Synthesis, Characterization, and Antifungal Activity of Pyridine-Based Triple Quaternized Chitosan Derivatives

doi:10.3390/molecules23102604

CORC > 烟台海岸带研究所 > 中国科学院烟台海岸带研究所 > 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

	Synthesis, Characterization, and Antifungal Activity of Pyridine-Based Triple Quaternized Chitosan Derivatives
	Wei, Lijie ; Chen, Yuan ; Tan, Wenqiang ; Li, Qing ; Gu, Guodong ; Dong, Fang ; Guo, Zhanyong
刊名	MOLECULES
	2018-10
卷号	23 期号:10 页码:2604-
关键词	chitosan pyridine quaternized antifungal
ISSN号	1420-3049
DOI	10.3390/molecules23102604
产权排序	[Wei, Lijie ; Chen, Yuan ; Tan, Wenqiang ; Li, Qing ; Dong, Fang ; Guo, Zhanyong] Chinese Acad Sci, Yantai Inst Coastal Zone Res, Key Lab Coastal Biol & Bioresource Utilizat, Yantai 264003, Peoples R China ; [Wei, Lijie ; Chen, Yuan ; Tan, Wenqiang ; Guo, Zhanyong] Univ Chinese Acad Sci, Beijing 100049, Peoples R China ; [Gu, Guodong] Alliance Pharma Inc, 17 Lee Blvd, Malvern, PA 19355 USA
文献子类	Article
英文摘要	In this study, a series of triple quaternized chitosan derivatives, including 6-O-[(2-hydroxy-3-trimethylammonium)propyl]-2-N-(1-pyridylmethyl-2-ylmethyl)-N,N-dimethyl chitosan chloride (7), 6-O-[(2-hydroxy-3-trimethylammonium) propyl]-2-N-(1-pyridylmethyl-3-yl-methyl)-N, N-dimethyl chitosan chloride (8), and 6-O-[(2-hydroxy-3-trimethylammonium) propyl]2-N-(1-pyridylmethyl-4-ylmethyl)-N,N-dimethyl chitosan chloride (9) were successfully designed and synthesized via reacting epoxypropyl trimethylammonium chloride with the N-pyridinium double quaternized chitosan derivatives. Detailed structural characterization was carried out using FT-IR and H-1-NMR spectroscopy, and elemental analysis. Besides, the activity of the triple quaternized chitosan derivatives against three common plant pathogenic fungi, Watermelon fusarium, Fusarium oxysporum, and Phomopsis asparagi, was investigated in vitro. The results indicated that the triple quaternized chitosan derivatives had enhanced antifungal activity when compared to double quaternized chitosan derivatives and chitosan, especially at 1.0 mg/mL, which confirmed the theory that the higher density of positive charge contributed to the antifungal activity. Moreover, 8 with an almost 99% inhibitory index showed the better antifungal activity against Watermelon fusarium. Moreover, the cytotoxicity of the products was also evaluated in vitro on 3T3-L1 cells and all the triple quaternized chitosan derivatives exhibited low cytotoxicity. These results suggested that triple quaternized chitosan derivatives may be used as good antifungal biomaterials.
WOS关键词	N-SUBSTITUTED CHITOSAN ; F-SP CUCUMERINUM ; SCAVENGING ACTIVITY ; ASSAY
WOS研究方向	Biochemistry & Molecular Biology ; Chemistry, Multidisciplinary
语种	英语
WOS记录号	WOS:000451201400200
资助机构	National Natural Science Foundation of China [41576156] ; Natural Science Foundation of Shandong Province of China [ZR2017BD015] ; Yantai Science and Technology Development Plan [2015ZH078] ; Technology Research Funds Projects of Ocean [2015418022-3] ; seed project of Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences [YIC Y755031011]
内容类型	期刊论文
源URL	[http://ir.yic.ac.cn/handle/133337/24547]
专题	海岸带生物资源高效利用研究与发展中心烟台海岸带研究所_海岸带生物学与生物资源利用所重点实验室烟台海岸带研究所_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.Alliance Pharma Inc, 17 Lee Blvd, Malvern, PA 19355 USA
推荐引用方式 GB/T 7714	Wei, Lijie,Chen, Yuan,Tan, Wenqiang,et al. Synthesis, Characterization, and Antifungal Activity of Pyridine-Based Triple Quaternized Chitosan Derivatives[J]. MOLECULES,2018,23(10):2604-.
APA	Wei, Lijie.,Chen, Yuan.,Tan, Wenqiang.,Li, Qing.,Gu, Guodong.,...&Guo, Zhanyong.(2018).Synthesis, Characterization, and Antifungal Activity of Pyridine-Based Triple Quaternized Chitosan Derivatives.MOLECULES,23(10),2604-.
MLA	Wei, Lijie,et al."Synthesis, Characterization, and Antifungal Activity of Pyridine-Based Triple Quaternized Chitosan Derivatives".MOLECULES 23.10(2018):2604-.