1265906-07-7Relevant articles and documents
Microwave-accelerated click chemistry: Expeditious synthesis of novel triazole-linked salicylic β-D-O-glycosides with PTP1B inhibitory activity
Yang, Jin-Wei,Li, Cui,He, Xiao-Peng,Zhao, Hong,Gao, Li-Xin,Zhang, Wei,Shi, Xiao-Xin,Tang, Yun,Li, Jia,Chen, Guo-Rong
experimental part, p. 3359 - 3365 (2012/05/20)
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.