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中国精品科技期刊2020
刘庆庆, 张薇娜, 刘琴. 不同方法比较黄酮类化合物抗氧化性及其构效关系分析[J]. 食品工业科技, 2016, (23): 109-114. DOI: 10.13386/j.issn1002-0306.2016.23.012
引用本文: 刘庆庆, 张薇娜, 刘琴. 不同方法比较黄酮类化合物抗氧化性及其构效关系分析[J]. 食品工业科技, 2016, (23): 109-114. DOI: 10.13386/j.issn1002-0306.2016.23.012
LIU Qing-qing, ZHANG Wei-na, LIU Qin. Comparison studies on antioxidant capacities of flavonoids by different assays and the structure-activity relationship implication[J]. Science and Technology of Food Industry, 2016, (23): 109-114. DOI: 10.13386/j.issn1002-0306.2016.23.012
Citation: LIU Qing-qing, ZHANG Wei-na, LIU Qin. Comparison studies on antioxidant capacities of flavonoids by different assays and the structure-activity relationship implication[J]. Science and Technology of Food Industry, 2016, (23): 109-114. DOI: 10.13386/j.issn1002-0306.2016.23.012

不同方法比较黄酮类化合物抗氧化性及其构效关系分析

Comparison studies on antioxidant capacities of flavonoids by different assays and the structure-activity relationship implication

  • 摘要: 通过三种化学抗氧化方法(DPPH、FRAP和ORAC法)以及细胞抗氧化方法(CAA法)对芹菜素、山奈酚、木犀草素、槲皮素4种黄酮甙元及它们的糖苷化合物抗氧化活性进行比较研究,结果表明DPPH和FRAP法基本一致,芹菜素、牡荆素和异牡荆素这类C环上无羟基且B环只有一个羟基的黄酮抗氧化性极低;在C环上的羟基相同时,B环有3’,4’-邻二羟基的木犀草素和槲皮素的抗氧化活性显著高于仅含4’-OH的芹菜素和山奈酚;而ORAC法的结果与此相反。化学抗氧化测定结果均表明,当C环羟基被取代形成3-O-连黄酮苷时其抗氧化活性减小;而A环上6、8号位的氢被取代形成C-连黄酮苷时其抗氧化性反而会增加。CAA法结果显示,当C环无羟基时,B环只有一个4-OH的芹菜素及其黄酮苷无细胞抗氧化性,但B环有两个羟基的木犀草素及其糖苷却显示出较强的氧化性。与化学抗氧化性不同,A环上C-连黄酮苷的抗氧化性低于其苷元,而C环O-连糖苷的影响则较为复杂。 

     

    Abstract: The antioxidant activities of four flavonoids( apigenin,kaempferol,luteolin,quercetin) and their glycosides were studied by using three chemical assays( DPPH,FRAP and ORAC assays) and cellular antioxidant activity( CAA) method.Both DPPH and FRAP assays showed that apigenin and its glucosides with only one-OH on B ring but without C- OH showed extremely low antioxidant capacity. Flavonoids with 3',4'- OH on B- ring showed significant higher antioxidant activity than those had only one 4'-OH when they had same structure of C ring. For example,luteolin and quercetin had higher antioxidant activity than that of apigenin and kaempferol,respectively.In the mean time,ORAC assay gave a contrary result.All three chemical assays showed that the antioxidant activities were decreased when C- 3- OH was substituted by glycosyl,which suggested that 3- OH on C- ring also contributed to antioxidant capability of flavonoids.Antioxidant capabilities of flavonoids were increased when A-ring was glycosylated at 6 or 8 position and formed C-glycosides.CAA results showed that apigenin and its glycosides with only one OH on B ring but no C-OH had no cellular antioxidant activity.Luteolin with two-OH on B-ring but no C-3-OH showed higher antioxidant activity.Unlike those chemical methods,C-glycosylation on A ring decreased the CAA of its aglycone. The antioxidant activity effect of O-glycosylation on C- ring was more complicated compared with chemical assays.

     

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