Zhengzhou Fruit Research Institute, Chinese Academy of Agricultural Sciences, Zhengzhou, 450009 Henan, China.
Oxid Med Cell Longev. 2020 Sep 19;2020:4150897. doi: 10.1155/2020/4150897. eCollection 2020.
This study is aimed at determining the relationship of flavonoid structures to their chemical and intracellular antioxidant activities. The antioxidant activities of 60 flavonoids were investigated by three different antioxidant assays, including 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, oxygen radical absorption capacity (ORAC), and cellular antioxidant activity (CAA) assays. The result showed 6 flavonoids as good cellular antioxidants evaluated for the first time. The cellular antioxidant activities of compounds 7-methoxy-quercetin, 3--methylquercetin, 8-hydroxy-kaempferol, quercetin-3---arabinofuranose, kaempferol-7--glucopyranoside, and luteolin6--glucoside were linked with the upregulation of antioxidant enzyme activities (superoxide dismutase, catalase, and glutathione peroxidase). A structure-activity relationship suggested that 2,3-double bond, 4-keto groups, 3',4'-catechol structure, and 3-hydroxyl in the flavonoid skeleton played important roles in the antioxidant behavior. Furthermore, the cell proliferative assay revealed a low cytotoxicity for 3--methylquercetin. The present results provide valuable information for the dietary application of flavonoids with different structures for high antioxidant.
本研究旨在确定黄酮类化合物结构与其化学和细胞内抗氧化活性的关系。通过三种不同的抗氧化测定法，包括 2,2-二苯基-1-苦基肼（DPPH）自由基清除活性、氧自由基吸收能力（ORAC）和细胞抗氧化活性（CAA）测定法，研究了 60 种黄酮类化合物的抗氧化活性。结果首次表明 6 种黄酮类化合物具有良好的细胞抗氧化活性。化合物 7-甲氧基槲皮素、3--甲基槲皮素、8-羟基山奈酚、槲皮素-3---阿拉伯呋喃糖苷、山奈酚-7--葡萄糖苷和木樨草素 6--葡萄糖苷的细胞抗氧化活性与抗氧化酶活性（超氧化物歧化酶、过氧化氢酶和谷胱甘肽过氧化物酶）的上调有关。构效关系表明，黄酮类化合物骨架中的 2,3-双键、4-酮基、3',4'-邻苯二酚结构和 3-羟基在抗氧化行为中起着重要作用。此外，细胞增殖测定显示 3--甲基槲皮素的细胞毒性较低。本研究结果为不同结构的黄酮类化合物在高抗氧化方面的膳食应用提供了有价值的信息。
