诸葛菜种子化学成分研究  

Chemical constituents from the seeds of Orychophragmus violaceus

作　　者：刘士军 张广杰 崔慧敏 秦宏 董俊兴 LIU Shi-jun;ZHANG Guang-jie;CUI Hui-min;QIN Hong;DONG Jun-xing(Institute of Radiation Medicine,Academy of Military Medical Sciences,Academy of Military Sciences,Beijing 100850,China;Hubei University for Nationalities,Enshi 445000,China)

机构地区：[1]军事科学院军事医学研究院辐射医学研究所,北京100850 [2]湖北民族学院,恩施445000

出　　处：《国际药学研究杂志》2018年第3期238-243,共6页Journal of International Pharmaceutical Research

摘　　要：目的探究诸葛菜种子的化学成分。方法采用硅胶柱色谱、Sephadex LH-20凝胶柱色谱、ODS柱色谱、重结晶等方法进行分离纯化,利用化合物的理化性质及NMR等波谱学技术,结合ESI-MS等方法对分离所得化合物进行结构鉴定。采用MTT法测定分离得到的化合物体外抗肿瘤活性。结果从诸葛菜种子的70%乙醇提取物正丁醇萃取部位分离得到12个化合物,分别鉴定为5,7,3′,5′-四羟基二氢黄酮(1),染料木素(2),金合欢素-7-O-β-D-葡萄糖苷(3),落叶松树脂醇(4),落叶松树脂醇-9-O-β-D-吡喃型葡萄糖苷(5),异落叶松树脂醇-9-O-β-D-吡喃型葡萄糖苷(6),薯蓣皂苷(7),纤细薯蓣皂苷(8),胡萝卜苷(9),β-谷甾醇-3-O-β-D-吡喃葡萄糖苷-20-O-棕榈酸酯(10),长寿花葡萄糖苷(11),hypargyreusolide B(12)。结论除化合物1和9外,其余化合物均为首次从诸葛菜植物中分离得到。化合物4、6、7和8对人肝癌细胞株(Hep G2)和人非小细胞肺癌细胞株(A549)具有显著的细胞毒性,IC_(50)值为0.88~20.33μmol/L。Objective To study the chemical constituents of the seeds of Orychophragmus violaceus. Methods The compounds were isolated by silica gel,Sephadex LH-20,ODS column chromatography and recrystallization. Their structures were identified based on the chemical evidence and spectroscopic analysis,combined with the ESI-MS method. Compounds obtained were assayed for their cytotoxicities using the MTT assay in vitro. Results Twelve compounds were isolated from the n-Bu OH part of 70%ethanol extract of the seeds of O. violaceus. These compounds were identified as 5,7,3′,5′-tetrahydroxyflavanone（1）,geristein（2）,acactin-7-O-β-D-glucoside（3）,lariciresinol（4）,lariciresinol-9-O-β-D-glucopyranoside（5）,isolariciresinol-9-O-β-D-glucopyranoside（6）,dioscin（7）,gracillin（8）,daucosterol（9）,β-sitosteryl-3-O-β-D-glucopyranoside-20-O-palmitate（10）,roseoside（11）,and hypargyreusolide B（12）,respectively. All the compounds were assayed for their cytotoxicities in vitro by MTT. Conclusion These compounds,except 1 and 9,are isolated from the plant for the first time. Compounds 4,6,7 and 8 showed significant cytotoxicities on human cancer A549 and Hep G2 cells,with IC50 values ranging from 0.88 to 20.33 μmol/L.

关 键 词：诸葛菜 化学成分 木脂素 细胞毒性 

分 类 号：R931.6[医药卫生—生药学] R282.6[医药卫生—药学]