gem-Dimethyl-bearing C-Glucosides as Sodium-glucose Co-transporter 2 （SGLT2） Inhibitors

作     者：Shi, Yongheng Zhao, Guilong Lou, Yuanyuan Wang, Yuli Shao, Hua Liu, Wei Xu, Weiren Tang, Lida 

作者机构：School of Pharmacy Tianjin Medical University Tianjin 300070 China Tianjin Key Laboratory of Molecular Design and Drug Discovery Tianjin Institute of Pharmaceutical Research Tianjin 300193 China College of Chemistry and Molecular Engineering Qingdao University of Science and Technology Qingdao Shandong 266042 China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2011年第29卷第6期

页      面：1192-1198页

核心收录：

学科分类：081702[工学-化学工艺] 0905[农学-畜牧学] 08[工学] 0817[工学-化学工程与技术] 09[农学] 

基　　金：Key Projects of Tianjin Science and Technology Support Plan National Key Projects for the Inno-vative Drug 

主　　题：sodium-glucose co-transporter 2 (SGLT2) gem-dimethyl synthesis Friedel-Crafts alkylation oral glucose tolerance test (OGTT) 

摘      要：Three novel gem-dimethyl C-glucosides were designed as sodium-glucose co-transporter 2 （SGLT2） inhibitors, and their syntheses started from D-glucose and three 2-substituted-5-bromobenzoic acids were achieved via a facile 8-step protocol, with the key step being anhydrous aluminum chloride-catalyzed Friedel-Crafts alkylation of tertiary alcohols and phenetol. These three SGLT2 inhibitors were evaluated in vivo with a mice oral glucose tolerance test （OGTT）, and the anti-hyperglycemic activities of all these three compounds were comparable with that of the positive control Dapagliflozin.