Potential use of N-carboxyethylchitosan in biomedical applications: Preparation, characterization, biological properties

• Published in: International journal of biological macromolecules Vol. 149; pp. 664 - 671
• Main Authors: Ibrahim, H.M., Mostafa, M., Kandile, N.G.
• Format: Journal Article
• Language: English
• Published: Netherlands Elsevier B.V 15.04.2020
• Subjects: Anti-Bacterial Agents - pharmacology; Antibacterial-cytotoxicity properties; Biocompatible Materials - chemistry; Biocompatible Materials - pharmacology; Calorimetry, Differential Scanning; Cell Line; Cell Survival - drug effects; Chemical modification; Chitosan - analogs & derivatives; Chitosan - chemistry; Chitosan - pharmacology; Escherichia coli - drug effects; Humans; Microbial Sensitivity Tests; N-carboxyethylchitosan; Solubility; Spectroscopy, Fourier Transform Infrared; Staphylococcus aureus - drug effects; Water - chemistry; X-Ray Diffraction; Antibacterial-cytotoxicity properties; Chemical modification; N-carboxyethylchitosan
• ISSN: 0141-8130; 1879-0003
• DOI: 10.1016/j.ijbiomac.2020.01.299

N-carboxyethylchitosan (CECS) was successfully prepared via Michael addition reaction of chitosan (CS) with acrylic acid in water. The structure of CECS was characterized by Fourier transform Infra-Red spectrometry (FT-IR), 1HNMR, elemental analysis, X-ray diffraction (XRD), thermogravimetric analysis (TGA) and Differential scanning calorimetry (DSC). Antibacterial activity of CECS was evaluated against Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus) by using minimum inhibition concentration (MIC). The results showed that the prepared CECS soluble in water at wide range of pH values. In addition, it has amorphous character improve its chemical reactivity than CS itself, in addition it has been showed stronger antibacterial activity than chitosan itself due to the presence of both -COOH and -NH2 groups and the CECS shows higher antibacterial activity towards S. aureus than E. coli. Finally, the cytotoxicity of CECS has been evaluated through Cell viability assay, which confirm that CECS is non-toxic and tissue compatible like CS. •Water soluble N-carboxyethylchitosan was successfully prepared by Michael reaction.•N-carboxyethylchitosan has excellent antibacterial activity more than original chitosan.•N-carboxyethylchitosan has higher reactivity to it is amorphous and water solubility.•N-carboxyethylchitosan is non-toxic and tissue compatible•N-carboxyethylchitosan could be as potential use in biomedical applications.