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

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

14 ( 5 ) 2016-05-13 , MDPI AG
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.

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