Biologically active polymers: synthesis and antimicrobial activity of modified glycidyl methacrylate polymers having a quaternary ammonium and phosphonium groups

J Control Release. 1998 Jan 2;50(1-3):145-52. doi: 10.1016/s0168-3659(97)00126-0.

Abstract

Polymers with antibacterial activity have been synthesized by chemical modification of poly(glycidyl methacrylate). The glycidyl methacrylate was polymerized by the free radical polymerization technique. The poly(glycidyl methacrylate) was hydrolyzed and was chloroacetylated using chloroacetyl chloride. The chloroacetylated product was modified to yield polymers with either quaternary ammonium or phosphonium salts. The antimicrobial activity of the modified glycidyl methacrylate polymers has been examined against a variety of test microorganisms by the cut plug and the viable cell counting methods using shake flask of ten times diluted nutrient broth medium. All three polymers obtained were inhibitory to the growth of Gram negative bacteria (Escherichia coli, Pseudomones aeruginosa, Shigella sp. and Salmonella typhae) and Gram positive bacteria (Bacillus subtilis and B. cereus) as well as the fungus (Trichophytun rubrum). It was found that the growth inhibitory effect varied according to the structure of the polymer and the composition of the active group and increased with increasing the concentration of the polymer. The tested polymers showed more antimicrobial activity against Gram negative bacteria and the fungus, whereas were less active against Gram positive bacteria.

MeSH terms

  • Anti-Bacterial Agents
  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology
  • Bacteria / drug effects*
  • Epoxy Compounds / chemical synthesis*
  • Epoxy Compounds / pharmacology
  • Methacrylates / chemical synthesis*
  • Methacrylates / pharmacology
  • Structure-Activity Relationship
  • Trichophyton / drug effects

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Epoxy Compounds
  • Methacrylates
  • glycidyl methacrylate