C-Glucopyranosyl-1,2,4-triazoles As New Potent Inhibitors of Glycogen Phosphorylase

Eva Bokor; Tibor Docsa; Pál Gergely; László Somsák

doi:10.1021/ml4001529

C-Glucopyranosyl-1,2,4-triazoles As New Potent Inhibitors of Glycogen Phosphorylase

ACS Med Chem Lett. 2013 May 17;4(7):612-5. doi: 10.1021/ml4001529. eCollection 2013 Jul 11.

Authors

Eva Bokor¹, Tibor Docsa², Pál Gergely², László Somsák¹

Affiliations

¹ Department of Organic Chemistry, University of Debrecen , POB 20, H-4010 Debrecen, Hungary.
² Department of Medical Chemistry, Medical and Health Science Centre, University of Debrecen , Egyetem tér 1, H-4032 Debrecen, Hungary.

Abstract

Glycogen phosphorylase inhibitors are considered as potential antidiabetic agents. 3-(β-d-Glucopyranosyl)-5-substituted-1,2,4-triazoles were prepared by acylation of O-perbenzoylated N (1)-tosyl-C-β-d-glucopyranosyl formamidrazone and subsequent removal of the protecting groups. The best inhibitor was 3-(β-d-glucopyranosyl)-5-(2-naphthyl)-1,2,4-triazole (K i = 0.41 μM against rabbit muscle glycogen phosphorylase b).

Keywords: 1,2,4-Triazole; C-glucopyranosyl derivative; bioisoster; glycogen phosphorylase; inhibitor.