Synthesis of methacrylate monomers with antibacterial effects against S. mutans

Molecules. 2011 Nov 23;16(11):9755-63. doi: 10.3390/molecules16119755.

Abstract

A series of polymerizable quaternary ammonium compounds were synthesized with the aim of using them as immobilized antibacterial agents in methacrylate dental composites, and their structures were characterized by FT-IR, (1)H-NMR, and (13)C-NMR analysis. Their antibacterial activities against the oral bacterium Streptococcus mutans were evaluated in vitro by a Minimum Inhibitory Concentration test, and the results showed that 2-dimethyl-2-hexadecyl-1-methacryloxyethyl ammonium iodide (C16) had the highest antibacterial activity against S. mutans, and 2-dimethyl-2-pentyl-1-methacryloxyethyl ammonium iodide (C5) and 2-dimethyl-2-octyl-1-methacryloxyethyl ammonium iodide (C8) did not show any inhibition.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Dental Materials
  • Humans
  • Methacrylates / chemical synthesis*
  • Methacrylates / pharmacology
  • Microbial Sensitivity Tests
  • Quaternary Ammonium Compounds / chemical synthesis*
  • Quaternary Ammonium Compounds / pharmacology
  • Streptococcus mutans / drug effects*

Substances

  • Anti-Bacterial Agents
  • Dental Materials
  • Methacrylates
  • Quaternary Ammonium Compounds