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Synthesis, characterization, and the antioxidant activity of the acetylated chitosan derivatives containing sulfonium salts.

International journal of biological macromolecules (2020-02-23)
Xueqi Sun, Jingjing Zhang, Yingqi Mi, Yuan Chen, Wenqiang Tan, Qing Li, Fang Dong, Zhanyong Guo
RESUMEN

In this study, a new class of chitosan derivatives possessing sulfonium salts was synthesized, and characterized by FT-IR, 1H NMR, 13C NMR, and elemental analyses. IR spectra, 1H NMR and 13C NMR of the structural units of these polymers validated the designed chitosan derivatives were successfully synthesized. In addition, the antioxidant potential of chitosan and chitosan derivatives was assessed in vitro, screened by 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging, hydroxyl radical scavenging, and superoxide radical scavenging, respectively. Results revealed that designed chitosan derivatives could effectively scavenge DPPH radical, hydroxyl radical, and superoxide radical with inhibition rate of more than 90% at 1.6 mg/mL, higher than chitosan. Moreover, in the cytotoxicity assay, no cytotoxicity was observed for the L929 cells with chitosan and its derivatives at all the testing concentrations. These results indicated that the acetylated chitosan derivatives containing sulfonium salts may be a promising natural antioxidant for the pharmaceutics, food, cosmetics and agriculture management.

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Sigma-Aldrich
Bromoacetyl chloride, ≥95% (GC)