Non-toxic O-quaternized chitosan materials with better water solubility and antimicrobial function

Int J Biol Macromol. 2016 Mar:84:418-27. doi: 10.1016/j.ijbiomac.2015.12.047. Epub 2015 Dec 19.

Abstract

Five water-soluble O-quaternary ammonium salt-chitosans (QAS-CS) bearing N-methyl-N-R-N, N-bis(2-hydroxyethyl) ammonium bromides (R=-benzyl (chloride, BNQAS-CS), -dodecyl (C12QAS-CS), -tetradecyl (C14QAS-CS), -hexadecyl (C16QAS-CS), -octadecyl (C18QAS-CS)) were prepared, respectively. They were characterized by FTIR, (1)H NMR and elemental analysis. Through chemical modification of O-quaternized chitosans, the water solubility of all QAS-CS was improved distinctly. Their antibacterial properties indicate good antibacterial abilities against gram-positive bacteria and bad against gram-negative bacteria, therein, C12QAS-CS and C14QAS-CS are the best. More importantly, their cytotoxicity was markedly lower than the corresponding QAS monomers by evaluating for AT2 cell line using CCK-8 assay. The strategy provides a facile way to design and develop new types of antibacterial chitosan materials with better water solubility, better antimicrobial ability and lower cytotoxicity for primary additive agent of self-owned intellectual band-aids.

Keywords: Antibacterial; Chitosan (CS); Cytotoxicity; Quaternary ammonium salt (QAS-CS); Water solubility.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Antifungal Agents / chemical synthesis
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology
  • Chitosan / chemistry*
  • Dose-Response Relationship, Drug
  • Escherichia coli / drug effects
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Weight
  • Solubility
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antifungal Agents
  • Chitosan