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具有吡啶基的可再生松香基双季铵盐的设计、合成及抗真菌活性

Renewable rosin-based bisquaternary ammonium salt with pyridyl design, synthesis and antifungal activity.

作者信息

Wu Bin, Xiong Chaoji, Xu Zhuo, Liang Kun, Wu Chunhua, Wu Wei, Chen Qian

机构信息

Key Laboratory of State Forestry and Grassland Administration on Highly-Efficient Utilization of Forestry Biomass Resources in Southwest China, College of Materials and Chemical Engineering, Southwest Forestry University, Kunming 650224, China.

Key Laboratory of State Forestry and Grassland Administration on Highly-Efficient Utilization of Forestry Biomass Resources in Southwest China, College of Materials and Chemical Engineering, Southwest Forestry University, Kunming 650224, China..

出版信息

Food Chem. 2025 Aug 1;482:144188. doi: 10.1016/j.foodchem.2025.144188. Epub 2025 Apr 2.

DOI:10.1016/j.foodchem.2025.144188
PMID:40188771
Abstract

In order to synthesize green, low-toxicity, and novel antifungal agents. In this study, a rosin-based bisquaternary ammonium salt (Rbs) was synthesized using rosin amine and evaluated for its antifungal activity against F. oxysporum f. sp. niveum, F. graminearum, V. mali, P. capsica and A. solani. The results show that compared to benzalkonium bromide, Rbs has stronger inhibitory activity against five types of fungi, with the best activity against V. mali (EC = 3.071 μg/mL), and has excellent sustained antifungal activity. In vivo tests have shown that Rbs has significant protective and therapeutic effects on apples. Using SEM, TEM, relative membrane permeability and density functional theory calculations, we found that Rbs causes organelle and cell membrane disruption, leading to leakage of cell contents and ultimately cell death. In addition, mouse toxicology showed that the toxicity of Rbs was low. These studies provide theoretical guidance for the development of subsequent fungicides.

摘要

为了合成绿色、低毒且新型的抗真菌剂。在本研究中,使用松香胺合成了一种基于松香的双季铵盐(Rbs),并评估了其对西瓜枯萎病菌、禾谷镰刀菌、苹果轮纹病菌、辣椒疫霉和番茄早疫病菌的抗真菌活性。结果表明,与苯扎溴铵相比,Rbs对五种真菌具有更强的抑制活性,对苹果轮纹病菌的活性最佳(EC = 3.071 μg/mL),并且具有优异的持续抗真菌活性。体内试验表明,Rbs对苹果具有显著的保护和治疗作用。通过扫描电子显微镜、透射电子显微镜、相对膜通透性和密度泛函理论计算,我们发现Rbs会导致细胞器和细胞膜破坏,导致细胞内容物泄漏并最终导致细胞死亡。此外,小鼠毒理学表明Rbs的毒性较低。这些研究为后续杀菌剂的开发提供了理论指导。

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