title: Synthesis of 1,2,3-triazole glycoconjugates as inhibitors of α-glucosidases.
abstract: 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 α-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)-α-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.
authors.affiliation: Universidade Federal Fluminense, Instituto de Química, Departamento de Química Orgânica, CEG, Campus do Valonguinho, Niterói, RJ, Brazil.
authors.forename: David R
authors.initials: DR
authors.lastname: da Rocha
authors.forename: Wilson C
authors.initials: WC
authors.lastname: Santos
authors.forename: Emerson S
authors.initials: ES
authors.lastname: Lima
authors.forename: Vitor F
authors.initials: VF
authors.lastname: Ferreira
mesh_terms: D000475:Alkenes / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D065089:Glycoside Hydrolase Inhibitors; D012441:Saccharomyces cerevisiae / Q000201:enzymology; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000475:Alkenes; D004791:Enzyme Inhibitors; D006001:Glycoconjugates; D065089:Glycoside Hydrolase Inhibitors; D014230:Triazoles; C013658:propylene