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Chitosan–Quercetin Bioconjugate as Multi‐Functional Component of Antioxidants and Dual‐Responsive Hydrogel Networks
Author(s) -
Cirillo Giuseppe,
Curcio Manuela,
Spizzirri Umile Gianfranco,
Vittorio Orazio,
Valli Emanuele,
Farfalla Annafranca,
Leggio Antonella,
Nicoletta Fiore Pasquale,
Iemma Francesca
Publication year - 2019
Publication title -
macromolecular materials and engineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.913
H-Index - 96
eISSN - 1439-2054
pISSN - 1438-7492
DOI - 10.1002/mame.201800728
Subject(s) - chitosan , self healing hydrogels , acrylamide , materials science , drug delivery , bioconjugation , swelling , conjugate , quercetin , antioxidant , polymerization , polymer chemistry , radical polymerization , copolymer , organic chemistry , chemistry , polymer , nanotechnology , composite material , mathematical analysis , mathematics
Multifunctional hydrogels based on chitosan–quercetin (CHITQ) conjugate are prepared by a thermo‐induced radical procedure in the presence of N ‐isopropylacrylamide (NIPAAm), acrylamide (AAm), and N , N ′‐methylenebis(acrylamide) (MEBA). At first, quercetin (Q) is grafted onto chitosan backbone with a functionalization degree of 275 mg of Q per gram of conjugate, as calculated by 1 H‐NMR analyses to impart antioxidant properties to the polysaccharide. Then, a pH and temperature sensitive hydrogel was obtained by involving CHITQ and NIPAAm in the polymerization reaction. The accessibility of phenolic moieties is modified in response to the hydrogel swelling/deswelling, as confirmed by antioxidant tests performed at different temperatures. Dual stimuli‐responsive hydrogels are proposed for the delivery of caffeine as model drug. The release profiles of caffeine depict a system particularly performing as on/off device at acidic pH with excellent applicability prospects.