从 Anneslea fragrans var. lanceolata 的根部提取的二氢查尔酮葡萄糖苷和抗氧化活性物质。
Dihydrochalcone glucosides and antioxidant activity from the roots of Anneslea fragrans var. lanceolata.
机构信息
Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung, 807 Taiwan, ROC.
出版信息
Phytochemistry. 2012 Jun;78:120-5. doi: 10.1016/j.phytochem.2012.02.023. Epub 2012 Mar 27.
Bioassay-guided fractionation of the roots of Anneslea fragrans var. lanceolata led to the isolation of four dihydrochalcone glucosides, davidigenin-2'-O-(6″-O-4″'-hydroxybenzoyl)-β-glucoside (1), davidigenin-2'-O-(2″-O-4″'-hydroxybenzoyl)-β-glucoside (2), davidigenin-2'-O-(3″-O-4″'-hydroxybenzoyl)-β-glucoside (3), and davidigenin-2'-O-(6″-O-syringoyl)-β-glucoside (4), and 13 known compounds. The structures were identified by means of spectroscopic analysis. Davidigenin-2'-O-(6″-O-syringoyl)-β-glucoside (4), 1-O-3,4-dimethoxy-5-hydroxyphenyl-6-O-(3,5-di-O-methylgalloyl)-β-glucopyranoside (5), lyoniresinol (10), and syringic acid (13) showed ABTS [2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid)] cation radical scavenging activity, with SC(50) values of 52.6 ± 5.5, 26.0 ± 0.7, 6.0 ± 0.2, and 27.5 ± 0.6 μg/mL in 20 min, respectively. Lyoniresinol (10), isofraxidin (12), and syringic acid (13) also showed DPPH [1,1-diphenyl-2-picrylhydrazyl] radical scavenging activity, with SC(50) values of 8.4 ± 1.8, 51.6 ± 2.2, and 4.3 ± 0.7 μg/mL in 30 min, respectively.
基于生物活性的导向分离，从清香藤根部分离得到 4 个二氢查尔酮葡萄糖苷，分别鉴定为：大卫酮-2'-O-(6″-O-4″'-羟基苯甲酰基)-β-葡萄糖苷（1）、大卫酮-2'-O-(2″-O-4″'-羟基苯甲酰基)-β-葡萄糖苷（2）、大卫酮-2'-O-(3″-O-4″'-羟基苯甲酰基)-β-葡萄糖苷（3）和大卫酮-2'-O-(6″-O-丁香酰基)-β-葡萄糖苷（4），以及 13 个已知化合物。结构通过光谱分析鉴定。大卫酮-2'-O-(6″-O-丁香酰基)-β-葡萄糖苷（4）、1-O-3,4-二甲氧基-5-羟基苯基-6-O-(3,5-二-O-甲基没食子酰基)-β-吡喃葡萄糖苷（5）、莱苏醇（10）和丁香酸（13）表现出 ABTS [2,2'- 偶氮-双(3-乙基苯并噻唑啉-6-磺酸)]阳离子自由基清除活性，在 20 分钟时的 SC(50)值分别为 52.6±5.5、26.0±0.7、6.0±0.2 和 27.5±0.6μg/mL。莱苏醇（10）、异落叶松脂素（12）和丁香酸（13）也表现出 DPPH [1,1-二苯基-2-苦基肼]自由基清除活性，在 30 分钟时的 SC(50)值分别为 8.4±1.8、51.6±2.2 和 4.3±0.7μg/mL。
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