杨梅酮的抗氧化活性

doi:10.3866/PKU.WHXB201304222

Abstract

Abstract:

Density functional theory (DFT) calculations have been performed to explore the molecular structure, electronic structure, and O－H bond dissociation enthalpy of myricetin. Possible antioxidation mechanisms between lipid peroxide radical CH₃OO· and myricetin have been discussed. DFT calculations at the M06-2X/6-31++G(d,p) level indicated that the 4'-OH group of myricetin is the most active site on the basis of the stability of dehydrogenated myricetin radicals, O－H bond dissociation enthalpy, and hydrogen abstraction activation barrier, as well as kinetic data for myricetin determined at different temperatures. The relatively high activity of the 4'-OH site can be ascribed to weak hydrogen-bonding interactions between the oxygen radical of the reactive OH group and the adjacent OH group in the B-ring, which is retained upon going from free myricetin to reactant complex to product according to atoms in molecule (AIM) analysis. The hydrogen-bond helps to stabilize the electronic deficiency generated on the oxygen radical during the hydrogen abstraction reaction. All calculations are in agreement with the structure-activity relationship previously established for myricetin by considering its antioxidant activity. Present calculations provide theoretical basis for the designing new antioxidants.

Key words: DFT calculation, Reaction mechanism, Myricetin, Antioxidant activity, Bond dissociation enthalpy

XIE Hu-Jun, MOU Wang-Shu, LIN Fu-Rong, XU Jie-Hui, LEI Qun-Fang, FANG Wen-Jun. Radical Scavenging Activity of Myricetin[J]. Acta Phys. -Chim. Sin. 2013, 29(07), 1421-1432. doi: 10.3866/PKU.WHXB201304222

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Radical Scavenging Activity of Myricetin

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