Synthesis of acylguanidine zanamivir derivatives as neuraminidase inhibitors and the evaluation of their bio-activities

Org Biomol Chem. 2013 Jun 28;11(24):3943-8. doi: 10.1039/c3ob40624e.

Abstract

A series of acylguanidine-modified zanamivir analogs were synthesized and their inhibitory activities against the NAs of avian influenza viruses (H1N1 and H3N2) were evaluated. In particular, zanamivir derivative , with a hydrophobic naphthalene substituent, exhibits the best inhibitory activity against group-1 NA with an IC50 of 20 nM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemical synthesis
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Guanidine / analogs & derivatives*
  • Guanidine / chemistry
  • Guanidine / pharmacology*
  • Influenza A Virus, H1N1 Subtype / drug effects
  • Influenza A Virus, H3N2 Subtype / drug effects
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Neuraminidase / antagonists & inhibitors*
  • Neuraminidase / metabolism
  • Structure-Activity Relationship
  • Zanamivir / analogs & derivatives*
  • Zanamivir / chemical synthesis
  • Zanamivir / chemistry
  • Zanamivir / pharmacology*

Substances

  • Antiviral Agents
  • Enzyme Inhibitors
  • Neuraminidase
  • Guanidine
  • Zanamivir