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Mar. Drugs 2018, 16(4), 107; https://doi.org/10.3390/md16040107

Novel Water Soluble Chitosan Derivatives with 1,2,3-Triazolium and Their Free Radical-Scavenging Activity

1
Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, Shangdong, China
2
Graduate School of Chinese Academy of Sciences, Beijing 100039, China
3
Alliance Pharma, Inc., 17 Lee Boulevard Malvern, PA 19355, USA
*
Author to whom correspondence should be addressed.
Received: 9 February 2018 / Revised: 14 March 2018 / Accepted: 24 March 2018 / Published: 28 March 2018
(This article belongs to the Special Issue Marine Chitin)
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Abstract

Chitosan is an abundant and renewable polysaccharide, which exhibits attractive bioactivities and natural properties. Improvement such as chemical modification of chitosan is often performed for its potential of providing high bioactivity and good water solubility. A new class of chitosan derivatives possessing 1,2,3-triazolium charged units by associating “click reaction” with efficient 1,2,3-triazole quaternization were designed and synthesized. Their free radical-scavenging activity against three free radicals was tested. The inhibitory property and water solubility of the synthesized chitosan derivatives exhibited a remarkable improvement over chitosan. It is hypothesized that triazole or triazolium groups enable the synthesized chitosan to possess obviously better radical-scavenging activity. Moreover, the scavenging activity against superoxide radical of chitosan derivatives with triazolium (IC50 < 0.01 mg mL−1) was more efficient than that of derivatives with triazole and Vitamin C. In the 1,1-diphenyl-2-picrylhydrazyl (DPPH) and hydroxyl radical-scavenging assay, the same pattern were observed, which should be related to the triazolium grafted at the periphery of molecular chains. View Full-Text
Keywords: chitosan derivatives; 1,2,3-triazolium; free radical-scavenging activity chitosan derivatives; 1,2,3-triazolium; free radical-scavenging activity
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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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Li, Q.; Sun, X.; Gu, G.; Guo, Z. Novel Water Soluble Chitosan Derivatives with 1,2,3-Triazolium and Their Free Radical-Scavenging Activity. Mar. Drugs 2018, 16, 107.

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