Epoxygenase eicosanoids: synthesis of tetrahydrofuran-diol metabolites and their vasoactivity

Bioorg Med Chem Lett. 2007 May 1;17(9):2634-8. doi: 10.1016/j.bmcl.2007.01.096. Epub 2007 Feb 2.

Abstract

Eight members of a recently identified family of tetrahydrofuran-diols (THFDs), originating from epoxyeicosatrienoic acids (EETs), were prepared stereospecifically from D-(+)-glucose. The THFDs potently induced relaxation of pre-contracted bovine arteries.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Arteries / drug effects*
  • Cattle
  • Chemistry, Pharmaceutical / methods*
  • Dose-Response Relationship, Drug
  • Drug Design
  • Eicosanoids / chemical synthesis*
  • Eicosanoids / pharmacology*
  • Furans / chemistry*
  • Models, Chemical
  • Molecular Conformation
  • Oxygenases / chemistry*
  • Stereoisomerism
  • Vasodilation / drug effects
  • Vasodilator Agents / chemical synthesis*
  • Vasodilator Agents / pharmacology*

Substances

  • Eicosanoids
  • Furans
  • Vasodilator Agents
  • tetrahydrofuran
  • Oxygenases