| Synthesis and antioxidant action of chitosan derivatives with amino-containing groups via azide-alkyne click reaction and N-methylation | |
Tan, Wenqiang ; Zhang, Jingjing; Zhao, Xiang; Dong, Fang; Li, Qing; Guo, Zhanyong
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| 发表期刊 | CARBOHYDRATE POLYMERS
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| ISSN | 0144-8617 |
| 2018-11-01 | |
| 卷号 | 199页码:583-592 |
| 关键词 | Chitosan derivatives Amino Acylhydrazine 1,2,3-Triazole 1,2,3-Triazolium Antioxidant activity |
| 研究领域 | Chemistry ; Polymer Science |
| DOI | 10.1016/j.carbpol.2018.07.056 |
| 产权排序 | [Tan, Wenqiang; Zhang, Jingjing; Dong, Fang; Li, Qing; Guo, Zhanyong] Chinese Acad Sci, Yantai Inst Coastal Zone Res, Key Lab Coastal Biol & Bioresource Utilizat, Yantai 264003, Peoples R China; [Tan, Wenqiang; Zhang, Jingjing; Guo, Zhanyong] Univ Chinese Acad Sci, Beijing 100049, Peoples R China; [Zhao, Xiang] Yantai Univ, Coll Chem & Chem Engn, Yantai 264005, Peoples R China |
| 作者部门 | 海岸带生物资源高效利用研究与发展中心 |
| 英文摘要 | Amino functionality has been paid growing attention in chemical modification of polysaccharides due to their potential biomedical applications. Here, the preparation of novel antioxidant materials based on chitosan derivatives bearing amino-containing groups equipped with 1,2,3-triazole and 1,2,3-triazolium by Cuprous-catalyzed azide-alkyne cycloaddition and N-methylation was described for the first time. The structural characteristics of the synthesized derivatives were examined by FTIR, H-1 NMR, and elemental analysis. The antioxidant activities of the chitosan derivatives were assessed in vitro. The results indicated that chitosan derivatives bearing 1,2,3-triazoles displayed superior antioxidant activity over pristine chitosan, especially against superoxide anion radical. Moreover, antioxidant efficiency of chitosan derivatives further enhanced after N-methylation of 1,2,3-triazole moieties with iodomethane, which is comparative to that of ascorbic acid. Notably, of all chitosan derivatives bearing 1,2,3-triazole or 1,2,3-triazolium moieties, acylhydrazine-functionalized and amino-functionalized chitosan showed the stronger antioxidant capacity than hydroxyl-modified chitosan at the test concentration. Besides, the cytotoxicities of them were also evaluated in vitro on HaCaT cells. These results suggested that amino and acylhydrazine-functionalized chitosan derivatives with 1,2,3-triazolium could be used as novel antioxidant biomaterials. |
| 文章类型 | Article |
| 资助机构 | National Natural Science Foundation of China [41576156] ; Natural Science Foundation of Shandong Province of China [ZR2017BD015] ; Science and Technology Service Network Initiative of Chinese academy of sciences [KFJ-STS-ZDTP-023] ; Public Science and Technology Research Funds Projects of Ocean [201505022-3] |
| 收录类别 | SCI |
| 语种 | 英语 |
| 关键词[WOS] | IN-VITRO ; CARBOXYMETHYL CHITOSAN ; CHEMISTRY ; ACID ; 6-AMINO-6-DEOXYCHITOSAN ; CARRIER |
| 研究领域[WOS] | Chemistry, Applied ; Chemistry, Organic ; Polymer Science |
| WOS记录号 | WOS:000442348500063 |
| 引用统计 | |
| 文献类型 | 期刊论文 |
| 条目标识符 | http://ir.yic.ac.cn/handle/133337/24556 |
| 专题 | 海岸带生物学与生物资源利用重点实验室_海岸带生物资源高效利用研究与发展中心 海岸带生物学与生物资源利用重点实验室_海岸带生物学与生物资源保护实验室 中国科学院海岸带环境过程与生态修复重点实验室_污染过程与控制实验室 |
| 作者单位 | 1.Chinese Acad Sci, Yantai Inst Coastal Zone Res, Key Lab Coastal Biol & Bioresource Utilizat, Yantai 264003, Peoples R China; 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China; 3.Yantai Univ, Coll Chem & Chem Engn, Yantai 264005, Peoples R China |
| 推荐引用方式 GB/T 7714 | Tan, Wenqiang,Zhang, Jingjing,Zhao, Xiang,et al. Synthesis and antioxidant action of chitosan derivatives with amino-containing groups via azide-alkyne click reaction and N-methylation[J]. CARBOHYDRATE POLYMERS,2018,199:583-592. |
| APA | Tan, Wenqiang,Zhang, Jingjing,Zhao, Xiang,Dong, Fang,Li, Qing,&Guo, Zhanyong.(2018).Synthesis and antioxidant action of chitosan derivatives with amino-containing groups via azide-alkyne click reaction and N-methylation.CARBOHYDRATE POLYMERS,199,583-592. |
| MLA | Tan, Wenqiang,et al."Synthesis and antioxidant action of chitosan derivatives with amino-containing groups via azide-alkyne click reaction and N-methylation".CARBOHYDRATE POLYMERS 199(2018):583-592. |
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