Preparation, characterization, and evaluation of 3,6-O-N-acetylethylenediamine modified chitosan as potential antimicrobial wound dressing material

Abstract

This work aims to prepare 3,6-O-N-acetylethylenediamine modified chitosan (AEDMCS) and evaluate its potential use as an antimicrobial wound dressing material. UV, FTIR, and ¹H NMR results demonstrated N-acetylethylenediamine groups were successfully grafted to C3OH and C6OH on polysaccharide skeletons. TGA, XRD, and solubility tests indicated that as compared with chitosan, AEDMCS had diminished thermostability, decreased crystallinity, and greatly improved solubility. AEDMCS, with degrees of deacetylation and substitution being respectively 90.3% and 0.72, exhibited higher antibacterial activity than chitosan against six bacteria generally causing wound infections. Meanwhile, AEDMCS had permissible hemolysis and cytotoxicity and low BSA adsorption even at a AEDMCS concentration of 25mg/mL. Acute toxicity tests showed AEDMCS was nontoxic. Moreover, the wound healing property was preliminarily evaluated, illustrating that AEDMCS enhanced wound healing rates as expected and had no significant differences as compared with chitosan. These results suggested AEDMCS might be a potential material used as antibacterial wound dressings.

Keywords: Acetic acid (PubChem CID: 176); Antibacterial activity; Biocompatibility; Characterization; Chitin (PubChem CID: 6857375); Chitosan derivative; EDC·HCl (PubChem CID: 2723939); Ethanol (PubChem CID: 702); Ethylenediamine (PubChem CID: 3301); Isopropanol (PubChem CID: 3776); MTT (PubChem CID: 64965); Monochloroacetic acid (PubChem CID: 300); Sodium dodecyl sulfate (PubChem CID: 3423265); Sodium hydroxide (PubChem CID: 14798); Wound healing property.