New Polymeric Films with Antibacterial Activity Obtained by UV-induced Copolymerization of Acryloyloxyalkyltriethylammonium Salts with 2-Hydroethyl Methacrylate

Int J Mol Sci. 2019 May 31;20(11):2696. doi: 10.3390/ijms20112696.

Abstract

New polymeric films with antibacterial activity have been prepared, by simple UV-induced copolymerization of readily available ω-(acryloyloxy)-N,N,N-triethylalcan-1-aminium bromides (or acryloyloxyalkyltriethylammonium bromides, AATEABs) with commercially available 2-hydroethyl methacrylate (HEMA), at different relative amounts. In particular, the antibacterial activity of polymeric films derived from 11-(acryloyloxy)-N,N,N-triethylundecan-1-aminium bromide (or acryloyloxyundecyltriethylammonium bromide, AUTEAB; bearing a C-11 alkyl chain linker between the acrylate polymerization function and the quaternary ammonium moiety) and 12-(acryloyloxy)-N,N,N-triethyldodecan-1-aminium bromide (or acryloyldodecyltriethylammonium bromide, ADTEB, bearing a C-12 alkyl chain linker) has been assessed against Gram-negative Escherichia Coli and Gram-positive Staphylococcus aureus cells. The results obtained have shown a clear concentration-dependent activity against both bacterial strains, the films obtained from homopolymerization of pure AUTEAB and ADTEAB being the most effective. Moreover, ADTEAB-based films showed a higher antibacterial activity with respect to the AUTEAB-based ones. Interestingly, however, both types of films presented a significant activity not only toward Gram-positive S. aureus, but also toward Gram-negative E. Coli cells.

Keywords: UV-induced polymerization; acrylates; antibacterial activity; copolymerization; polymeric films; polymerizable quaternary ammonium salts; quaternary ammonium salts.

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Anti-Bacterial Agents / pharmacology
  • Biopolymers / chemistry*
  • Biopolymers / pharmacology
  • Methacrylates / chemistry*
  • Polymerization / radiation effects*
  • Quaternary Ammonium Compounds / chemistry*
  • Spectroscopy, Fourier Transform Infrared
  • Ultraviolet Rays*

Substances

  • Anti-Bacterial Agents
  • Biopolymers
  • Methacrylates
  • Quaternary Ammonium Compounds
  • hydroxyethyl methacrylate