[关键词]
[摘要]
目的 对香榧Torreya grandis叶进行化学成分和生物活性研究。方法 采用MCI-Gel CHP-20、Diaion HP-20、Toyopearl HW-40、Sephadex LH-20、RP18及硅胶等柱色谱法对香榧叶中的化学成分进行分离纯化,根据理化性质和波谱技术(1H-NMR、13C-NMR、HR-ESI-MS)鉴定化合物的结构,采用海虾致死生物活性法和MTT法测定部分化合物的细胞毒活性和抗肿瘤活性。结果 从香榧叶醋酸乙酯部位和正丁醇部位共分离鉴定了10个化合物,分别为香榧酯(1)、花柏酚(2)、4-epiagathadial(3)、3,4-二羟基苯甲酸3-O-β-D-葡萄糖苷(4)、脱氢松香酸(5)、反式璎珞柏酸(6)、顺式璎珞柏酸(7)、2-甲氧基-1,4-苯二甲醇(8)、松脂素(9)、β-谷甾醇(10)。其中化合物1~4具有一定的细胞毒活性,对海虾的半数致死浓度(LC50)值分别为7.7、8.0、8.8、4.2 μg/mL;化合物4在10 μg/mL时对人肝癌细胞Huh7和HepG2的抑制率最显著,分别为67%和69%。结论 以上化合物除化合物10外均为首次从该植物中分离得到。生物活性测定结果表明,化合物1~4具有一定的细胞毒活性;化合物4具有较强的Huh7和HepG2细胞抑制活性。
[Key word]
[Abstract]
Objective To study the chemical constituents and bioactivities of leaves of Torreya grandis. Methods The chemical constituents were isolated by MCI-Gel CHP-20, Diaion HP-20, Toyopearl HW-40, Sephadex LH-20, RP-18 and silica gel column chromatographic methods. Their structures were identified on the basis of physicochemical and spectroscopic analysis. The cytotoxic activity and antitumor activity of compounds 1-4 were investigated by lethal-to-prawn larva bioactivity determining method and MTT assay. Results Ten compounds were isolated from EtOAc extract and n-BuOH of leaves of T. grandis. Their structures were identified as torreyagrandate (1), hinokiol (2), 4-epiagathadial (3), 3,4-dihydroxybenzoic acid 3-O-β-D-glucoside (4), dehydroabietic acid (5), trans-communic acid (6), cis-communic acid (7), (2-methoxy-1,4-phenylene) dimethanol (8), pinoresinol (9), and β-sitosterol (10). The bioactivity experiment indicated that compounds 1-4 possessed certain cytotoxic activity towards brine shrimp, and LC50 value were 7.7, 8.0, 8.8, and 4.2 μg/mL, respectively. In addition, it was found that compound 4 presented remarkable inhibitory effect on two kinds of cells of human liver cancer cells of Huh7 (67%) and HepG2 (69%) at a dose of 10 μg/mL. Conclusion All compounds are isolated from leaves of T. grandis for the first time expect compound 10. Compounds 1-4 exhibite certain cytotoxic activity, and compound 4 displays stronger antitumor activity towards Huh7 and HepG2 liver cancer cells.
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[基金项目]
浙江省自然科学基金资助项目(LY13H280011)