Novel cationic chitosan derivative bearing 1,2,3-triazolium and pyridinium: Synthesis, characterization, and antifungal property

被引：75
作者：
Tan, Wenqiang [1 ,2 ]
Li, Qing [1 ]
Dong, Fang [1 ]
Zhang, Jingjing [1 ,2 ]
Luan, Fang [1 ,2 ]
Wei, Lijie [1 ]
Chen, Yuan [1 ,2 ]
Guo, Zhanyong [1 ,2 ]
机构：
[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
来源：
CARBOHYDRATE POLYMERS | 2018年 / 182卷
基金：
中国国家自然科学基金;
关键词：
Chitosan; Chemical modification; Click chemistry; 1,2,3-Triazolium; Pyridinium; Antifungal activity; QUATERNARY AMMONIUM CHITOSAN; ENHANCED WATER-SOLUBILITY; ANTIBACTERIAL ACTIVITY; CLICK CHEMISTRY; ANTIMICROBIAL ACTIVITIES; BIOLOGICAL EVALUATION; STARCH DERIVATIVES; PATHOGENIC FUNGI; IONIC LIQUID)S; ANTIOXIDANT;
D O I：
10.1016/j.carbpol.2017.11.023
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
In this paper, novel cationic chitosan derivative possessing 1,2,3-triazolium and pyridinium groups was synthesized conveniently via cuprous-catalyzed azide-alkyne cycloaddition (CuAAC) and methylation. FTIR, H-1 NMR, and elemental analysis examined the structural characteristics of the synthesized derivatives. The antifungal efficiencies of chitosan derivatives against three plant-threatening fungi were assayed by hypha measurement in vitro. The determination showed that chitosan derivative bearing 1,2,3-triazolium and pyridinium displayed tremendously enhanced antifungal activity as compared with chitosan and chitosan derivative bearing 1,2,3-triazole and pyridine. Notably, the inhibitory indices of it against Colletotrichum lagenarium attained 98% above at 1.0 mg/mL. The results showed that N-methylation of 1,2,3-triazole and pyridine could effectively enhance antifungal activity of the synthesized chitosan derivatives. Besides, the prepared chitosan derivatives showed non-toxic effect on cucumber seedlings. This synthetic strategy might provide an effective way and notion to prepare novel cationic chitosan antifungal biomaterials.
引用
收藏
页码：180 / 187
页数：8
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