N-Bridged 1-deoxynojirimycin dimers as selective insect trehalase inhibitors

Carbohydr Res. 2014 May 7:389:46-9. doi: 10.1016/j.carres.2013.12.025. Epub 2014 Jan 30.

Abstract

A small set of N-bridged 1-deoxynojirimycin dimers has been synthesized and evaluated as potential inhibitors of insect trehalase from midge larvae of Chironomus riparius, porcine trehalase as the mammalian counterpart and α-amylase from human saliva. All the tested compounds (2-4) proved to be active (micromolar range activity) against insect trehalase, showing selectivity toward the insect glycosidase. No activity was observed against α-amylase.

Keywords: Deoxynojirimycin; Enzyme inhibitors; Iminosugars; Trehalase; Trehalose.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 1-Deoxynojirimycin / chemistry*
  • 1-Deoxynojirimycin / pharmacology*
  • Animals
  • Chironomidae / enzymology*
  • Dimerization*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Larva / enzymology
  • Nitrogen / chemistry*
  • Trehalase / antagonists & inhibitors*

Substances

  • Enzyme Inhibitors
  • 1-Deoxynojirimycin
  • Trehalase
  • Nitrogen