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Thiolated Methylated Dimethylaminobenzyl Chitosan: A Novel Chitosan Derivative As a Potential Delivery Vehicle Publisher Pubmed



Hakimi S1 ; Mortazavian E2 ; Mohammadi Z3 ; Samadi FY3 ; Samadikhah H4 ; Taheritarigh S5 ; Tehrani NR6 ; Rafieetehrani M7
Authors
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Authors Affiliations
  1. 1. Faculty of Pharmacy, International Campus, Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Medicinal plants Research Center, Institute of Medicinal Plants, ACECR, Karaj, Iran
  3. 3. Nanobiotechnology Research Center, Avicenna Research Institute, ACECR, Tehran, Iran
  4. 4. Department of Nanobiotechnology, Faculty of Biological Sciences, Tarbiat Modares University, Tehran, 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. Department of Pharmaceutics, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: International Journal of Biological Macromolecules Published:2017


Abstract

Chitosan is a natural mucoadhesive, biodegradable, biocompatible and nontoxic polymer which has been used in pharmaceutical industry for a lot of purposes such as dissolution enhancing, absorption enhancing, sustained releasing and protein, gene or drug delivery. Two major disadvantages of chitosan are poor solubility in physiological pH and low efficiency for protein and gene delivery. In this study thiolated methylated N-(4-N,N-dimethylaminobenzyl) chitosan was prepared for the first time in order to improve the solubility and delivery properties of chitosan. This novel chitosan derivative was characterized using 1H NMR, Ellman test, TGA and Zetasizer. Cell toxicity studies were performed on Human Embryonic Kidney 293 (Hek293) cell line using XTT method, to investigate the potential effect of this new derivative on cell viability. 1H NMR results showed that all substitution reactions were successfully carried out. Zeta potential of new derivative at acidic and physiological pHs was greater than chitosan and it revealed an increase in solubility of the derivative. Furthermore, it had no significant cytotoxicity against Hek293 cell line in comparison to chitosan. These findings confirm that this new derivative can be introduced as a suitable compound for biomedical purposes. © 2016 Elsevier B.V.
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