Biotransformation products of phellopterin by rat liver microsomes and the inhibition on NO production in LPS-activated RAW264.7 cells

J Asian Nat Prod Res. 2012;14(10):956-65. doi: 10.1080/10286020.2012.729506.

Abstract

Four new coumarins (2',3'-dihydroxyphellopterin, E-5-methoxytrichoclin acetate, Z-5-methoxytrichoclin acetate, and E-5-methoxytrichoclin) and three known coumarins (byakangelicol, byakangelicin, and Z-5-methoxytrichoclin) were produced by liver microsomes from rats pre-treated with sodium phenobarbital. The chemical structures were elucidated on the basis of their spectroscopic data. The inhibitory activities of nitric oxide (NO) production in lipopolysaccharide-activated macrophage-like cell line RAW264.7 were tested. The main biotransformation product, byakangelicin, showed inhibitory activities of NO production with the IC₅₀ value of 217.83 μM, whereas the parent compound phellopterin showed cytotoxic effect on RAW264.7 cell at the concentration from 40 to 400 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Coumarins / pharmacology*
  • Lipopolysaccharides / pharmacology*
  • Macrophages / drug effects*
  • Male
  • Mice
  • Microsomes, Liver / drug effects
  • Microsomes, Liver / metabolism
  • Nitric Oxide / antagonists & inhibitors*
  • Nitric Oxide / biosynthesis
  • Nuclear Magnetic Resonance, Biomolecular
  • Rats

Substances

  • Coumarins
  • Lipopolysaccharides
  • phellodenol H
  • phellopterin
  • Nitric Oxide