Preparation and Characterization of Novel Cationic Chitosan Derivatives Bearing Quaternary Ammonium and Phosphonium Salts and Assessment of Their Antifungal Properties
Tan, Wenqiang1,2; Li, Qing1; Dong, Fang1; Chen, Qiuhong1; Guo, Zhanyong1,2; Guo, Zhanyong(Chinese Acad Sci, Key Lab Coastal Biol & Bioresource Utilizat, Yantai Inst Coastal Zone Res, Yantai 264003, Peoples R China)
2017-09-01
发表期刊MOLECULES
ISSN1420-3049
卷号22期号:9
产权排序第1完成单位
摘要Chitosan is an abundant and renewable polysaccharide, its derivatives exhibit attractive bioactivities and the wide applications in various biomedical fields. In this paper, two novel cationic chitosan derivatives modified with quaternary phosphonium salts were successfully synthesized via trimethylation, chloride acetylation, and quaternization with tricyclohexylphosphine and triphenylphosphine. The structures and properties of synthesized products in the reactions were characterized by FTIR spectroscopy, H-1-NMR, P-31-NMR, elemental and thermogravimetric analysis. The antifungal activities of chitosan derivatives against four kinds of phytopathogens, including Phomopsis asparagi, Watermelon fusarium, Colletotrichum lagenarium, and Fusarium oxysporum were tested using the radial growth assay in vitro. The results revealed that the synthesized cationic chitosan derivatives showed significantly improved antifungal efficiency compared to chitosan. It was reasonably suggested that quaternary phosphonium groups enabled the obviously stronger antifungal activity of the synthesized chitosans. Especially, the triphenylphosphonium-functionalized chitosan derivative inhibited the growth of Phomopsis asparagi most effectively, with inhibitory indices of about 80% at 0.5 mg/mL. Moreover, the data demonstrated that the substituted groups with stronger electron-withdrawing ability relatively possessed greater antifungal activity. The results suggest the possibility that cationic chitosan derivatives bearing quaternary phosphonium salts could be effectively employed as novel antifungal biomaterials for application in the field of agriculture.
关键词Cationic Chitosan Derivatives Quaternary Ammonium Salts Quaternary Phosphonium Salts Antifungal Activity Electron-withdrawing Ability
DOI10.3390/molecules22091438
项目资助者National Natural Science Foundation of China(41576156) ; National key research and development program-China(2016YFF0202304) ; Shandong Province Science and Technology Development Plan(2015GSF121045) ; Yantai Science and Technology Development Plan(2015ZH078) ; Public Science and Technology Research Funds Projects of Ocean(201505022-3)
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收录类别SCI
关键词[WOS]ENHANCED WATER-SOLUBILITY ; ANTIBACTERIAL ACTIVITY ; CARBOXYMETHYL CHITOSAN ; ANTIMICROBIAL ACTIVITY ; CYTOTOXICITY ; COPOLYMERS ; DELIVERY ; DESIGN ; AGENTS
文章类型Article
语种英语
WOS研究方向Chemistry
WOS记录号WOS:000411499400044
引用统计
被引频次:1[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.yic.ac.cn/handle/133337/23455
专题海岸带生物学与生物资源利用所重点实验室
通讯作者Guo, Zhanyong; Guo, Zhanyong(Chinese Acad Sci, Key Lab Coastal Biol & Bioresource Utilizat, Yantai Inst Coastal Zone Res, Yantai 264003, Peoples R China)
作者单位1.Chinese Acad Sci, Key Lab Coastal Biol & Bioresource Utilizat, Yantai Inst Coastal Zone Res, Yantai 264003, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
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GB/T 7714
Tan, Wenqiang,Li, Qing,Dong, Fang,et al. Preparation and Characterization of Novel Cationic Chitosan Derivatives Bearing Quaternary Ammonium and Phosphonium Salts and Assessment of Their Antifungal Properties[J]. MOLECULES,2017,22(9).
APA Tan, Wenqiang,Li, Qing,Dong, Fang,Chen, Qiuhong,Guo, Zhanyong,&Guo, Zhanyong.(2017).Preparation and Characterization of Novel Cationic Chitosan Derivatives Bearing Quaternary Ammonium and Phosphonium Salts and Assessment of Their Antifungal Properties.MOLECULES,22(9).
MLA Tan, Wenqiang,et al."Preparation and Characterization of Novel Cationic Chitosan Derivatives Bearing Quaternary Ammonium and Phosphonium Salts and Assessment of Their Antifungal Properties".MOLECULES 22.9(2017).
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