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[摘要]
目的 研究吉林延龄草Trillium kamtschaticum非止血活性部位化学成分及其生物活性。方法 采用硅胶、反相C18、Sephadex LH-20等色谱材料和重结晶方法进行分离纯化,通过理化性质和波谱数据鉴定化合物的结构,并用MTT法评价部分化合物的细胞毒活性。结果 从吉林延龄草非止血活性部位分离得到10个化合物,分别鉴定为β-蜕皮激素(1)、水龙骨素B(2)、integristerone B(3)、(9Z,15Z)-11,12,13-三羟基-9,15-十八碳二烯酸(4)、(Z)-11,12,13-三羟基-9-十八碳烯酸(5)、(9Z,15Z)-11,12,13-三羟基-9,15-十八碳二烯酸甲酯(6)、(Z)-11,12,13-三羟基-9-十八碳烯酸甲酯(7)、7,11-二甲基-3-亚甲基-10β,11-二羟基-1,6-十二碳二烯二醇-10-O-β-D-葡萄吡喃糖苷(8)、山柰酚-3-O-α-L-阿拉伯吡喃糖基(1→6)-O-β-D-半乳吡喃糖苷(9)、5-羟基-4-羟甲基-二氢吡喃-2-酮(10)。细胞毒活性测试表明,化合物1、9和10的IC50值分别为(26.6±1.3)μmol/L(DU145细胞株)、(16.2±6.2)μmol/L(CEM细胞株)和(23.7±1.2)μmol/L(HeLa细胞株)。结论 化合物4~7和10为首次从该属植物中分离得到,化合物1、9和10具有一定的细胞毒活性。
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[Abstract]
Objective To investigate the chemical constituents and bioactivity of the moieties without hemostatic effects of Trillium kamtschaticum. Methods All compounds were isolated and purified by means of silica gel column chromatography, reverse phase C18 column chromatography, Sephadex LH-20, and recrystallization methods. Their structures were determined by physicochemical properties, and spectral data. The cytotoxic activity of selected compounds was also evaluated using the MTT method. Results Ten compounds were obtained from the moieties without hemostatic effects of T. kamtschaticum and their structures were identified as β-ecdysone (1), polypodine B (2), integristerone B (3), (9Z,15Z)-11,12,13-trihydroxyoctadeca-9,15-dienoic acid (4), (Z)-11, 12,13-trihydroxyoctadec-9-enoic acid (5), methyl (9Z,15Z)-11,12,13-trihydroxyoctadeca-9,15-dienoate (6), methyl (Z)-11,12,13-trihydroxyoctadec-9-enoate (7), 7,11-dimethyl-3-methylene-1,6-dodecadien-10β,11-diol-10-O-β-D-glucopyranoside (8), kaempferol-3-O-α-L-arabinopyranosyl (1→6)-O-β-D-galacopyranoside (9), and 5-hydroxy-4-hydroxymethyl-2H-pyran-2-one (10), respectively. Compounds 1, 9, and 10 showed cytotoxic activities with IC50 values of (26.6 ±1.3) μmol/L (DU145 cells), (16.2 ±6.2) μmol/L (CEM cells), and (23.7 ±1.2) μmol/L (HeLa cells), respectively. Conclusion Compounds 4-7 and 10 are obtained for the first time from Trillium genus, and compounds 1, 9, and 10 showed cytotoxic activities.
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[基金项目]
国家自然科学基金青年项目(31600283);中国科学院昆明植物研究所学科交叉引导性项目(KIB2017004);中国科学院昆明植物研究所植物化学与西部植物资源可持续利用国家重点实验室资助项目(P2017-ZZ04)