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Mar. Drugs 2016, 14(5), 95; doi:10.3390/md14050095

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

1
College of Biosystems Engineering and Food Science, Fuli Institute of Food Science, Zhejiang Key Laboratory for Agro-Food Processing, Zhejiang R & D Center for Food Technology and Equipment, Zhejiang University, Hangzhou 310058, China
2
Division of Applied Biosciences, Graduate School of Agriculture, Kyoto University, Kyoto 6068502, Japan
3
Faculty of Veterinary and Agricultural Sciences, the University of Melbourne, Parkville, Victoria 3010, Australia
*
Author to whom correspondence should be addressed.
Academic Editors: Hitoshi Sashiwa and David Harding
Received: 13 March 2016 / Revised: 4 May 2016 / Accepted: 9 May 2016 / Published: 13 May 2016
(This article belongs to the Special Issue Advances in Marine Chitin and Chitosan II, 2017)
View Full-Text   |   Download PDF [2438 KB, uploaded 13 May 2016]   |  

Abstract

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. View Full-Text
Keywords: chitosan gallate; molecular architecture; antioxidant activity; grafting; gallic acid chitosan gallate; molecular architecture; antioxidant activity; grafting; gallic acid
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Wu, C.; Wang, L.; Fang, Z.; Hu, Y.; Chen, S.; Sugawara, T.; Ye, X. The Effect of the Molecular Architecture on the Antioxidant Properties of Chitosan Gallate. Mar. Drugs 2016, 14, 95.

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