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[摘要]
目的 研究紫玉兰Magnolia liliflora树皮的生物碱类化学成分。方法 采用硅胶柱色谱、ODS柱色谱、Sephadex LH-20柱色谱以及制备HPLC等分离方法进行分离纯化,根据波谱数据鉴定化合物结构。利用MTT法测试化合物对人肺癌A549细胞的细胞毒活性。结果 从紫玉兰树皮中分离得到6个生物碱类化合物,分别鉴定为(Z)-N-(4'-(4'-formyl-1'-(hydroxymethyl)-1H-pyrrol) butyl)-3-(4-hydroxy-3-methoxyphenyl) acrylamide(1)、magnolamide(2)、N-trans-feruloytyramine(3)、dicentrinone(4)、liriodenine(5)、lysicamine(6)。其中化合物1~3属于有机胺类生物碱,4~6属于阿朴菲类生物碱。生物活性测试结果表明化合物4~6可明显抑制A549细胞增殖,半数抑制浓度(median inhibition concentration,IC50)分别为8.17、15.33与11.05 μmol/L。结论 化合物1为新化合物,命名为紫玉兰碱,化合物5为首次从木兰属植物中分离得到,化合物2、4~6为首次从该植物中分离得到。3个阿朴菲类生物碱(4~6)对A549细胞具有较强的细胞毒活性。
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[Abstract]
Objective To study alkaloids from the stem barks of Magnolia liliflora with their cytotoxicity on lung cancer cells A549. Methods Compounds were isolated and purified by various chromatographic techniques, including silica gel, ODS, Sephadex LH-20 and preparative HPLC. Their structures were elucidated via spectroscopic data analysis. Cytotoxicity on lung cancer cells A549 was evaluated by MTT experiment. Results Three organic amine alkaloids (1-3) and three apophenoid alkaloids (4-6) were isolated. They were identified as magnoliliamide (1), magnolamide (2), N-trans-feruloytyramine (3), dicentrinone (4), liriodenine (5) and lysicamine (6). Bioactive results showed that compounds 4, 5 and 6 had good inhibitory activity on A549 cell line with IC50 values of 8.17, 15.33 and 11.05 μmol/L. Conclusion Compound 1 is a new compound and named magnoliliamide, compound 5 is isolated from the genus of Magnolia for the first time, and compounds 2, 4, 5 and 6 are firstly obtained from this plant. Three aporphine alkaloids (4-6) have strong cytotoxicity on the proliferation of A549 cells.
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[基金项目]
国家自然科学基金青年基金资助项目(21907059);山东第一医科大学学术提升计划(2019LJ003)