Selective inhibition of the cytochrome P450 isoform by hyperoside and its potent inhibition of CYP2D6

Food Chem Toxicol. 2013 Sep:59:549-53. doi: 10.1016/j.fct.2013.06.055. Epub 2013 Jul 5.

Abstract

Hyperoside, quercetin-3-O-galactoside, is a flavonoid isolated from Oenanthe javanica. In the present study, we investigated potential herb-drug inhibitory effects of hyperoside on nine cytochrome P450 (CYP) isoforms in pooled human liver microsomes (HLMs) and human recombinant cDNA expressed CYP using a cocktail probe assay. Hyperoside strongly inhibited CYP2D6-catalyzed dextromethorphan O-demethylation, with IC₅₀ values of 1.2 and 0.81 μM after 0 and 15 min of preincubation, and a Ki value of 2.01 μM in HLMs, respectively. Hyperoside strongly decreased CYP2D6 activity dose-, but not time-, dependently in HLMs. In addition, the Lineweaver-Burk and Secondary plots for the inhibition of CYP2D6 in HLMs fitted a competitive inhibition mode. Furthermore, hyperoside decreased CYP2D6-catalyzed dextromethorphan O-demethylation activity of human recombinant cDNA-expressed CYP2D6, with an IC₅₀ value of 3.87 μM. However, other CYPs were not inhibited significantly by hyperoside. In conclusion, our data demonstrate that hyperoside is a potent selective CYP2D6 inhibitor in HLMs, and suggest that hyperoside might cause herb-drug interactions when co-administrated with CYP2D substrates.

Keywords: CYP; CYP2D6; HLMs; Herb–drug interaction; Human liver microsomes; Hyperoside; Inhibitor; cytochrome P450; human liver microsomes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding, Competitive
  • Cytochrome P-450 CYP2D6 / genetics
  • Cytochrome P-450 CYP2D6 / metabolism
  • Cytochrome P-450 CYP2D6 Inhibitors*
  • Cytochrome P-450 Enzyme Inhibitors
  • Cytochrome P-450 Enzyme System / genetics
  • Cytochrome P-450 Enzyme System / metabolism
  • Dextromethorphan / metabolism
  • Drug Discovery
  • Enzyme Inhibitors / metabolism
  • Enzyme Inhibitors / pharmacology*
  • Galactosides / metabolism
  • Galactosides / pharmacology
  • Herb-Drug Interactions
  • Humans
  • Isoenzymes / antagonists & inhibitors
  • Isoenzymes / genetics
  • Isoenzymes / metabolism
  • Kinetics
  • Methylation / drug effects
  • Microsomes, Liver / drug effects
  • Microsomes, Liver / enzymology
  • Microsomes, Liver / metabolism
  • Oenanthe / chemistry
  • Quercetin / analogs & derivatives*
  • Quercetin / metabolism
  • Quercetin / pharmacology
  • Recombinant Proteins / chemistry
  • Recombinant Proteins / metabolism

Substances

  • Cytochrome P-450 CYP2D6 Inhibitors
  • Cytochrome P-450 Enzyme Inhibitors
  • Enzyme Inhibitors
  • Galactosides
  • Isoenzymes
  • Recombinant Proteins
  • isorhamnetin-3-O-galactoside
  • Dextromethorphan
  • hyperoside
  • Cytochrome P-450 Enzyme System
  • Quercetin
  • Cytochrome P-450 CYP2D6