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The Effect of the Molecular Architecture on the Antioxidant Properties of Chitosan Gallate

By Chunhua Wu, Liping Wang, Zhongxiang Fang, Yaqin Hu, Shiguo Chen, Tatsuya Sugawara and Xingqian Ye


To elucidate the structure–antioxidant activity relationships of chitosan gallate (CG), a series of CG derivatives with different degrees of substitution (DS’s) and molecular weights (MWs) were synthesized from chitosan (CS) and gallic acid (GA) via a free radical graft reaction. A higher MW led to a lower DS of CG. The structures of CG were characterized by FT-IR and 1H NMR, and results showed that GA was mainly conjugated to the C-2 and C-6 positions of the CS chain. The antioxidant activity (the DPPH radical scavenging activity and reducing power) were enhanced with an increased DS and a decreased MW of CG. A correlation between antioxidant activities and the DS and MW of CG was also established. In addition, a suitable concentration (0~250 μg/mL) of CG with different MWs (32.78~489.32 kDa) and DS’s (0~92.89 mg·GAE/g CG) has no cytotoxicity. These results should provide a guideline to the application of CG derivatives in food or pharmacology industries

Topics: chitosan gallate, molecular architecture, antioxidant activity, grafting, gallic acid
Publisher: MDPI AG
Year: 2016
DOI identifier: 10.3390/md14050095
OAI identifier:
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