Synthesis of 1,2,3-triazole glycoconjugates as inhibitors of α-glucosidases

Ten new 1,2,3-triazole glycoconjugates were synthesized from D-glucose and evaluated in in vitro assays for their ability to inhibit the enzyme a-glucosidase. Most of the compounds had low activity or were inactive when compared with acarbose. However, the derivative 1,2-O-isopropylidene-3-phenyl-5-(4-phenyl- 1H-1,2,3-triazole-1-yl)-alpha-D-ribofuranose (19i) possessed activity comparable with the standard drug. The influence of the phenyl group on carbon 3 of the carbohydrate framework is discussed. (C) 2012 Elsevier Ltd. All rights reserved.