N,N-Dichloroaminosulfonic acids as novel topical antimicrobial agents

Bioorg Med Chem Lett. 2009 Jan 1;19(1):196-8. doi: 10.1016/j.bmcl.2008.10.114. Epub 2008 Oct 31.

Abstract

2-Dichloroamino-2-methyl-propane-1-sulfonic acid sodium salt (2a), a stable derivative of endogenous N,N-dichlorotaurine (1), has been identified and is under development as a topical antimicrobial agent. Structure-activity relationships of analogs were explored to achieve optimal antimicrobial activity with minimal mammalian toxicity while maintaining the desired stability. All the analogs synthesized showed antimicrobial activity against Staphylococcus aureus, Escherichia coli, and Candida albicans in the range of 1-128 microg/mL and cytotoxicity against mammalian L929 cells in the range 80-1900 microg/mL.

MeSH terms

  • Animals
  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology
  • Anti-Infective Agents, Local
  • Candida albicans / drug effects
  • Cell Line
  • Cell Survival / drug effects
  • Escherichia coli / drug effects
  • Microbial Sensitivity Tests
  • Staphylococcus aureus / drug effects
  • Structure-Activity Relationship
  • Sulfonic Acids / chemical synthesis*
  • Sulfonic Acids / pharmacology

Substances

  • Anti-Infective Agents
  • Anti-Infective Agents, Local
  • Sulfonic Acids
  • sulfamic acid