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Organoselenium-chitosan derivative: Synthesis via “click” reaction, characterization and antioxidant activity
International Journal of Biological Macromolecules ( IF 7.7 ) Pub Date : 2021-09-16 , DOI: 10.1016/j.ijbiomac.2021.09.053
Andressa B Nornberg 1 , Thalita F B de Aquino 2 , Carolina C Martins 3 , Cristiane Luchese 3 , Ethel A Wilhelm 3 , Raquel G Jacob 2 , Daniela Hartwig 2 , André R Fajardo 1
Affiliation  

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 (1H, 13C, and 77Se) 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.



中文翻译:

有机硒-壳聚糖衍生物:通过“点击”反应合成、表征和抗氧化活性

壳聚糖 (CS) 的衍生化被广泛用于赋予这种多糖增强的物理化学和生物学特性。除了合成路线之外,用于官能化 CS 衍生物的化合物的性质在其最终特性中发挥着关键作用。利用简单的“点击”反应,我们首次通过 1,2,3-三唑的形成合成了有机硒-CS 衍生物。产物 (CS-TSe) 通过 FTIR、NMR(1 H、13 C 和77 Se)和 UV-Vis 技术以及 SEM 显微镜进行了详细表征。CS-TSe 的抗氧化活性通过 ABTS +和 DPPH(自由基清除)测定。实验表明,与未加工的 CS 和“游离”有机硒化合物相比,CS-TSe 具有更好的抗氧化活性,表明由于衍生化具有良性协同作用。简而言之,CS-TSe 的抗氧化特性与 CS 和硒的其他有吸引力的特性相结合,可用于配制用于生物医学和包装应用的先进材料。

更新日期:2021-09-17
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