红景天苷衍生物的合成及其抗氧化作用研究  

Design and Synthesis of Salidroside Derivates as Novel Radical Scavenging Antioxidants

作　　者：祝辉[1] 罗自力[1] 顾建文[2] 杨涛[2] 杜建红[1] 张国庆[1] 

机构地区：[1]成都军区联勤部药品仪器检验所,四川成都610017 [2]解放军成都军区总医院,四川成都610083

出　　处：《解放军药学学报》2013年第4期290-292,296,共4页Pharmaceutical Journal of Chinese People's Liberation Army

基　　金：成都军区医学科研计划课题;No.MB09041

摘　　要：目的设计、合成具有抗氧化、清除自由基作用的新型红景天苷衍生物。方法以红景天苷元-酪醇为先导结构,经结构修饰引入查尔酮结构单元,增强其抗氧化、清除自由基作用。采用DPPH和FRAP法测定其体外抗氧化、清除自由基作用。结果采用微波合成反应,经邻位乙酰化、Claisen-Schmidt缩合以及水解3步反应,制备了一系列含查尔酮结构单元的新型红景天苷衍生物,所有化合物体外抗氧化、清除自由基活性均强于酪醇。结论设计、合成并筛选得到一类新型红景天苷衍生物,构效关系研究证实酚羟基和查尔酮结构单元是化合物抗氧化、清除自由基的重要结构特征。Objective To design and synthesize novel salidroside derivates with potential radical scavenging activity as well as anti-oxidant power.Methods Based on the temple structure of p-tyrosol,a small library of salidroside derivates bearing chalcone substructure was synthesized and evaluated for their anti-oxidant activities by DPPH and FRAP methods.Results The novel salidroside derivates were prepared from p-tyrosol through ortho acetylation and subsequently claisen-schmidt condensation under microwave assisted conditions.The chalcone intermediates were finally hydrolyzed to obtain the target compounds in high yields.DPPH and FRAP assay demonstrated that all the compounds showed improved free radical scavenging activity and antioxidant power when compared to the reference p-tyrosol.Conclusion A novel series of salidroside derivates were designed and synthesized.Structure activity relationship（SAR）suggested that both the phenolic hydroxyl group and chalcone moiety were most important to obtain impressive free radical scavenging activity and antioxidant power.

关 键 词：红景天苷 微波反应 抗氧化 构效关系 

分 类 号：R96[医药卫生—药理学]