Preparation and Characterization of Quaternized Chitosan Derivatives and Assessment of Their Antioxidant Activity

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Fang LuanZhanyong Guo

Abstract

Chitosan (CS) is an abundant and renewable polysaccharide that is reported to exhibit a great variety of beneficial properties. However, the poor solubility of chitosan in water limits its applications. In this paper, we successfully synthesized single N-quaternized (QCS) and double N-diquaternized (DQCS) chitosan derivatives, and the resulting quaternized materials were water-soluble. The degree of quaternization (DQ) of QCS and DQCS was 0.8 and 1.3, respectively. These derivatives were characterized by FTIR, ¹H NMR, 13C NMR, TGA, and SEM. Moreover, the antioxidant activity of the chitosan was evaluated by free radical scavenging ability (against DPPH-radical, hydroxyl-radical, and superoxide-radical) and ferric reducing power. Our results suggested that the antioxidant abilities were in the order of DQCS > QCS > CS, which was consistent with the number of quaternized groups. These data demonstrate that the number of quaternized groups of chitosan derivatives contributes to their antioxidant activity. Therefore, DQCS, with a higher number of quaternized groups and higher positive charge density, is endowed with high antioxidant activity, and can be used as a candidate material in food and pharmaceutical industries.

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Citations

May 24, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sofia F SoaresAna L Daniel-da-Silva
Jul 28, 2020·Pharmaceutics·Ioannis AnestopoulosMihalis I Panayiotidis
Sep 26, 2020·Frontiers in Bioengineering and Biotechnology·Rania M Hathout, Dina H Kassem
Mar 5, 2019·Current Medicinal Chemistry·Shuang YuKai Zhao
Dec 17, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Chen YanXinli Li
Jan 15, 2021·Annual Review of Food Science and Technology·Da-Yong ZhouLiang-Li Lucy Yu
May 10, 2021·International Journal of Biological Macromolecules·Wanessa Sales de Almeida, Durcilene Alves da Silva

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Methods Mentioned

BETA
lavage
Assay
Nuclear Magnetic Resonance
X-ray

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