A chrysin analog exhibited strong inhibitory activities against both PGE2 and NO production

Eur J Med Chem. 2011 Sep;46(9):4657-60. doi: 10.1016/j.ejmech.2011.04.044. Epub 2011 Apr 21.

Abstract

A number of 8-substituted chrysin analogs have been prepared and evaluated for their inhibitory activities of cyclooxygenase-2 catalyzed prostaglandin E(2) and iNOS-mediated NO production. Analogs were prepared via Suzuki-Miyaura C-C cross coupling reaction of 8-iodo-5,7-dimethoxyflavone and alkyl/areneboronic acids as a key reaction. Among the analogs tested, 5,7-dihydroxy-8-(pyridine-4-yl)flavone (3d) showed strong biological activities against COX-2 catalyzed PGE(2) and iNOS-mediated NO production from LPS-induced RAW 264.7 cells compared to those of chrysin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Catalysis
  • Cell Line
  • Dinoprostone / antagonists & inhibitors*
  • Flavonoids / chemistry
  • Flavonoids / pharmacology*
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Mice
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis

Substances

  • Flavonoids
  • Lipopolysaccharides
  • Nitric Oxide
  • chrysin
  • Dinoprostone