冬凌草甲素和冬凌草乙素与谷胱苷肽的迈克尔加成反应  

Michael addition reaction of oridonin and ponicidin with glutathione

作　　者：刘建群[1] 高俊博[1] 舒积成[1] 张锐[1] 

机构地区：[1]江西中医药大学现代中药制剂教育部重点实验室,江西南昌330004

出　　处：《化学研究》2014年第6期566-569,共4页Chemical Research

摘　　要：采用紫外光谱动力学方法测定了抗肿瘤对映贝壳杉烯二萜冬凌草甲素和冬凌草乙素与谷胱苷肽迈克尔加成反应的级数、速率常数和平衡常数.结果表明,冬凌草甲素和冬凌草乙素与与谷胱苷肽迈克尔加成反应符合二级动力学方程,25℃下的速率常数分别为16.196 0L·(mol·s)-1和7.480 5L·(mol·s)-1,平衡常数分别为177.98L/mol和85.60L/mol.冬凌草甲素与谷胱苷肽迈克尔加成反应速率和反应程度均比冬凌草乙素的大得多,反应活性更好.对映贝壳杉烯二萜通过与机体发生迈克尔加成反应而产生抗肿瘤作用;因此,冬凌草甲素可能比冬凌草乙素具有更好的抗肿瘤活性.Ultraviolet spectrometric dynamic method was adopted to determine the order of reaction,rate constant and equilibrium constant of the Michael addition reaction between oridonin and ponicidin with glutathione.It was found that the Michael addition reaction between oridonin and ponicidin with glutathione follows second order kinetic equation,and corresponding rate constant and equilibrium constant at 25℃ are 16.196 0L·（mol·s）-1 and 7.480 5L·（mol·s）-1 as well as 177.98L/mol and 85.60L/mol,respectively.Besides,oridonin is more active and exhibits a faster reaction rate than ponicidin in terms of the Michael addition reaction with glutathione.Moreover,ent-kaurene undergoes Michael addition reaction with organisms thereby showing anti-tumor activity.This means that oridonin might possess better anti-tumor activity than ponicidin.

关 键 词：冬凌草甲素 冬凌草乙素 谷胱苷肽 对映贝壳杉烯二萜 迈克尔加成反应 

分 类 号：O643.1[理学—物理化学]