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  • 标题:Relationships between Structure and Antioxidant Capacity and Activity of Glycosylated Flavonols
  • 本地全文:下载
  • 作者:Zhengcao Xiao ; Liangliang He ; Xiaohui Hou
  • 期刊名称:Foods
  • 电子版ISSN:2304-8158
  • 出版年度:2021
  • 卷号:10
  • 期号:4
  • 页码:849
  • DOI:10.3390/foods10040849
  • 出版社:MDPI Publishing
  • 摘要:The antioxidant capacity (AC) and antioxidant activity (AA) of three flavonols (FLV), aglycones and their glycosylated derivatives were evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays in various solvents. Findings confirmed that the glycosylation at the 3-position (3-glycosylation) always decreased the AC under most conditions due to substitution of the 3-position hydroxyl group and glycoside disruption in the molecular planarity. The 7-glycosylated derivatives did not have the above effects, thus generally exhibited ACs similar to their aglycones. Glycosylation decreased the AA of kaempferol and isorhamnetin for both assays in methanol, 3-glycosylation inhibited quercetin AA in the ABTS assay. In the DPPH assay, the AA of 3-glycosylated quercetin was significantly higher than quercetin. Using LC–MS/MS analysis, we found that quercetin and quercetin-7-glucoside underwent dimerization during the antioxidant reaction, potentially leading to a decline in AAs. However, 3-glycoside substitution may have hindered dimer formation, thereby allowing the FLVs to retain strong free radical scavenging abilities.
  • 关键词:flavonols; glycosylation; structure-antioxidant capacity and activity relationship; deprotonation; LC–MS flavonols ; glycosylation ; structure-antioxidant capacity and activity relationship ; deprotonation ; LC–MS
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