Li Yufei, Yang Shimin, Zheng Yifan, Zhang Shun, Wang Qingqing, Dai Peng, Hou Jie, Gu Yucheng, Zhang Weihua, Xia Qing
Jiangsu Key Laboratory of Pesticide Science, College of Sciences, Nanjing Agricultural University, Nanjing 210095, China.
Jealott's Hill International Research Centre, Syngenta, Berkshire, Bracknell RG42 6EY, U.K.
J Agric Food Chem. 2025 Jun 18;73(24):14783-14795. doi: 10.1021/acs.jafc.4c10688. Epub 2025 Jun 3.
Natural products (NPs) have attracted increasing attention due to their structural diversity, abundance, and low environmental impact, making them valuable for novel fungicide development. In this study, a series of coumarin-7-/ acethydrazide derivatives were synthesized by incorporating acetic acid moieties into the coumarin scaffold. The in vitro antifungal activities of these compounds were evaluated against six common plant pathogenic fungi. Compound demonstrated significant antifungal effects, with EC values of 3.24, 1.89, 1.70, 0.36, 4.27, and 1.50 μg/mL against , , , , and , respectively. Notably, the antifungal activity against was comparable to the commercial fungicide boscalid (EC values = 0.31 μg/mL), while the activity against and was significantly higher than that of boscalid (EC values = 13.60 and 2.55 μg/mL, respectively), respectively. Furthermore, in vivo assays demonstrated that the protective efficacy of against at 200 μg/mL (86.9%) was comparable to that of Validamycin (92.1%). The inhibitory effects of against were further confirmed through scanning electron microscopy and fluorescence microscopy. The influence of the charge distribution of the compound on its antifungal activity was investigated using Density Functional Theory (DFT). Meanwhile, some of the compounds exhibited herbicidal activity against four common field weeds. These results indicate that is a promising candidate for crop protection, exhibiting high efficacy and low toxicity.
天然产物（NPs）因其结构多样性、丰富性和低环境影响而受到越来越多的关注，这使其在新型杀菌剂开发中具有重要价值。在本研究中，通过将乙酸部分引入香豆素骨架，合成了一系列香豆素-7-/乙酰肼衍生物。评估了这些化合物对六种常见植物病原真菌的体外抗真菌活性。化合物对、、、、和的EC值分别为3.24、1.89、1.70、0.36、4.27和1.50μg/mL，显示出显著的抗真菌效果。值得注意的是，其对的抗真菌活性与商业杀菌剂啶酰菌胺相当（EC值 = 0.31μg/mL），而对和的活性分别显著高于啶酰菌胺（EC值分别为13.60和2.55μg/mL）。此外，体内试验表明，200μg/mL的对的保护效果（86.9%）与井冈霉素相当（92.1%）。通过扫描电子显微镜和荧光显微镜进一步证实了对的抑制作用。使用密度泛函理论（DFT）研究了化合物电荷分布对其抗真菌活性的影响。同时，一些化合物对四种常见田间杂草表现出除草活性。这些结果表明，是一种有前景的作物保护候选物，具有高效低毒的特点。
