Litcius/Paper detail

Stilbene compounds are specific inhibitors of the superoxide anion generation catalyzed by xanthine oxidase

Noriyoshi Masuoka

2021Food Chemistry X17 citationsDOIOpen Access PDF

Abstract

The inhibitory effect of xanthine oxidase (XO) reactions with stilbene compounds, 1,1-diphenyl-2-picrylhydrazyl (DPPH) scavenging by stilbene compounds and superoxide anion (O2-) scavenging activity were examined. The inhibition of the O2- generation catalyzed by XO by stilbene compounds is stronger than the effect on uric acid formation. The suppression of the O2- generation with resveratrol was diminished by the addition of flavin adenine dinucleotide (FAD). The water-solubility and visible spectra (VIS) of the stilbene compounds in the presence of water-soluble flavin compounds indicated a π-π interaction between the stilbene compounds and the isoalloxazine in flavin compounds. These results indicate that stilbene compounds specifically bind the FAD site in XO so as to inhibit the O2- generation. In the case of piceatannol, it is deduced that the suppression of O2- generation is induced by this specific binding to the FAD site and the subsequent reduction of XO.

Topics & Concepts

ChemistrySuperoxideFlavin groupXanthine oxidasePiceatannolXanthineMedicinal chemistryPhotochemistryEnzymeOrganic chemistryBiochemistryResveratrolElectron Spin Resonance StudiesPhotosynthetic Processes and MechanismsGout, Hyperuricemia, Uric Acid