Wu Wenneng, Yan Chang, Pan Nianjuan, An Jiansong, Chen Haijiang, Fei Qiang, Xu Su, Yang Lin-Lin, Yang Song
Food Science and Engineering Institute, College of Materials Science and Engineering, Guiyang University, Guiyang 550005, China.
State Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for R&D of Fine Chemicals of Guizhou University, Guiyang 550025, China.
J Agric Food Chem. 2025 Jun 18;73(24):14806-14816. doi: 10.1021/acs.jafc.4c12071. Epub 2025 Jun 9.
Fungal diseases significantly affect the quality and safety of food and agricultural products. Pyrimidine ether compounds have shown effectiveness as commercial antifungal agents, but their prolonged or excessive use has led to resistance and pesticide residue issues, necessitating structural modifications. In this study, ferulic acid served as a framework for synthesizing a series of derivatives by introducing pyrimidine and amide groups. Compound showed high efficacy against and sp., with EC values of 3.20 and 0.80 μg/mL, respectively, far outperforming Pyrimethanil (57.60 and 32.10 μg/mL). Mechanistic studies indicated that compound disrupts sp. biofilms, causing protein and nucleic acid leakage, increased membrane permeability, and damage to the fungal mycelium. Moreover, transcriptomic and proteomic analyses revealed that induces fungal detoxification responses, including the transformation of toxic compounds mediated by oxidoreductases and aromatic compound-related enzymes as well as efflux mediated by ABC transporters. This study is the first to report the antifungal efficacy of ferulic acid derivatives featuring a trifluoromethyl pyrimidine moiety against postharvest kiwifruit soft rot, providing potential for the control of fungal pathogens affecting kiwifruit storage and quality.
真菌病害严重影响食品和农产品的质量与安全。嘧啶醚类化合物已显示出作为商业抗真菌剂的有效性，但其长期或过量使用导致了抗性和农药残留问题，因此需要进行结构修饰。在本研究中，阿魏酸作为框架，通过引入嘧啶和酰胺基团合成了一系列衍生物。化合物 对 和 种表现出高功效，其EC值分别为3.20和0.80 μg/mL，远优于嘧霉胺（57.60和32.10 μg/mL）。机理研究表明，化合物 破坏 种生物膜，导致蛋白质和核酸泄漏、膜通透性增加以及真菌菌丝体受损。此外，转录组学和蛋白质组学分析表明， 诱导真菌解毒反应，包括由氧化还原酶和芳香族化合物相关酶介导的有毒化合物转化以及由ABC转运蛋白介导的外排。本研究首次报道了具有三氟甲基嘧啶部分的阿魏酸衍生物对采后猕猴桃软腐病的抗真菌功效，为控制影响猕猴桃贮藏和品质的真菌病原体提供了潜力。
