文献类型：期刊文献

英文题名：Microwave-accelerated click chemistry: Expeditious synthesis of novel triazole-linked salicylic β-D-O-glycosides with PTP1B inhibitory activity

作者：Yang, Jin-Wei[1]; Li, Cui[3]; He, Xiao-Peng[3,4]; Zhao, Hong[1]; Gao, Li-Xin[2]; Zhang, Wei[2]; Shi, Xiao-Xin[3]; Tang, Yun[3]; Li, Jia[2]; Chen, Guo-Rong[1]

机构：[1] Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, China; [2] National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; [3] School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China; [4] PPSM, ENS Cachan, CNRS, 61 av President Wilson, F-94230 CACHAN, France

年份：2010

卷号：31

期号：11

起止页码：3359

外文期刊名：Bulletin of the Korean Chemical Society

收录：EI(收录号：20104713418343)

语种：英文

外文关键词：Amino acids - Binding energy - Irradiation - Synthesis (chemical) - Phosphatases - Sugars

摘要：The incorporation of microwave irradiation with the prevalent "click chemistry" is currently of considerable synthetic interest. We describe here the introduction of such laboratorial shortcut into carbohydrate-based drug discovery, resulting in the rapid formation of a series of triazole-linked salicylic β-D-O-glycosides with biological activities. All "clicked" products were achieved in excellent yields (≈90%) within only a quarter. In addition, based on the structural characteristics of the afforded glycomimetics, their inhibitory activities were evaluated toward protein tyrosine phosphatases 1B (PTP1B) and a panel of homologous protein tyrosine phosphatases (PTPs). Docking simulation was also conducted to plausibly propose binding modes of this glycosyl salicylate series with the enzymatic target.