Modifying the phenyl group of PUGNAc: reactivity tuning to deliver selective inhibitors for N-acetyl-D-glucosaminidases

Org Biomol Chem. 2016 Mar 28;14(12):3193-7. doi: 10.1039/c6ob00297h.

Abstract

The synthesis of analogues of the potent N-acetylhexosaminidase inhibitor, PUGNAc, are described. These compounds were assayed against a set of biologically important N-acetyl-d-glucosaminidases and were found to vary in both potency and selectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Humans
  • Molecular Conformation
  • Phenylcarbamates / chemical synthesis
  • Phenylcarbamates / chemistry
  • Phenylcarbamates / pharmacology*
  • Structure-Activity Relationship
  • beta-N-Acetylhexosaminidases / antagonists & inhibitors*
  • beta-N-Acetylhexosaminidases / metabolism

Substances

  • Enzyme Inhibitors
  • Phenylcarbamates
  • beta-N-Acetylhexosaminidases