栀子药效成分京尼平的结构改造  

Structural modification of the cape jasmine pharmacodynamic constituent genipin

作　　者：黄照[1] 罗军[1] 陈河如[1,2,3] 姚新生[1,2] 

机构地区：[1]暨南大学药学院中药及天然药物研究所,广东广州510632 [2]广东省中药药效物质基础及创新药物研究重点实验室,广东广州510632 [3]中国科学院上海药物研究所,新药研究国家重点实验室,上海201203

出　　处：《中国药物化学杂志》2011年第3期204-207,共4页Chinese Journal of Medicinal Chemistry

基　　金：新药研究国家重点实验室开放课题(SIMM1004KF-15);广东省科技计划项目(2010A030100006)

摘　　要：目的对京尼平(genipin)的结构进行改造以阐明其药效结构。方法以京尼平为原料,通过Swern反应和选择性还原反应合成目标化合物,其结构经现代波谱方法鉴定。结果与结论合成了3个京尼平衍生物,单步收率在77%～90%;3个化合物的结构均经1H-NMR1、3C-NMR和MS谱确证。The pharmacological action on Alzheimer′s disease of genipin has long been proved.In order to disclose the pharmacophore,structural modification of genipin was pursued in the current paper.The structural modifications included the employment of Swern reaction to turn semiacetal at position 1 into lactone,as well as hydroxyl group at position 10 into aldehyde.Selective hydrogenation was used to reduce the double bond at position 7 and 8.The yield for each step lies among 77% to 90%.All the compounds synthesized here were identified with 1H-NMR,13C-NMR and MS.

关 键 词：京尼平 老年痴呆症 栀子 结构改造 

分 类 号：R284.1[医药卫生—中药学]