Microwave-Accelerated Click Chemistry: Expeditious Synthesis of Novel Triazole-linked Salicylic ¥â-D-O-Glycosides with PTP1B Inhibitory Activity

Bulletin of the Korean chemical society

Jia Li¹  Wei Zhang¹  Xiao Xin Shi¹  Cui Li¹  Hong Zhao¹  Xiao Peng He¹  Yun Tang¹  Guo Rong Chen¹  Li Xin Gao¹  Jin Wei Yang¹ 

关键词: Click chemistry;    Microwave irradiation;    Carbohydrate-based drug discovery;    PTP1B inhibitor;    Docking simulation;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 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 �?-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.

【 授权许可】

Unknown