Citation: Hong Yu ZHANG, You Min SUN, De Zhan CHEN. 1,4-Pyrone Effects on O-H Bond Dissociation Energies of Catechols in Flavonoids: A Density Functional Theory Study[J]. Chinese Chemical Letters, ;2002, 13(6): 531-534. shu

1,4-Pyrone Effects on O-H Bond Dissociation Energies of Catechols in Flavonoids: A Density Functional Theory Study

1.
Laboratory for Computational Biology, Shandong Provincial Research Center for Bioinformatic Engineering and Technique, Shandong University of Technology, Zibo 255091;
2.
Institute of Theoretical Chemistry, Shandong University of Technology, Zibo 255091;
2.
Institute of Theoretical Chemistry, Shandong University, Jinan 250100;
3.
Department of Chemistry, Shandong Teachers' University, Jinan 250014

Received Date: 27 August 2001

Fund Project: This study was supported by the National Natural Science Foundation of China (Grant No. 30100035).

Through B3LYP/6-31G^** calculations, the 1, 4-pyrone effects on O-H bond dissociation energies (BDEs) of catechols in rings A or B of flavonoids were investigated. For the catechol in ring A, although 1, 4-pyrone enlarged the conjugation system, its electron-withdrawing property increased the O-H BDE~3×4.184 kJ/mol compared with that of catechol. However, for the catechol in ring B, 1, 4-pyrone was poorly conjugated with the moiety,and therefore, had little effect on the O-H BDE.
- Antioxidant,
- density functional theory,
- flavonoid,
- O-H bond dissociation energy,
- structure-activity relationships
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