Organoselenium-chitosan derivative: Synthesis via "click" reaction, characterization and antioxidant activity

被引:19
作者
Nornberg, Andressa B. [1 ]
de Aquino, Thalita F. B. [2 ]
Martins, Carolina C. [3 ]
Luchese, Cristiane [3 ]
Wilhelm, Ethel A. [3 ]
Jacob, Raquel G. [2 ]
Hartwig, Daniela [2 ]
Fajardo, Andre R. [1 ]
机构
[1] Univ Fed Pelotas UFPel, Lab Tecnol & Desenvolvimento Compositos & Mat Pol, Campus Capao Leao S-N, BR-96010900 Pelotas, RS, Brazil
[2] Univ Fed Pelotas UFPel, Lab Sintese Organ Limpa LASOL, Campus Capao Leao, BR-96010900 Pelotas, RS, Brazil
[3] Univ Fed Pelotas UFPel, Lab Pesquisa Farmacol Bioquim LaFarBio, Campus Capao Leao, BR-96010900 Pelotas, RS, Brazil
关键词
Polysaccharides; Chitosan derivatives; Click chemistry; Triazole; Selenium; Antioxidant activity; CHEMISTRY; BIOMATERIALS; HYDROGELS; CAPACITY; DELIVERY;
D O I
10.1016/j.ijbiomac.2021.09.053
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The derivatization of chitosan (CS) is widely exploited to endow this polysaccharide with enhanced physicochemical and biological properties. Beyond the synthetic route, the nature of the compounds used to functionalize the CS-derivatives exerts a pivotal role in their final properties. Making use of a simple "click" reaction, we synthesized for the first time an organoselenium-CS derivative through a 1,2,3-triazole formation. The product (CS-TSe) was characterized in detail by FTIR, NMR (H-1, C-13, and Se-77) and UV-Vis techniques, and SEM microscopy. The antioxidant activity of CS-TSe was examined by ABTS(+) and DPPH (free radical-scavenging) assays. Experimentally, it was demonstrated that CS-TSe has superior antioxidant activity compared with raw CS and "free" organoselenium compound, suggesting a benign and synergistic effect due to the derivatization. In short, the antioxidant property of CS-TSe combined with the other attractive properties of CS and selenium could be useful in the formulation of advanced materials for biomedical and packaging applications.
引用
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页码:19 / 26
页数:8
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