2. Academic Validation
  3. Click to a focused library of benzyl 6-triazolo(hydroxy)benzoic glucosides: novel construction of PTP1B inhibitors on a sugar scaffold

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

  • Eur J Med Chem. 2011 Sep;46(9):4212-8. doi: 10.1016/j.ejmech.2011.06.025.
Cui Li 1,  Xiao-Peng He,  Yin-Jie Zhang,  Zhen Li,  Li-Xin Gao,  Xiao-Xin Shi,  Juan Xie,  Jia Li,  Guo-Rong Chen,  Yun Tang
Affiliations

Affiliation

  • 1 School of Pharmacy, and Key Laboratory for Advanced Material and Fine Chemicals, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, PR China.
PMID: 21745700 DOI: 10.1016/j.ejmech.2011.06.025
Abstract

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(I)-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.

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