文献类型：期刊文献

英文题名：Click to a focused library of benzyl 6-triazolo(hydroxy)benzoic glucosides: Novel construction of PTP1B inhibitors on a sugar scaffold

作者：Li, Cui[1,2];He, Xiao-Peng[1,2,4];Zhang, Yin-Jie[1,2];Li, Zhen[1,2];Gao, Li-Xin[3];Shi, Xiao-Xin[1,2];Xie, Juan[4];Li, Jia[3];Chen, Guo-Rong[1,2];Tang, Yun[1,2]

机构：[1]E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Key Lab Adv Mat & Fine Chem, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Natl Ctr Drug Screening, Shanghai 201203, Peoples R China;[4]CNRS, UMR 8531, PPSM, Inst Alembert,ENS Cachan, F-94235 Cachan, France

年份：2011

卷号：46

期号：9

起止页码：4212

外文期刊名：EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000295237400071)】；

基金：Project supported by National Natural Science Foundation of China (Grant No. 20876045, No. 30801405), National Basic Research Program of China (No. 2007CB914201), Shanghai Science and Technology Community (No. 10410702700), Shanghai Science and Technology Community (No. KSCX2-EW-R-15), and the Fundamental Research Funds for the Central Universities (No. WK1013002). X.-P. H. also gratefully acknowledges the French Embassy in Beijing, China for a co-tutored doctoral fellowship.

语种：英文

外文关键词：Click chemistry; PTP1B inhibitor; Sugar scaffold; (Hydroxy)benzoate; Molecular docking

摘要：With an aim of developing novel protein tyrosine phosphatase (PTP) 1B inhibitors based on sugar scaffolds, a focused library of benzyl 6-triazolo(hydroxy)benzoic glucosides was efficiently constructed via the modular and selective Cu(l)-catalyzed azide-alkyne 1,3-dipolar cycloaddtion (click chemistry). These glycoconjugates bearing alkyl chain length-varied bridges between the sugar and (hydroxy)benzoic moieties were identified as new PTP1B inhibitors with selectivity over T-Cell PTP (TCPTP), SH2-Containing PTP-1 (SHP-1), SHP-2 and Leukocyte Antigen-Related Tyrosine Phosphatase (LAR). Molecular docking study sequentially elaborated the plausible binding modes of the structurally diverse sugar-based inhibitors with PTP1B. (C) 2011 Elsevier Masson SAS. All rights reserved.