Density functional theory calculations for resveratrol

作者：Cao H^*; Pan XL; Li C; Zhou C; Deng FY; Li TH

来源：Bioorganic & Medicinal Chemistry Letters, 2003, 13(11): 1869-1871.

DOI：10.1016/S0960-894X(03)00283-X

The calculations based on the density functional theory(DFT) have been used to study the structure-activity of resveratrol in the chain reaction of autooxidation. According to the geometry obtained by using a B3LYP/6-31G**, the HOMO, LUMO of resveratrol and the spin density, the single electron distribution of the 4'- and 5-radical of resveratrol were calculated, it was found that resveratrol is a potential antioxidant. The 4'-hydroxyl group of resveratrol is more reactive than 3- and 5-positions because of the resonance effects. The dominant structure of the resveratrol radicals is a semiquinone structure which determines the stability of radicals, and the unpaired electron is mainly distributed to the O-atom and its ortho and para positions. The antioxidant activity of resveratrol is related to the spin density and the unpaired electron distribution of the O-atom.

• 出版日期2003-6-2
• 单位云南大学