Design, Synthesis, and Biological Evaluation of Novel Quinoline Derivatives Containing 1,3,4-Oxadiazole Moieties as Potential Antifungal Agents.

IF 6.2 1区农林科学 Q1 AGRICULTURE, MULTIDISCIPLINARY

Journal of Agricultural and Food Chemistry Pub Date : 2025-09-23 DOI:10.1021/acs.jafc.5c06849

Fucheng Yin,Hang Liu,Xinhui Li,Fengyun You,Liu Hu,Yong Guo,Ruige Yang

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Abstract

To discover novel green antifungal candidates, herein, a series of 8-hydroxyquinaldine derivatives were designed and synthesized by introducing the antifungal fragment 1,3,4-oxadiazole. Their antifungal activities against phytopathogenic fungi were evaluated to develop quinoline-based antifungal agents. The results showed that compound VIa6 displayed better in vitro antifungal activity against Valsa mali with an EC50 value of 0.091 μmol/mL. Significantly, compound VIa6 displayed superior in vivo preventive and therapeutic effects against V. mali, comparable to that of Chlorothalonil. Moreover, the combination of VIa6 and Chlorothalonil showed good synergistic antifungal effects. Additionally, compound VIa6 exerted good selectivity and relatively low toxicity to nontarget organisms. Finally, a preliminary antifungal mechanism study indicated that VIa6 affected the viability of fungi by inducing intracellular oxidative damage in V. mali and disrupting the integrity of the fungus cell membranes. These findings demonstrated that the novel quinoline derivative VIa6 possessed excellent in vitro and in vivo antifungal activity, offering the potential as a novel green agricultural antifungal agent.

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含有1,3,4-恶二唑的新型喹啉衍生物的设计、合成和生物学评价。

为了发现新的绿色抗真菌候选物，本文通过引入抗真菌片段1,3,4-恶二唑，设计合成了一系列8-羟基喹啉衍生物。评价其对植物病原真菌的抗真菌活性，开发以喹啉类为基础的抗真菌药物。结果表明，化合物VIa6体外抗真菌活性较好，EC50值为0.091 μmol/mL。值得注意的是，化合物VIa6对马里弧菌的体内预防和治疗效果与百菌清相当。此外，VIa6与百菌清联合使用具有良好的协同抑菌效果。此外，化合物VIa6对非靶生物具有良好的选择性和较低的毒性。最后，一项初步的抗真菌机制研究表明，VIa6通过诱导真菌细胞内氧化损伤和破坏真菌细胞膜的完整性来影响真菌的生存能力。上述结果表明，新型喹啉衍生物VIa6具有良好的体内外抗真菌活性，具有作为新型绿色农业抗真菌剂的潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Agricultural and Food Chemistry 农林科学-农业综合

CiteScore

9.90

自引率

8.20%

发文量

1375

审稿时长

2.3 months

期刊介绍： The Journal of Agricultural and Food Chemistry publishes high-quality, cutting edge original research representing complete studies and research advances dealing with the chemistry and biochemistry of agriculture and food. The Journal also encourages papers with chemistry and/or biochemistry as a major component combined with biological/sensory/nutritional/toxicological evaluation related to agriculture and/or food.