Discovery of novel inhibitors of the NorA multidrug transporter of Staphylococcus aureus

J Med Chem. 2011 Jan 13;54(1):354-65. doi: 10.1021/jm1011963. Epub 2010 Dec 8.

Abstract

Four novel inhibitors of the NorA efflux pump of Staphylococcus aureus, discovered through a virtual screening process, are reported. The four compounds belong to different chemical classes and were tested for their in vitro ability to block the efflux of a well-known NorA substrate, as well as for their ability to potentiate the effect of ciprofloxacin (CPX) on several strains of S. aureus, including a NorA overexpressing strain. Additionally, the MIC values of each of the compounds individually are reported. A structure-activity relationship study was also performed on these novel chemotypes, revealing three new compounds that are also potent NorA inhibitors. The virtual screening procedure employed FLAP, a new methodology based on GRID force field descriptors.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Bacterial Proteins / antagonists & inhibitors*
  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / chemistry
  • Benzimidazoles / pharmacology
  • Ciprofloxacin / pharmacology
  • Databases, Factual
  • Drug Resistance, Bacterial
  • Drug Synergism
  • Ethidium / antagonists & inhibitors
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Multidrug Resistance-Associated Proteins / antagonists & inhibitors*
  • Phenyl Ethers / chemical synthesis*
  • Phenyl Ethers / chemistry
  • Phenyl Ethers / pharmacology
  • Propanolamines / chemical synthesis*
  • Propanolamines / chemistry
  • Propanolamines / pharmacology
  • Quantitative Structure-Activity Relationship
  • Staphylococcus aureus / drug effects*
  • Staphylococcus aureus / metabolism
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology

Substances

  • Anti-Bacterial Agents
  • Bacterial Proteins
  • Benzimidazoles
  • Multidrug Resistance-Associated Proteins
  • Phenyl Ethers
  • Propanolamines
  • Sulfonamides
  • NorA protein, Staphylococcus
  • Ciprofloxacin
  • Ethidium