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Methylated 4-N,N Dimethyl Aminobenzyl N,O Carboxymethyl Chitosan As a New Chitosan Derivative: Synthesis, Characterization, Cytotoxicity and Antibacterial Activity Publisher Pubmed



Rahmani S1 ; Mohammadi Z2 ; Amini M3 ; Isaei E4 ; Taheritarigh S5 ; Rafiee Tehrani N6 ; Rafiee Tehrani M7
Authors
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Authors Affiliations
  1. 1. Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Nanobiotechnology Research Center, Avicenna Research Institute, ACECR, Tehran, Iran
  3. 3. Department of Medicinal Chemistry, Faculty of Pharmacy, Drug Design and Development Research Center, Tehran University of Medical Sciences, Tehran, Iran
  4. 4. Department of Microbiology, Afzalipour School of Medicine, Kerman University of Medical Sciences, Kerman, Iran
  5. 5. Department of Plant Breeding and Biotechnology, Faculty of Plant Production, Gorgan University of Agricultural Sciences and Natural Resources, Gorgan, Iran
  6. 6. Faculty of Medicine, Tehran University of Medical Sciences, Tehran, Iran
  7. 7. Departments of Pharmaceutics, Nanotechnology Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: Carbohydrate Polymers Published:2016


Abstract

Chitosan, as a biocompatible polymer, is very attractive for biomedical applications. Continues studies are performing for improving its physicochemical features in order to make it more suitable for such approaches. In this study, methylated 4-N,N dimethyl aminobenzyl N,O carboxymethyl chitosan (MABCC) was synthesized,as a new chitosan derivative, in three steps. The investigations were carried out using FTIR, NMR, TGA and zeta potential measurement. Antibacterial and cell viability assessments were performed on four bacterial strains and two cell lines respectively. FTIR and NMR results showed that all substitution reactions were successfully carried out. Zeta potential of MABCC at various pH especially alkaline pH was greater than chitosan and it revealed increasing the solubility of the derivative. Antibacterial activity of MABCC was extremely greater than chitosan especially in Gram positive bacteria.Furthermore,it had no significant cytotoxicity against MCF-7 and Skov-3 cell lines in comparison to chitosan. These findings confirm that this new derivative can be introduced as a suitable compound for biomedical purposes. © 2016 Elsevier Ltd. All rights reserved.