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含卤代-1,2,3-三唑的水溶性壳聚糖衍生物的合成及其抗真菌活性。

Synthesis of water soluble chitosan derivatives with halogeno-1,2,3-triazole and their 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, Shangdong 264003, China.

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

出版信息

Int J Biol Macromol. 2016 Oct;91:623-9. doi: 10.1016/j.ijbiomac.2016.06.006. Epub 2016 Jun 3.

Abstract

Chitosan is an abundant and renewable polysaccharide, which exhibits attractive bioactivities and natural properties. Improvement such as chemical modification of chitosan is often performed prior to further utilization. Three novel water soluble chitosan derivatives containing 1,2,3- triazole with or without halogen was designed and synthesized. Their antifungal activity against three kinds of phytopathogens was estimated by hyphal measurement in vitro. The inhibitory property and water solubility of the synthesized chitosan derivatives exhibited a remarkable improvement over chitosan. It is hypothesized that thiazolyl groups enable the synthesized chitosan to possess obviously better antifungal activity. Moreover, CTCTS and BTCTS, which have halogens at the periphery of polymers, inhibited the growth of tested phytopathogens more effectively with inhibitory indices of 81-93% at 1.0mg/mL. The halogens could have a synergistic effect with triazole as they exhibited antifungal activity and electron-withdrawing capacity, which improve the antifungal activity of chitosan derivatives.

摘要

壳聚糖是一种丰富的可再生多糖,具有吸引人的生物活性和天然特性。在进一步利用之前,通常会对壳聚糖进行诸如化学改性等改进。设计并合成了三种含或不含卤素的新型含1,2,3 - 三唑的水溶性壳聚糖衍生物。通过体外菌丝测量评估了它们对三种植物病原体的抗真菌活性。合成的壳聚糖衍生物的抑制性能和水溶性比壳聚糖有显著提高。据推测,噻唑基使合成的壳聚糖具有明显更好的抗真菌活性。此外,在聚合物外围含有卤素的CTCTS和BTCTS,在1.0mg/mL时更有效地抑制了受试植物病原体的生长,抑制率为81 - 93%。卤素可能与三唑具有协同作用,因为它们表现出抗真菌活性和吸电子能力,从而提高了壳聚糖衍生物的抗真菌活性。

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