Issue 47, 2018

Enzymatic synthesis of a thiolated chitosan-based wound dressing crosslinked with chicoric acid

Abstract

This work describes the enzymatic synthesis of multifunctional hydrogels for chronic wound treatment using thiolated chitosan and the natural polyphenol chicoric acid. Gelation was achieved by laccase-catalyzed oxidation of chicoric acid, a natural compound used for the first time as a homobifunctional crosslinker, reacting subsequently with nucleophilic thiol and amino groups from the chitosan derivative. This approach allowed for twice as fast gelation at a three-fold reduced crosslinking reagent concentration, compared to reported enzymatic synthesis of hydrogels using gallic acid as a phenolic provider. Hydrogels with 600% swelling capacity, coupled with only 20% weight loss after 6 days under physiological conditions, were obtained. The clinically relevant Gram-positive Staphylococcus aureus and the Gram-negative Pseudomonas aeruginosa were reduced by up to 4.5 and 5.5 logs, respectively. A tunable, in the range of 20–95%, ex vivo inhibition of myeloperoxidase (MPO) activity in chronic wound exudate was achieved, together with control over the total matrix metalloproteinase (MMP) activities.

Graphical abstract: Enzymatic synthesis of a thiolated chitosan-based wound dressing crosslinked with chicoric acid

Article information

Article type
Paper
Submitted
20 Sep 2018
Accepted
26 Oct 2018
First published
26 Oct 2018
This article is Open Access
Creative Commons BY license

J. Mater. Chem. B, 2018,6, 7943-7953

Enzymatic synthesis of a thiolated chitosan-based wound dressing crosslinked with chicoric acid

I. Stefanov, D. Hinojosa-Caballero, S. Maspoch, J. Hoyo and T. Tzanov, J. Mater. Chem. B, 2018, 6, 7943 DOI: 10.1039/C8TB02483A

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