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Preparation of O-diallylammonium chitosan with antibacterial activity and cytocompatibility


Correspondence to: Chi-Hsiung Jou, Department of Materials and Textiles Oriental Institute of Technology,Pan-Chiao District, New Taipei City 22061, Taiwan. E-mail:


In this study, a derivative of chitosan, O-hydroxy-2,3-propyl-N-methyl-N,N-diallylammonium chitosan methyl sulfate (O-MDAACS), was synthesized by reacting chitosan with methyl diallyl ammonium. The O-MDAACS was confirmed by Fourier transform infrared spectroscopy and 1H NMR. Characterization was conducted including X-ray diffraction, differential scanning calorimetry and thermogravimetry. The antibacterial activities of O-MDAACS against Staphylococcus aureus and Klebsiella pneumoniae were evaluated. The minimum inhibitory concentrations on O-MDAACS were 3.7% and 23% of those on chitosan against S. aureus and K. pneumonia, respectively. The minimum bactericidal concentrations on O-MDAACS were 7% and 36% of those on chitosan against S. aureus and K. pneumonia, respectively. Thus the antibacterial activity of O-MDAACS was higher than that of chitosan. The cytocompatibility was evaluated in vitro with L929 fibroblasts. The results showed that after 72 h incubation the cell viability on O-MDAACS was about 12% and 59% higher than those on chitosan and on control, respectively. © 2012 Society of Chemical Industry