A New Synthesis Method and GABA Transporters Inhibitory Activities of Tiagabine and Its Analogues

作     者：ZHANG Jian-ge JIANG Chang-sheng ZHENG Jian-bin WEN Ren LIN Guo-qiang 

作者机构：Department of Medicinal Chemistry School of Pharmacy Fudan University Shanghai 200032 P. R. China Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 201203 P. R. China 

出 版 物：《Chemical Research in Chinese Universities》 (高等学校化学研究（英文版）)

年 卷 期：2006年第22卷第3期

页      面：351-355页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：SupportedbytheScienceandTechnologyCommissionofShanghaiMunicipality(No.03DZ19201) 

主　　题：Tiagabine Analogue Synthesis GABA transporter inhibitor 

摘      要：A new synthetic method and GABA transporter inhibitory activities of Tiagabine and its analogues are described. The key intermediates 4-tosyl-1,1-diaryl/heteroaryl-l-butene 10a-10e were synthesized by Wittig reaction, and followed by N-alkylation with （R）-3-piperidinecarboxylate. The resulting N-diheterocyclylalkenylpiperidine-3-carboxylic acid ester 11a-11e were saponified and then acidified *** the target compounds 1a-1e. The preliminary bioassays show that compound 1a-1e exhibited excellent inhibition of [ 3H ]-GABA uptake in vitro of culture ceils.