C-5a-substituted validamine type glycosidase inhibitors

Carbohydr Res. 2017 Feb 22:440-441:1-9. doi: 10.1016/j.carres.2017.01.006. Epub 2017 Jan 13.

Abstract

A series of N-alkyl derivatives of the D-galactosidase inhibitor 1,4-di-epi-validamine featuring lipophilic substituents at position C-5a was prepared and screened for their glycosidase inhibitory properties. Products turned out selective for β-galactosidases as well as β-glucosidases.

Keywords: Aminocyclitol; Carbasugar; Glycosidase inhibitor.

MeSH terms

  • Agrobacterium / chemistry
  • Agrobacterium / enzymology
  • Animals
  • Bacterial Proteins / antagonists & inhibitors*
  • Bacterial Proteins / chemistry
  • Carbohydrate Conformation
  • Cattle
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry*
  • Escherichia coli / chemistry
  • Escherichia coli / enzymology
  • Fungal Proteins / antagonists & inhibitors*
  • Fungal Proteins / chemistry
  • Hydrophobic and Hydrophilic Interactions
  • Inositol / analogs & derivatives*
  • Inositol / chemical synthesis
  • Inositol / chemistry
  • Kinetics
  • Saccharomyces cerevisiae / chemistry
  • Saccharomyces cerevisiae / enzymology
  • beta-Galactosidase / antagonists & inhibitors*
  • beta-Galactosidase / chemistry
  • beta-Glucosidase / antagonists & inhibitors*
  • beta-Glucosidase / chemistry

Substances

  • Bacterial Proteins
  • Enzyme Inhibitors
  • Fungal Proteins
  • validamine
  • Inositol
  • beta-Glucosidase
  • beta-Galactosidase