2-烯-甘草次酸酯及其脱氧化合物的合成与抗肿瘤活性研究  

Synthesis and Antitumor Activity of 2-Ene-glycyrrhetinic Acid Esters and Their Deoxygenated Compounds

作　　者：傅谟宏 孟艳秋[2] FU Mohong;MENG Yanqiu(Hangzhou Jiande Ecological Environment Monitoring Station,Hangzhou 311600,China;Department of Pharmaceutical Engineering,Shenyang University of Chemical Technology,Shenyang 100142,China)

机构地区：[1]杭州市建德生态环境监测站,浙江杭州311600 [2]沈阳化工大学制药工程教研室,辽宁沈阳100142

出　　处：《化学与生物工程》2023年第1期37-40,57,共5页Chemistry & Bioengineering

基　　金：国家自然科学基金项目(21372156)。

摘　　要：以18β-甘草次酸为起始原料,经C11位羰基还原、C30位羧基酯化、C3位羟基取代和消除等反应,合成了一系列2-烯-甘草次酸酯(Ⅳ)和2-烯-11-脱氧甘草次酸酯(Ⅷ),通过IR、1HNMR、ESI-MS对其结构进行了表征,并采用MTT法测定了其对人宫颈癌细胞(HeLa)、人肝癌细胞(HepG2)、人胃癌细胞(BGC-823)的抑制活性。结果表明,化合物Ⅳa、Ⅳd、Ⅷa、Ⅷd对HeLa、HepG2、BGC-823细胞均有一定的抑制活性,尤其对HeLa细胞具有较强的抑制活性,IC50值分别为8.13μmol·L^(-1)、7.87μmol·L^(-1)、10.7μmol·L^(-1)、9.43μmol·L^(-1)。Taking 18β-glycyrrhetinic acid as a starting material,we synthesized a series of 2-ene-glycyrrhetinic acid esters(Ⅳ)and 2-ene-11-deoxyglycyrrhetinic acid esters(Ⅷ)by C11-carbonyl reduction,C30-carboxyl esterification,and C3-hydroxyl substitution and elimination,and characterized their structures by IR,~1HNMR,and ESI-MS.Moreover,we evaluated their inhibitory activity against human cervical cancer cells(HeLa),human liver cancer cells(HepG2),and human gastric cancer cells(BGC-823)by a MTT assay.The results show that compoundsⅣa,Ⅳd,Ⅷa,andⅧd exhibit certain inhibitory activities against HeLa,HepG2,and BGC-823 cells,especially exhibit strong inhibitory activity against HeLa cells with IC50values of 8.13μmol·L^(-1),7.87μmol·L^(-1),10.7μmol·L^(-1),and 9.43μmol·L^(-1),respectively.

关 键 词：18Β-甘草次酸 脱氧 合成 抗肿瘤活性 

分 类 号：O629.5[理学—有机化学]