构棘果中2个苯并吡喃异黄酮的分离及其抗肿瘤活性筛选  

Isolation of two benzopyran isoflavones from fruits of Cudrania cochinchinensis and their antitumor activities

作　　者：刘志平[1,2] 周敏[1] 刘盛[1] 甘春芳[2] 韦万兴[1] 

机构地区：[1]广西大学化学化工学院,广西南宁530004 [2]广西师范学院化学与生命科学学院,广西南宁530001

出　　处：《中草药》2013年第13期1734-1737,共4页Chinese Traditional and Herbal Drugs

基　　金：国家自然科学基金资助项目(81060261);广西自然科学基金项目(2012GXNSFAA053021);广西科学研究与技术开发项目(11107009-3-5);广西师范学院功能有机分子([2012]9)

摘　　要：目的研究构棘Cudrania cochinchinensis果实的化学成分。方法采用95%乙醇浸泡提取、硅胶柱色谱分离,各种谱学方法和单晶衍射确定化合物结构,用MTT法进行化合物抗肿瘤活性的筛选。结果从构棘果中分离得到2个苯并吡喃异黄酮,分别鉴定为4′-O-methylalpinmumisoflavone(1)和isoderrone(2);晶体结构显示化合物1和2均属单斜晶系,空间群为P2(1)/c,晶体以分子间氢键、分子内氢键、π-π堆积作用和范德华力构成三维超分子建筑结构。化合物2对肝癌BEL-7404细胞和胃癌SGC-7901细胞具有较好的抑制作用。结论化合物2为首次从该属植物中分离得到,化合物1为首次从该植物中得到。X-单晶衍射测试确定了化合物1和2的平面晶体结构,并首次报道其3D立体堆积结构。Objective To study the chemical constituents from the fruits of Cudrania cochinchinensis. Methods The ethanol extract from the fruits of C. cochinchinensis was separated by silica column chromatography, and the structures were elucidated based on spectroscopy and X-ray diffraction. Results Two known benzopyran isoflavones were isolated and elucidated as 4＇-0- methylalpinmumisoflavone （1） and isoderrone （2）. The crystal structures showed compounds 1 and 2 belonged to monoclinic system, the space group was P2 （1）/c, and the 3D-supramolecular structures were accumulated by hydrogen bond in intra- and inter-molecule, π-π deposition, and Van der Waals force. The in vitro inhibition on BEL-7404 and SGC-7901 carcinoma cell lines was investigated and the results showed compound 2 had a distinct antiproliferative activity. Conclusion Compound 1 is isolated from this plant and compound 2 from the plants in this genus for the first time. The plane crystal structures of compounds 1 and 2 are determined by X-ray crystal diffraction_ and the 3D stack structures are also retported for the first time.

关 键 词：构棘果 苯并吡喃异黄酮 X-单晶衍射 单斜晶系 抗肿瘤活性 

分 类 号：R284.1[医药卫生—中药学]