皂角刺化学成分及其抗肿瘤活性研究  

Chemical constituents of Gleditsiae Spina and their antitumor activity

作　　者：李岗[1] 仙云霞 王晓[1,2] 周洪雷[1] 段文娟[2] 于金倩[2] 

机构地区：[1]山东中医药大学药学院,山东济南250014 [2]山东省中药质量控制技术重点实验室,山东省分析测试中心,山东济南250014

出　　处：《中草药》2015年第19期2846-2850,共5页Chinese Traditional and Herbal Drugs

基　　金：山东省科学院科学技术发展计划项目(2014QN02)

摘　　要：目的研究皂角刺（皂荚Gleditsia sinensis的干燥棘刺）的化学成分及抗肿瘤活性。方法采用反复硅胶色谱、Sephadex LH-20凝胶色谱及半制备高效液相色谱等方法进行分离纯化,通过MS、NMR等波谱数据鉴定其化学结构;采用MTT法测定化合物1~4、6对人肝腹水腺癌细胞SK-HEP-1的细胞毒活性。结果从皂角刺醋酸乙酯部位分离得到12个化合物,分别鉴定为2-氨基咪唑（1）、2,3-dihydro-5-（2-formylvinyl）-7-hydroxy-2-（4-hydroxy-3-methoxyphenyl）-3-benzofuranmethanol（2）、E-肉桂酸（3）、3-O-反式阿魏酰基奎宁酸（4）、反式咖啡酸（5）、4-hydroxy-3-methoxybenzamide（6）、threo-guaiacylglycerol-β-coniferyl aldehyde ether（7）、5,7-二羟基色原酮（8）、香草酸（9）、原儿茶酸（10）、3-O-咖啡酰奎宁酸甲酯（11）、3-O-咖啡酰奎宁酸乙酯（12）。化合物1对SK-HEP-1细胞的IC50值为34.47μg/mL。结论除化合物5外,其余化合物均首次从皂荚属植物中分离得到;化合物1对SK-HEP-1细胞具有明显细胞毒活性。Objective To investigate the chemical constituents from Gleditsiae Spina（the thorns of Gleditsia sinensis） and their antitumor activitives. Methods The chemical constituents were isolated and purified by the chromatography on repeated silica gel, Sephadex LH-20 column, semi-preparative HPLC, etc. Their structures were elucidated by NMR and MS spectroscopic data analyses; The cytotoxicity of compounds 1—4 and 6 was evaluated against human liver cancer SK-HEP-1 cells by MTT assay. Results Twelve compounds were isolated from Gleditsiae Spina, and identified as 2-aminoimidazole（1）, 2,3-dihydro-5-（2-formylvinyl）-7-hydroxy-2-（4-hydroxy-3-methoxyphenyl）-3-benzofuranmethanol（2）, E-cinnamic acid（3）, 3-O-trans-feruloylquinic acid（4）, trans-caffeic acid（5）, 4-hydroxy-3-methoxybenzamide（6）, threo-guaiacylglycerol-β-coniferyl aldehyde ether（7）, 5,7-dihydroxy-chromone（8）, vanillic acid（9）, protocatechuic acid（10）, 3-O-caffeoylquinic acid methyl ester（11）, and 3-O-caffeoylquinic acid ethyl ester（12）; Compound 1 exhibited the potent cytotoxicity against SK-HEP-1 cells with IC50 value of 34.47 μg/mL. Conclusion All the compounds except compound 5 are isolated from the plants of Gleditsia L. for the first time; Compound 1 shows significant cytotoxic activity against SK-HEP-1 cells.

关 键 词：豆科 皂角刺 2-氨基咪唑 3-O-反式阿魏酰基奎宁酸 5 7-二羟基色原酮 抗肿瘤 SK-HEP-1 

分 类 号：R284.1[医药卫生—中药学]