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酰基硫脲壳聚糖的环化反应:通过结构优化增强抗真菌性能。

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

机构信息

Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, No. 7 Nanhai Road, Qingdao 266071, China.

Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, No. 1 Wenhai Road, Qingdao 266237, China.

出版信息

Molecules. 2018 Mar 6;23(3):594. doi: 10.3390/molecules23030594.

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 weber (), (), and () 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 and than that of the positive control, Triadimefon. The findings described here may lead to them being used as antifungal agents for crop protection.

摘要

在这项研究中,通过酰基硫脲壳聚糖(TUCS)的环化反应制备了 3-甲基-1,2,4-三唑基壳聚糖(MTACS)和 3-氯甲基-1,2,4-三唑基壳聚糖(CMTACS)。它们的结构通过傅里叶变换红外光谱(FT-IR)、1H-NMR、元素分析、差示扫描量热法(DSC)、X 射线衍射(XRD)和扫描电子显微镜(SEM)进行了确认。构象使用 Gaussian 09 程序进行了预测。此外,还在体外测定了 MTACS 和 CMTACS 对 、 、 和 ()的抗真菌活性,范围为 250 μg/mL 至 1000 μg/mL。结果表明,与原始壳聚糖和 TUCS 相比,MTACS 和 CMTACS 对所选真菌表现出增强的抑制作用。特别是,它们对 和 的抗真菌活性优于阳性对照三唑酮。这里描述的发现可能导致它们被用作作物保护的抗真菌剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8ef3/6017949/ac66766581d0/molecules-23-00594-sch001.jpg

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