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

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 homobifunctio...

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Detalhes bibliográficos
Autores: Stefanov, Ivaylo, Hinojosa Caballero, Dolores, Maspoch, Santiago, Hoyo Pérez, Javier|||0000-0002-9927-2465, Tzanov, Tzanko|||0000-0002-8568-1110
Formato: artículo
Fecha de publicación:2018
País:España
Recursos:Universitat Politècnica de Catalunya (UPC)
Repositorio:UPCommons. Portal del coneixement obert de la UPC
Idioma:inglés
OAI Identifier:oai:upcommons.upc.edu:2117/124212
Acesso em linha:https://hdl.handle.net/2117/124212
https://dx.doi.org/10.1039/C8TB02483A
Access Level:acceso abierto
Palavra-chave:Chitosan
Biomedical materials
Quitosan
Materials biomèdics
Àrees temàtiques de la UPC::Enginyeria química
Descrição
Resumo: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-faster gelation at 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 to only 20 % weight loss after 6 days in 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 metalloproteinases (MMPs) activities.