Chalcones as novel influenza A (H1N1) neuraminidase inhibitors from Glycyrrhiza inflata

Bioorg Med Chem Lett. 2011 Jan 1;21(1):294-8. doi: 10.1016/j.bmcl.2010.11.016. Epub 2010 Nov 5.

Abstract

The emergence of highly pathogenic influenza A virus strains, such as the new H1N1 swine influenza (novel influenza), represents a serious threat to global human health. During our course of an anti-influenza screening program on natural products, one new licochalcone G (1) and seven known (2-8) chalcones were isolated as active principles from the acetone extract of Glycyrrhiza inflata. Compounds 3 and 6 without prenyl group showed strong inhibitory effects on various neuraminidases from influenza viral strains, H1N1, H9N2, novel H1N1 (WT), and oseltamivir-resistant novel H1N1 (H274Y) expressed in 293T cells. In addition, the efficacy of oseltamivir with the presence of compound 3 (5 μM) was increased against H274Y neuraminidase. This evidence of synergistic effect makes this inhibitor to have a potential possibility for control of pandemic infection by oseltamivir-resistant influenza virus.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Substitution
  • Antiviral Agents / chemistry*
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology
  • Cell Line
  • Chalcones / chemistry*
  • Chalcones / isolation & purification
  • Chalcones / pharmacology
  • Drug Resistance, Viral / drug effects
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology
  • Glycyrrhiza / chemistry*
  • Humans
  • Influenza A Virus, H1N1 Subtype / enzymology*
  • Influenza A Virus, H9N2 Subtype / enzymology
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Mutation
  • Neuraminidase / antagonists & inhibitors*
  • Neuraminidase / genetics
  • Neuraminidase / metabolism

Substances

  • Antiviral Agents
  • Chalcones
  • Enzyme Inhibitors
  • licochalcone G
  • Neuraminidase