Cite this paper:
ZHU Jun, LIU Song, QIN Yukun, XING Rong'e, YU Huahua, CHEN Xiaolin, LI Pengcheng. Preparation, characterization, and antifungal evaluation of a new type of aminourea chitooligosaccharide derivatives[J]. HaiyangYuHuZhao, 2020, 38(3): 841-850

Preparation, characterization, and antifungal evaluation of a new type of aminourea chitooligosaccharide derivatives

ZHU Jun1,3, LIU Song1,2, QIN Yukun1,2, XING Rong'e1,2, YU Huahua1,2, CHEN Xiaolin1,2, LI Pengcheng1,2
1 Key Laboratory of Experimental Marine Biology, Center for Ocean Mega-Science, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China;
2 Laboratory for Marine Drugs and Bioproducts, Pilot National Laboratory for Marine Science and Technology(Qingdao), Qingdao 266237, China;
3 University of Chinese Academy of Sciences, Beijing 100049, China
Phytopathogenic fungi cause heavy negative impact on the agricultural economy, but most existing fungicides are toxic and pose a threat to both human health and environments. A green and efficient fungicide is urgently needed. Chitooligosaccharides (COSs), the degradation products of natural polysaccharide chitosan, are nontoxic and biodegradable antifungal substances. In this study, a novel type of aminourea chitooligosaccharide derivatives (AUCOS) was synthesized by successively grafting a hydrazine group and an amine-carbonyl group onto a chitooligosaccharide backbone to enhance the antifungal capability of COSs. The structures of the target compounds were identified by FTIR, 1H NMR, and 13C NMR, and the degree of substitution of each product was calculated from the results of the elemental analysis. The antifungal activities of the prepared chitooligosaccharide derivatives against Fusarium solani, Verticillium albo-atrum and Phytophthora capsici were tested in vitro. The AUCOSs had better inhibitory efficiencies against the three plant pathogen fungi than that of chitooligosaccharide, of which aminourea chitooligosaccharide 2 (AUCOS2) was the most promising antifungal compound, whose highest inhibition rates were 60.12%, 82.95%, and 85.23% against F. solani, V. albo-atrum and P. capsici, respectively. The synthesized derivatives have good application prospects in crop protection and deserve further research.
Key words:    chitooligosaccharide (COS)|aminourea|characterization|antifungal   
Received: 2019-04-10   Revised: 2019-08-22
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