新型绿原酸酰胺衍生物的合成与生物活性评价  

Synthesis and Bioactivity Evaluation of Novel Chlorogenic Acid Derivatives Containing Amide Group

作　　者：杨家强[1] 曾发奎 黎刚[1] 徐廷胜[1] 束波[2] 

机构地区：[1]遵义医学院药学院,遵义563003 [2]遵义医学院生物化学与分子生物学教研室,遵义563003

出　　处：《中国药学杂志》2016年第4期264-268,共5页Chinese Pharmaceutical Journal

基　　金：贵州省中医药管理局资助项目(QZyy-2014-088);贵州省科技厅国际合作资助项目(黔科合外G字[2014]7013);遵义市汇川区科技局资助项目(E-123)

摘　　要：目的为了改善绿原酸的溶解性、脂水分配系数等性质,设计合成系列绿原酸酰胺衍生物进行生物活性评价。方法以绿原酸为原料,先对邻二醇结构保护,再与胺发生缩合反应,然后脱保护,最后得到目标化合物。分别采用MTT法与DPPH法对目标物进行体外抗肿瘤增殖活性与抗氧化活性评价。结果合成了8个绿原酸酰胺衍生物,通过IR、NMR进行了结构确定。活性测试表明,目标物有体外对肿瘤细胞抗增殖活性,部分化合物的活性略高于绿原酸;同时目标物抗氧化活性与绿原酸相当。结论修饰后的绿原酸酰胺衍生物仍有抗肿瘤与抗氧化活性。OBJECTIVE To design and synthesize a series of chlorogenic acid derivatives in order to improve the solubility and lipid-water partition coefficients of chlorogenic acid, and test the bioactiviteies of the target compounds. METHODS The target compounds were synthesized from chlorogenic acid by three-step reactions of hydroxyl protection, acylation, and deprotection. The antitumor activities of the compounds were evaluated against two different tumor cell lines by MTT assay, and the DPPH method was used to measure the antioxidant activities of the compounds. RESULTS Eight title compounds were prepared, the structures of the compounds were confirmed by IR and NMR. The MTT assay showed that the compounds exhibited certain antitumor activities and better antioxidant activities, and the activities against A-549 and SGC-7901 tumor cells and the scavenging ratio to DPPH were similar to those of chlorogenic acid. CONCLUSION Chlorogenic acid derivatives containing amide group still have antitumor and antioxidant activities.

关 键 词：绿原酸 结构修饰 酰胺 抗肿瘤活性 抗氧化活性 

分 类 号：R284[医药卫生—中药学]