DEAE/Catechol-Chitosan Conjugates as Bioactive Polymers: Synthesis, Characterization, and Potential Applications.

Autor:	Caro-León FJ; Instituto de Ciencia y Tecnología de Polímeros (ICTP), CSIC, 28006Madrid, Spain.; Biopolymers Research Group, Centro de Investigación en Alimentación y Desarrollo A. C. (CIAD), 83304Hermosillo, México., López-Donaire ML; Instituto de Ciencia y Tecnología de Polímeros (ICTP), CSIC, 28006Madrid, Spain., Vázquez R; Centro de Investigaciones Biológicas Margarita Salas (CIB-CSIC), 28040Madrid, Spain.; Networking Biomedical Research Centre in Respiratory Diseases, CIBERES, C/Monforte de Lemos 3-5, Pabellón 11, 28029Madrid, Spain., Huerta-Madroñal M; Instituto de Ciencia y Tecnología de Polímeros (ICTP), CSIC, 28006Madrid, Spain.; CIBER de Bioingeniería, Biomateriales y Nanomedicina, Instituto de Salud Carlos III, C/Monforte de Lemos 3-5, Pabellón 11, 28029Madrid, Spain., Lizardi-Mendoza J; Biopolymers Research Group, Centro de Investigación en Alimentación y Desarrollo A. C. (CIAD), 83304Hermosillo, México., Argüelles-Monal WM; Biopolymers Research Group, Centro de Investigación en Alimentación y Desarrollo A. C. (CIAD), 83304Hermosillo, México., Fernández-Quiroz D; Department of Chemical Engineering and Metallurgy, Universidad de Sonora, 83000Hermosillo, México., García-Fernández L; Instituto de Ciencia y Tecnología de Polímeros (ICTP), CSIC, 28006Madrid, Spain.; CIBER de Bioingeniería, Biomateriales y Nanomedicina, Instituto de Salud Carlos III, C/Monforte de Lemos 3-5, Pabellón 11, 28029Madrid, Spain., San Roman J; Instituto de Ciencia y Tecnología de Polímeros (ICTP), CSIC, 28006Madrid, Spain.; CIBER de Bioingeniería, Biomateriales y Nanomedicina, Instituto de Salud Carlos III, C/Monforte de Lemos 3-5, Pabellón 11, 28029Madrid, Spain., Vázquez-Lasa B; Instituto de Ciencia y Tecnología de Polímeros (ICTP), CSIC, 28006Madrid, Spain.; CIBER de Bioingeniería, Biomateriales y Nanomedicina, Instituto de Salud Carlos III, C/Monforte de Lemos 3-5, Pabellón 11, 28029Madrid, Spain., García P; Centro de Investigaciones Biológicas Margarita Salas (CIB-CSIC), 28040Madrid, Spain.; Networking Biomedical Research Centre in Respiratory Diseases, CIBERES, C/Monforte de Lemos 3-5, Pabellón 11, 28029Madrid, Spain., Aguilar MR; Instituto de Ciencia y Tecnología de Polímeros (ICTP), CSIC, 28006Madrid, Spain.; CIBER de Bioingeniería, Biomateriales y Nanomedicina, Instituto de Salud Carlos III, C/Monforte de Lemos 3-5, Pabellón 11, 28029Madrid, Spain.
Jazyk:	angličtina
Zdroj:	Biomacromolecules [Biomacromolecules] 2023 Feb 13; Vol. 24 (2), pp. 613-627. Date of Electronic Publication: 2023 Jan 03.
DOI:	10.1021/acs.biomac.2c01012
Abstrakt:	This work provides the first description of the synthesis and characterization of water-soluble chitosan (Cs) derivatives based on the conjugation of both diethylaminoethyl (DEAE) and catechol groups onto the Cs backbone (Cs-DC) in order to obtain a Cs derivative with antioxidant and antimicrobial properties. The degree of substitution [DS (%)] was 35.46% for DEAE and 2.53% for catechol, determined by spectroscopy. Changes in the molecular packing due to the incorporation of both pendant groups were described by X-ray diffraction and thermogravimetric analysis. For Cs, the crystallinity index was 59.46% and the maximum decomposition rate appeared at 309.3 °C, while for Cs-DC, the values corresponded to 16.98% and 236.4 °C, respectively. The incorporation of DEAE and catechol groups also increases the solubility of the polymer at pH > 7 without harming the antimicrobial activity displayed by the unmodified polymer. The catecholic derivatives increase the radical scavenging activity in terms of the half-maximum effective concentration (EC 50 ). An EC 50 of 1.20 μg/mL was found for neat hydrocaffeic acid (HCA) solution, while for chitosan-catechol (Cs-Ca) and Cs-DC solutions, concentrations equivalent to free HCA of 0.33 and 0.41 μg/mL were required, respectively. Cell culture results show that all Cs derivatives have low cytotoxicity, and Cs-DC showed the ability to reduce the activity of reactive oxygen species by 40% at concentrations as low as 4 μg/mL. Polymeric nanoparticles of Cs derivatives with a hydrodynamic diameter ( D h ) of around 200 nm, unimodal size distributions, and a negative ζ-potential were obtained by ionotropic gelation and coated with hyaluronic acid in aqueous suspension, providing the multifunctional nanoparticles with higher stability and a narrower size distribution.
Databáze:	MEDLINE
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