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具有抗真菌活性的壳寡糖吡啶席夫碱铜配合物的合成与表征。

Synthesis and Characterization of Slow-Release Chitosan Oligosaccharide Pyridine Schiff Base Copper Complexes with Antifungal Activity.

机构信息

CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Center for Ocean Mega-Science, Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.

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

出版信息

J Agric Food Chem. 2024 Feb 28;72(8):3872-3883. doi: 10.1021/acs.jafc.3c04601. Epub 2024 Feb 15.

DOI:10.1021/acs.jafc.3c04601
PMID:38358096
Abstract

Herein, a series of chitosan oligosaccharide copper complexes modified with pyridine groups (CPSx-Cu complexes) were successfully prepared via the Schiff base reaction and ion complexation reaction for slow-release fungicide. The structures of the synthesized derivatives were characterized via Fourier transform infrared spectroscopy and H and C nuclear magnetic resonance spectroscopy, and the unit configuration of the complexes was calculated using Gaussian software. The slow-release performance experiment demonstrated that the cumulative copper ion release rate of CPSx-Cu complexes was dependent on the type of substituents on the pyridine ring. Furthermore, the and antifungal activities of the CPSx-Cu complexes were investigated. At a concentration of 0.4 mg/mL, CPSx-Cu complexes completely inhibited the growth of and . Results indicated that CPSx-Cu complexes with slow-release ability exhibited better antifungal activity than thiodiazole-copper and copper sulfate basic. This study confirmed that combining chitosan oligosaccharide with bioactive pyridine groups and copper ions is an effective approach to further developing slow-release copper fungicides, providing new possibilities for the application of copper fungicides in green agriculture. This study lays the foundation for further studies on biogreen copper fungicides.

摘要

本文通过席夫碱反应和离子配位反应,成功制备了一系列带有吡啶基团的壳聚糖低聚糖铜配合物(CPSx-Cu 配合物),用于制备缓释型杀菌剂。通过傅里叶变换红外光谱和氢核和碳核核磁共振光谱对合成衍生物的结构进行了表征,并使用 Gaussian 软件计算了配合物的单元构型。缓释性能实验表明,CPSx-Cu 配合物的铜离子累积释放率取决于吡啶环上取代基的类型。此外,还研究了 CPSx-Cu 配合物的 和 抑菌活性。在浓度为 0.4mg/mL 时,CPSx-Cu 配合物完全抑制了 和 的生长。结果表明,具有缓释能力的 CPSx-Cu 配合物的抑菌活性优于噻二唑铜和硫酸铜。本研究证实,将壳聚糖低聚糖与生物活性吡啶基团和铜离子结合是进一步开发缓释铜杀菌剂的有效方法,为铜杀菌剂在绿色农业中的应用提供了新的可能性。本研究为生物绿色铜杀菌剂的进一步研究奠定了基础。

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