Accès direct au contenu

PPSM

Version anglaise

aide

Accueil > Recherche > Publications / brevets > Publications équipe SMALL > Synthèse valo biomolécules

Preparation of triazole-linked glycosylated alpha-ketocarboxylic acid derivatives as new PTP1B inhibitors

Song, Z. ; He, X. P. ; Li, C. ; Gao, L. X. ; Wang, Z. X. ; Tang, Y. ; Xie, J. ; Li, J. ; Chen, G. R. ; Carbohydrate Research, 2011, 346(1), 140-145

Références :

Carbohydrate Research, 2011, 346(1), 140-145

Auteur(s) : 

Song, Z. ; He, X. P. ; Li, C. ; Gao, L. X. ; Wang, Z. X. ; Tang, Y. ; Xie, J. ; Li, J. ; Chen, G. R.


The synthesis of triazole-linked glycosyl acetophenone, benzoic acid, and alpha-ketocarboxylic acid derivatives was readily achieved via Cu(I)-catalyzed azide-alkyne cycloaddition ('click' reaction) in excellent yields of 93-97%. Among the synthesized glycoconjugates, the triazolyl alpha-ketocarboxylic acids were identified as the most potent protein tyrosine phosphatase 1B (FTP1B) inhibitors with micromole-ranged IC50 values and moderate-to-good selectivity over a panel of homologous PTPs including TCPTP (4.6-fold), LAR (>30-fold), SHP-1 (>30-fold) and SHP-2 (>30-fold). Moreover, a docking simulation was conducted to propose a plausible binding mode of the glucosyl alpha-ketocarboxylic acid triazole with the enzymatic target. (C) 2010 Elsevier Ltd. All rights reserved.




Type :
Publication
Dates :
Paru le 1 janvier 2011
Informations complémentaires :
10.1016/j.carres.2010.10.023

 

Publications antérieures 

2015
2014
2013
2012
2011
2010
2009
2008
2007

Recherche d'un document

Recherche d'un document