New quaternary ammonium polymers as antimicrobial agents. Part II. Alkylation products of linear aliphatic poly (aminodisulphides)

J Biomater Sci Polym Ed. 1991;2(4):255-61. doi: 10.1163/156856291x00151.

Abstract

Two new polymeric disulphides containing t-amino groups in their main chain, namely poly[1,8-(3,6-dimethyl-3,6-diaza) octaine diyl disulphide] (5) and poly[1,8-(1,12-(3-10-dimethyl-3,10-diaza) dodecane diyl disulphide] (6) were prepared by the polyoxidation of 3,6-dimethyl-3,6-diazaoctane-1,8-dithiol (3) and 3,10-dimethyl-3,10-diazadodecane-1,12-dithiol (4), respectively. They were quaternized with methyl iodide and benzyl bromide, and the resulting quaternary ammonium polymers were preliminarily tested for antimicrobial activity against Escherichia coli K12, Pseudomonas aeruginosa, and Staphylococcus aureus. All the quaternized products showed interesting killing potency against P. aeruginosa. The benzylated products, besides being more active against P. aeruginosa, showed fair activity also against the other bacterial strains tested.

MeSH terms

  • Anti-Bacterial Agents / pharmacology*
  • Benzyl Compounds
  • Culture Media
  • Disulfides / chemical synthesis
  • Disulfides / chemistry
  • Disulfides / pharmacology*
  • Escherichia coli / drug effects
  • Hydrocarbons, Iodinated
  • Microbial Sensitivity Tests
  • Polyamines / chemical synthesis
  • Polyamines / chemistry
  • Polyamines / pharmacology*
  • Polymers
  • Pseudomonas aeruginosa / drug effects
  • Quaternary Ammonium Compounds / chemical synthesis
  • Quaternary Ammonium Compounds / pharmacology*
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Benzyl Compounds
  • Culture Media
  • Disulfides
  • Hydrocarbons, Iodinated
  • Polyamines
  • Polymers
  • Quaternary Ammonium Compounds
  • poly(1,8-(3,6-dimethyl-3,6-diaza)octane diyl disulfide)
  • poly(1,12-(3,10-dimethyl-3,10-diaza)dodecane diyl disulfide)
  • methyl iodide
  • benzyl bromide