title: 4(5)-Aryl-2-C-glucopyranosyl-imidazoles as New Nanomolar Glucose Analogue Inhibitors of Glycogen Phosphorylase.
abstract: Inhibition of glycogen phosphorylases may lead to pharmacological treatments of diseases in which glycogen metabolism plays an important role: first of all in diabetes, but also in cardiovascular and tumorous disorders. C-(β-d-Glucopyranosyl) isoxazole, pyrazole, thiazole, and imidazole type compounds were synthesized, and the latter showed the strongest inhibition against rabbit muscle glycogen phosphorylase b. Most efficient was 2-(β-d-glucopyranosyl)-4(5)-(2-naphthyl)-imidazole (11b, K i = 31 nM) representing the best nanomolar glucose derived inhibitor of the enzyme.
authors.affiliation: Department of Organic Chemistry, University of Debrecen , POB 20, H-4010 Debrecen, Hungary.
authors.forename: Éva
authors.initials: É
authors.lastname: Bokor
authors.affiliation: Department of Organic Chemistry, University of Debrecen , POB 20, H-4010 Debrecen, Hungary.
authors.forename: Sándor
authors.initials: S
authors.lastname: Kun
authors.affiliation: Department of Medical Chemistry, Faculty of Medicine, University of Debrecen , Egyetem tér 1, H-4032 Debrecen, Hungary.
authors.forename: Tibor
authors.initials: T
authors.lastname: Docsa
authors.affiliation: Department of Medical Chemistry, Faculty of Medicine, University of Debrecen , Egyetem tér 1, H-4032 Debrecen, Hungary.
authors.forename: Pál
authors.initials: P
authors.lastname: Gergely
authors.affiliation: Department of Organic Chemistry, University of Debrecen , POB 20, H-4010 Debrecen, Hungary.
authors.forename: László
authors.initials: L
authors.lastname: Somsák
keywords: C-Glucopyranosyl derivative; glycogen phosphorylase; imidazole; inhibitor; isoxazole; pyrazole; thiazole