Selective ¹O₂ quenchers, oligostilbenes, from Vitis wilsonae: Structural identification and biogenetic relationship

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• 作者：Liyan Jiang ; Shan He ; Cuirong Sun ; Yuanjiang Pan ; ^{panyuanjiang@zju.edu.cn}
• 关键词：Vitis wilsonae Veitch ; Vitaceae ; Oligostilbene ; Wilsonols A&ndash ; C ; Diviniferin B ; Biogenetic transformation ; DPPH ; 1O2 (singlet oxygen) ; Antioxidative defense system
• 刊名：Phytochemistry
• 出版年：2012
• 出版时间：May, 2012
• 年：2012
• 卷：77
• 期：Complete
• 页码：294-303
• 全文大小：794 K

文摘

Two previously unknown resveratrol trimers named wilsonols A-B, as well as a resveratrol tetramer named wilsonol C, were isolated from Vitis wilsonae Veitch, together with 12 known oligostilbenes. Their chemical structures have been elucidated by detailed analyses of 1D and 2D NMR spectroscopic data, as well as chemical evidence obtained via either catalysis with HRP (horseradish peroxidase) and H₂O₂ (hydrogen peroxide), acid, or UV irradiation. During the chemical processes, a biomimetic resveratrol tetramer named diviniferin B that has not been found in nature was obtained. These oligostilbenes showed potent scavenging abilities towards DPPH radicals and selective quenching effects on ¹O₂ radicals. Furthermore, the biogenetic transformations between the 16 oligostilbenes have been elaborated chemically to provide a comprehensive mechanism of the antioxidative defense system in this plant species.