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In order to investigate the antioxidant activity of flavonoids fromAstragalus,we performed quantum chemical calculations for four flavonoids including calycosin,calycosin-7-glucoside,formononetin,ononin by density functional theory(DFT)B3 LYP method at the 6-31+G**level,and obtained the optimum geometric structures of the four flavonoids and their corresponding free radicals.Moreover,we analyzed the relationship between the structure and antioxidant activity of flavonoids on the basis of the quantum chemical parameters,the bond length of phenolic hydroxyl,the natural bond order(NBO)charges,the bond dissociation energy(BDE)of phenolic hydroxyl,and adiabatic ionization potential(IP).The results show that the sequence of antioxidant activity of the four flavonoids is as follows:calycosin>calycosin-7-glucoside>formononetin>ononin,which is consistent well with the experimental conclusions.Among them,the site of C3′-OH of calycosin is more active than the site of C7-OH.Meanwhile,we investigated the influences of different polar solvents on antioxidant activity.The results indicate that the antioxidant activity decreases with the increasing of solvent polarity in the hydrogen abstraction mechanism.While the antioxidant activity increases with the increasing of solvent polarityin the single electron transfer mechanism.
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Basic Information:
China Classification Code:R285
Citation Information:
[1]LIU Jingli,YU Haidong,LIANG Yanni.Density Functional Theory Investigation on Antioxidant Activity of Flavonoids fromAstragalus[J].Chemistry ＆ Bioengineering,2019,36(01):36-40.
Fund Information:
陕西省教育厅科研项目(17JK0199)
2018-09-04
2018
2018-11-08
2018-11-16
2018
1
2019-01-25
2019-01-25