Evodiamine as a novel antagonist of aryl hydrocarbon receptor

Biochem Biophys Res Commun. 2010 Nov 5;402(1):94-8. doi: 10.1016/j.bbrc.2010.09.122. Epub 2010 Oct 1.

Abstract

Evodiamine, the major bioactive alkaloid isolated from Wu-Chu-Yu, has been shown to interact with a wide variety of proteins and modify their expression and activities. In this study, we investigated the interaction between evodiamine and the aryl hydrocarbon receptor (AhR). Molecular modeling results revealed that evodiamine directly interacted with the AhR. Cytosolic receptor binding assay also provided the evidence that evodiamine could interact with the AhR with the K(i) value of 28.4±4.9nM. In addition, we observed that evodiamine suppressed the 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) induced nuclear translocation of the AhR and the expression of CYP1A1 dose-dependently. These results suggested that evodiamine was able to bind to the AhR as ligand and exhibit antagonistic effects.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Basic Helix-Loop-Helix Transcription Factors / antagonists & inhibitors*
  • Basic Helix-Loop-Helix Transcription Factors / biosynthesis
  • Basic Helix-Loop-Helix Transcription Factors / chemistry
  • Cell Line
  • Cytochrome P-450 CYP1A1 / biosynthesis
  • Cytochrome P-450 CYP1A1 / genetics
  • Gene Expression / drug effects
  • Humans
  • Models, Molecular
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology*
  • Protein Biosynthesis / drug effects
  • Protein Biosynthesis / genetics
  • Protein Conformation
  • Quinazolines / chemistry
  • Quinazolines / pharmacology*
  • Rats
  • Receptors, Aryl Hydrocarbon / antagonists & inhibitors*
  • Receptors, Aryl Hydrocarbon / biosynthesis
  • Receptors, Aryl Hydrocarbon / chemistry

Substances

  • AHR protein, human
  • Basic Helix-Loop-Helix Transcription Factors
  • Plant Extracts
  • Quinazolines
  • Receptors, Aryl Hydrocarbon
  • evodiamine
  • Cytochrome P-450 CYP1A1