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

作　　者：刘庆庆[1] 张薇娜[1] 刘琴[1] 

机构地区：[1]南京财经大学食品科学与工程学院,江苏高校粮油质量安全控制及深加工重点实验室,江苏省现代粮食流通与安全协同创新中心,江苏南京210023

出　　处：《食品工业科技》2016年第23期109-114,175,共7页Science and Technology of Food Industry

基　　金：江苏省高校自然科学研究重大项目(11KJA550001);江苏高校优势学科建设工程资助项目

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。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.ln 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.

关 键 词：黄酮 化学抗氧化性 细胞抗氧化性 构效关系 

分 类 号：TS201.2[轻工技术与工程—食品科学]