New Flavonol Glucuronides from the Flower Buds of Syzygium aromaticum (Clove)

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• 作者：Byeol Ryu ; Hye Mi Kim ; Jin Su Lee ; Chan Kyu Lee ; Jurdas Sezirahiga ; Jeong-Hwa Woo ; Jung-Hye Choi ; Dae Sik Jang
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2016
• 出版时间：April 20, 2016
• 年：2016
• 卷：64
• 期：15
• 页码：3048-3053
• 全文大小：286K
• 年卷期：0
• ISSN：1520-5118

文摘

Repeated chromatography of the EtOAc-soluble fraction from the 70% EtOH extract of the flower buds of Syzygium aromaticum (clove) led to the isolation and characterization of four new flavonol glucuronides, rhamnetin-3-O-β-d-glucuronide (1), rhamnazin-3-O-β-d-glucuronide (2), rhamnazin-3-O-β-d-glucuronide-6″-methyl ester (3), and rhamnocitrin-3-O-β-d-glucuronide-6″-methyl ester (4), together with 15 flavonoids (5–19) having previously known chemical structures. The structures of the new compounds 1–4 were determined by interpretation of spectroscopic data, particularly by 1D- and 2D-NMR studies. Six flavonoids (6, 7, 9, 14, 18, and 19) were isolated from the flower buds of S. aromaticum for the first time in this study. The flavonoids were examined for their cytotoxicity against human ovarian cancer cells (A2780) using MTT assays. Among the isolates, pachypodol (19) showed the most potent cytotoxicity on A2780 cells with an IC₅₀ value of 8.02 μM.