Oxazoline-Based Antimicrobial Oligomers: Synthesis by CROP Using Supercritical CO(2)

Vanessa G. Correia, Vasco Bonifácio, Vivek Prabhakar Raje, Guilhermina Moutinho, Teresa Maria Alves Casimiro Ribeiro, Cláudia Lobato da Silva, Mariana G. Pinho, Ana Isabel Nobre Martins Aguiar de Oliveira Ricardo

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

A method using supercritical CO(2) to obtain biocompatible 2-oxazoline-based oligomers quaternized with different amines is described. The synthesized oligo(2-oxazoline)s display partial carbamic-acid insertion at one end. The syntheses of quaternary oligo(2-bisoxazoline)s and linear oligoethylenimine hydrochlorides are reported. Oligo(2-methyl-2-oxazoline) and oligo(2-bisoxazoline) quaternized with N,N-dimethyldodecylamine are the most efficient biocidal agents showing fast killing rates against Staphylococcus aureus and Escherichia coli. Linear oligoethylenimine hydrochloride shows the lowest MIC values but higher killing times against both bacteria. Based on the antimicrobial activity studies, a cooperative action of carbamic acid with the ammonium end group is proposed.
Original languageEnglish
Pages (from-to)1128-1137
JournalMacromolecular Bioscience
Volume11
Issue number8
DOIs
Publication statusPublished - 11 Aug 2011

Keywords

  • Antimicrobial activity
  • Biocompatibility
  • Oligo(2-oxazoline)s
  • Supercritical carbon dioxide
  • Water-soluble polymers

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