Exploring organosilane amines as potent inhibitors and structural probes of influenza a virus M2 proton channel

J Am Chem Soc. 2011 Sep 7;133(35):13844-7. doi: 10.1021/ja2050666. Epub 2011 Aug 12.

Abstract

We describe the use of organosilanes as inhibitors and structural probes of a membrane protein, the M2 proton channel from influenza A virus. Organosilane amine inhibitors were found to be generally as potent as their carbon analogues in targeting WT A/M2 and more potent against the drug-resistant A/M2-V27A mutant. In addition, intermolecular NOESY spectra with dimethyl-substituted organosilane amine inhibitors clearly located the drug binding site at the N-terminal lumen of the A/M2 channel close to V27.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amines / chemistry
  • Amines / pharmacology
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Binding Sites
  • Drug Resistance, Viral
  • Humans
  • Influenza A virus / drug effects*
  • Influenza A virus / genetics
  • Influenza, Human / drug therapy
  • Models, Molecular
  • Mutation
  • Proton Pump Inhibitors / chemistry
  • Proton Pump Inhibitors / pharmacology*
  • Proton Pumps / genetics
  • Proton Pumps / metabolism*
  • Silanes / chemistry
  • Silanes / pharmacology*
  • Viral Proteins / antagonists & inhibitors
  • Viral Proteins / genetics
  • Viral Proteins / metabolism*

Substances

  • Amines
  • Antiviral Agents
  • Proton Pump Inhibitors
  • Proton Pumps
  • Silanes
  • Viral Proteins