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Molecules 2018, 23(3), 594; https://doi.org/10.3390/molecules23030594

Cyclization Reaction of Acyl Thiourea Chitosan: Enhanced Antifungal Properties via Structural Optimization

1,2,* , 1,2,3
,
1,2
,
1,2
,
1,2
and
1,2,*
1
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, No. 7 Nanhai Road, Qingdao 266071, China
2
Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, No. 1 Wenhai Road, Qingdao 266237, China
3
University of Chinese Academy of Sciences, Beijing 100049, China
*
Authors to whom correspondence should be addressed.
Received: 19 February 2018 / Revised: 3 March 2018 / Accepted: 5 March 2018 / Published: 6 March 2018
(This article belongs to the Special Issue Advances in Natural Polysaccharides Research)
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Abstract

In this study, 3-methyl-1,2,4-triazolyl chitosan (MTACS) and 3-chloromethyl-1,2,4-triazolyl chitosan (CMTACS) were prepared via cyclization of acyl thiourea chitosan (TUCS). Their structures were confirmed by FT-IR, 1H-NMR, elemental analysis, DSC, XRD, and SEM. The conformations were predicted using the Gaussian 09 program. Additionally, the antifungal properties of MTACS and CMTACS against Stemphylium solani weber (S. solani), Alternaria porri (A. porri), and Gloeosporium theae-sinensis (G. theae-sinensis) were assayed in vitro and ranged from 250 μg/mL to 1000 μg/mL. The results showed that MTACS and CMTACS exhibited enhanced inhibitory effect on the selected fungi compared to the original chitosan and TUCS. In particular, they displayed better antifungal activities against A. porri and G. theae-sinensis than that of the positive control, Triadimefon. The findings described here may lead to them being used as antifungal agents for crop protection. View Full-Text
Keywords: synthesis; 1,2,4-triazolyl; acyl thiourea; chitosan; antifungal activity synthesis; 1,2,4-triazolyl; acyl thiourea; chitosan; antifungal activity
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Qin, Y.; Liu, W.; Xing, R.; Liu, S.; Li, K.; Li, P. Cyclization Reaction of Acyl Thiourea Chitosan: Enhanced Antifungal Properties via Structural Optimization. Molecules 2018, 23, 594.

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