domain for 11,12-EET.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • 8,11,14-Eicosatrienoic Acid / analogs & derivatives*
  • 8,11,14-Eicosatrienoic Acid / chemical synthesis
  • 8,11,14-Eicosatrienoic Acid / chemistry*
  • 8,11,14-Eicosatrienoic Acid / pharmacology*
  • Animals
  • Binding Sites
  • Endothelium, Vascular / drug effects
  • Endothelium, Vascular / physiology
  • Humans
  • Molecular Structure
  • Structure-Activity Relationship
  • Tumor Necrosis Factor-alpha / antagonists & inhibitors
  • Tumor Necrosis Factor-alpha / pharmacology*
  • Vascular Cell Adhesion Molecule-1 / chemistry
  • Vascular Cell Adhesion Molecule-1 / drug effects
  • Vascular Cell Adhesion Molecule-1 / genetics*

Substances

  • Tumor Necrosis Factor-alpha
  • Vascular Cell Adhesion Molecule-1
  • 11,12-epoxy-5,8,14-eicosatrienoic acid
  • 8,11,14-Eicosatrienoic Acid