N-2 Alkylated analogues of aza-galactofagomine as potential inhibitors of β-glucosidase

Abstract

The synthesis of four N-2-alkylated aza-galactofagomine (AGF) analogues was achieved by intermolecular reductive hydrazination or alkylation of suitably protected AGF. The synthesized compounds were evaluated as potential β-glucosidase inhibitors. The preliminary screening of inhibitor activity, conducted with sweet almond β-glucosidase immobilized in agar, as well as the standard inhibition assay with the same enzyme, showed the inhibitory potency of the synthesized analogues. In addition, these results are in a good agreement with the docking analysis of the human acid β-glucosidase, the enzyme implicated in Gaucher’s disease.

Keywords

• iminosugars
• glycosidase inhibitor
• gaucher’s disease