期刊
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
卷 102, 期 -, 页码 1-9出版社
ELSEVIER
DOI: 10.1016/j.ijbiomac.2017.04.003
关键词
Chitosan derivatives; Diels-Alder cross-linking reaction; Drug-delivery system
资金
- Basque Country Government in the frame of Grupos Consolidados [IT-776-13]
- Spanish Ministry of Economy and Competitiveness (MINECO) [MAT2013-43076-R, MAT2016-76294-R]
- University of the Basque Country (UPV/EHU) [PIF15/092]
A chemically cross-linked chitosan-based hydrogel was successfully synthesized through Diels-Alder (DA) reaction and characterized. The final product was obtained after different steps; on the one hand, furan-modified chitosan (Cs-Fu) was synthesized by the reaction of furfural with the free amino groups of chitosan. On the other hand, highlighting the novelty of the present research, maleimide-functionalized chitosan (Cs-AMI) was prepared by the reaction of a maleimide-modified aminoacid with the amino groups of chitosan through amide coupling. The two complementary chitosan derivatives were cross-linked to the final hydrogel network. Both modification reactions were confirmed by FTIR and H-1 NMR, obtaining a degree of substitution (DS) of 31% and 26% for Cs-Fu and Cs-AMI, respectively. The as-designed hydrogel was analyzed in terms of microstructure, swelling capacity and rheological behaviour. The hydrogel showed pH-sensitivity, biocompatibility and inhibitory bacterial activity, promising features for biomedical applications, particularly for targeted-drug delivery. (C) 2017 Elsevier B.V. All rights reserved.
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