Biological characterization of novel inhibitors of the gram-positive DNA polymerase IIIC enzyme

Antimicrob Agents Chemother. 2005 Mar;49(3):987-95. doi: 10.1128/AAC.49.3.987-995.2005.

Abstract

Novel N-3-alkylated 6-anilinouracils have been identified as potent and selective inhibitors of bacterial DNA polymerase IIIC, the enzyme essential for the replication of chromosomal DNA in gram-positive bacteria. A nonradioactive assay measuring the enzymatic activity of the DNA polymerase IIIC in gram-positive bacteria has been assembled. The 6-anilinouracils described inhibited the polymerase IIIC enzyme at concentrations in the nanomolar range in this assay and displayed good in vitro activity (according to their MICs) against staphylococci, streptococci, and enterococci. The MICs of the most potent derivatives were about 4 microg/ml for this panel of bacteria. The 50% effective dose of the best compound (6-[(3-ethyl-4-methylphenyl)amino]-3-{[1-(isoxazol-5-ylcarbonyl)piperidin-4-yl]methyl}uracil) was 10 mg/kg of body weight after intravenous application in a staphylococcal sepsis model in mice, from which in vivo pharmacokinetic data were also acquired.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / pharmacology*
  • DNA / biosynthesis
  • DNA Polymerase III / antagonists & inhibitors*
  • Dogs
  • Enzyme Inhibitors / pharmacokinetics
  • Enzyme Inhibitors / pharmacology*
  • Female
  • Gram-Positive Bacteria / drug effects
  • Gram-Positive Bacteria / enzymology*
  • Male
  • Mice
  • Microbial Sensitivity Tests
  • Rats
  • Rats, Wistar
  • Staphylococcus aureus / drug effects
  • Staphylococcus aureus / enzymology
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Enzyme Inhibitors
  • DNA
  • DNA Polymerase III