Structure-activity relationship of flavonoids active against lard oil oxidation based on quantum chemical analysis.
In this study, the antioxidant activities of 15 flavonoids against lard oil oxidation were determined by using the Rancimat test. Quercetin, dihydromyricetin, luteolin and kaempferol showed the strongest antioxidant activity, with protection factor values (PF) of 11.50, 11.29, 4.24 and 2.49, respectively. The role of conjugated hydroxyl groups of the B and C ring is discussed. By using the following descriptors: DeltaH(f) (the difference in heat of formation between flavonoids and their free radicals resulted after hydrogen atom donation) and H(BC) (the number of conjugated hydroxyl groups of the B and C ring), the result obtained in the antioxidant Rancimat test could be successfully explained.
Yang
Ji-Guo
JG
College of Light Industry and Food Science, South China University of Technology, Guangzhou 510640, P R China. yjgscut@263.net
Liu
Ben-Guo
BG
Liang
Gui-Zhao
GZ
Ning
Zheng-Xiang
ZX
D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology; D004041:Dietary Fats; D005419:Flavonoids / Q000737:chemistry* / Q000494:pharmacology; D044948:Flavonols / Q000737:chemistry / Q000494:pharmacology; D006859:Hydrogen / Q000737:chemistry; D044949:Kaempferols / Q000737:chemistry / Q000494:pharmacology; D047311:Luteolin / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D009821:Oils / Q000737:chemistry*; D010084:Oxidation-Reduction; D011789:Quantum Theory; D011794:Quercetin / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000975:Antioxidants; D004041:Dietary Fats; D005419:Flavonoids; D044948:Flavonols; D044949:Kaempferols; D009821:Oils; C006552:kaempferol; D006859:Hydrogen; D011794:Quercetin; C472036:dihydromyricetin; D047311:Luteolin; C029310:lard