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具有不同链长脂肪醇取代基的新型三唑基官能化壳聚糖衍生物:设计、合成及抗真菌活性

Novel triazolyl-functionalized chitosan derivatives with different chain lengths of aliphatic alcohol substituent: Design, synthesis, and antifungal activity.

作者信息

Li Qing, Tan Wenqiang, Zhang Caili, Gu Guodong, Guo Zhanyong

机构信息

Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China.

Key Laboratory of Coastal Biology and Bioresource Utilization, Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China; Graduate School of Chinese Academy of Sciences, Beijing 100039, China.

出版信息

Carbohydr Res. 2015 Dec 11;418:44-49. doi: 10.1016/j.carres.2015.10.005. Epub 2015 Oct 19.

DOI:10.1016/j.carres.2015.10.005
PMID:26545261
Abstract

Chemical modification of chitosan is increasingly studied for its potential of providing new application for chitosan. Here, we modify chitosan at its primary hydroxyl via 'click chemistry', and a group of novel water soluble chitosan derivatives with substituted 1,2,3-triazolyl group were designed and synthesized. Aliphatic alcohols with different lengths were used as functional dendrons to improve the antifungal activity of chitosan derivatives. Meanwhile, their antifungal activity against two kinds of phytopathogens was estimated by hypha measurement in vitro. All the chitosan derivatives exhibited excellent activity against tested fungi. It is found that the antifungal activity of chitosan derivatives against the tested fungi increases with augment in the chain length of straight aliphatic alcohols. And the hydrophobic moiety (alkyl) at the periphery of the synthesized chitosan derivatives tends to affect their antifungal activity.

摘要

壳聚糖的化学修饰因其为壳聚糖提供新应用的潜力而受到越来越多的研究。在此,我们通过“点击化学”在壳聚糖的伯羟基上进行修饰,设计并合成了一组带有取代1,2,3 - 三唑基的新型水溶性壳聚糖衍生物。使用不同长度的脂肪醇作为功能性树枝状分子来提高壳聚糖衍生物的抗真菌活性。同时,通过体外菌丝测量评估了它们对两种植物病原体的抗真菌活性。所有壳聚糖衍生物对受试真菌均表现出优异的活性。发现壳聚糖衍生物对受试真菌的抗真菌活性随着直链脂肪醇链长的增加而增强。并且合成的壳聚糖衍生物外围的疏水部分(烷基)倾向于影响其抗真菌活性。

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