Triaminotriazine DNA helicase inhibitors with antibacterial activity

Bioorg Med Chem Lett. 2006 Mar 1;16(5):1286-90. doi: 10.1016/j.bmcl.2005.11.076. Epub 2005 Dec 15.

Abstract

Screening of a chemical library in a DNA helicase assay involving the Pseudomonas aeruginosa DnaB helicase provided a triaminotriazine inhibitor with good antibacterial activity but associated cytotoxicity toward mammalian cells. Synthesis of analogs provided a few inhibitors that retained antibacterial activity and demonstrated a significant reduction in cytotoxicity. The impact of serum and initial investigations toward a mode of action highlight several features of this class of compounds as antibacterials.

MeSH terms

  • Amination
  • Animals
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Anti-Bacterial Agents / toxicity
  • Cell Line
  • DNA Helicases / antagonists & inhibitors*
  • DNA Helicases / metabolism
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology
  • Enzyme Inhibitors / toxicity
  • Escherichia coli / drug effects
  • Escherichia coli / enzymology
  • Humans
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Pseudomonas aeruginosa / drug effects
  • Pseudomonas aeruginosa / enzymology
  • Staphylococcus aureus / drug effects
  • Staphylococcus aureus / enzymology
  • Structure-Activity Relationship
  • Triazines / chemical synthesis
  • Triazines / chemistry*
  • Triazines / pharmacology*
  • Triazines / toxicity

Substances

  • Anti-Bacterial Agents
  • Enzyme Inhibitors
  • Triazines
  • DNA Helicases