Synthesis and biological evaluation of ether bridged bicyclic iminosugar derivatives

Carbohydr Res. 2009 Sep 8;344(13):1639-45. doi: 10.1016/j.carres.2009.05.029. Epub 2009 Jun 6.

Abstract

Bicyclic iminosugar derivatives with an ether bridge bearing different substituents on C-2 and the nitrogen atom have been synthesized from a C-glycoside bearing an isopropylidene acetal. The activities of these compounds were investigated against several glycosidase enzymes and showed moderate inhibition and activation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry*
  • Cattle
  • Enzyme Activation / drug effects
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Ethers / chemistry*
  • Glycoside Hydrolases / antagonists & inhibitors
  • Imino Sugars / chemical synthesis*
  • Imino Sugars / chemistry
  • Imino Sugars / pharmacology*

Substances

  • Bridged Bicyclo Compounds, Heterocyclic
  • Enzyme Inhibitors
  • Ethers
  • Imino Sugars
  • Glycoside Hydrolases