Synthesis and PGE2 inhibitory activity of vinylated and allylated chrysin analogues

Arch Pharm Res. 2003 Aug;26(8):581-4. doi: 10.1007/BF02976703.

Abstract

Vinylated and allylated chrysin analogues were prepared as congeners of prenylated flavonoids and evaluated their anti-inflammatory activity. 8-Substituted chrysin analogues were prepared from 2'-hydroxy-3'-iodo-4',6'-dimethoxyacetophenone in 3 steps. 3-Allylated chrysin analogues were prepared from chrysin in 3 steps. Synthesized chrysin analogues (4, 5 and 8) showed moderate inhibitory activities of PGE2 production from LPS-induced RAW 264.7 cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allyl Compounds / chemical synthesis*
  • Allyl Compounds / chemistry
  • Allyl Compounds / pharmacology
  • Animals
  • Cell Line
  • Cyclooxygenase 2
  • Dinoprostone / antagonists & inhibitors*
  • Flavonoids / chemical synthesis*
  • Flavonoids / chemistry
  • Flavonoids / pharmacology
  • Isoenzymes / metabolism
  • Mice
  • Molecular Structure
  • Prostaglandin-Endoperoxide Synthases / metabolism
  • Structure-Activity Relationship
  • Vinyl Compounds / chemical synthesis*
  • Vinyl Compounds / chemistry
  • Vinyl Compounds / pharmacology

Substances

  • Allyl Compounds
  • Flavonoids
  • Isoenzymes
  • Vinyl Compounds
  • chrysin
  • Cyclooxygenase 2
  • Prostaglandin-Endoperoxide Synthases
  • Dinoprostone