Plant pathogenic fungi could cause significant losses to agricultural productions. To discover new pesticides with novel structures and unique mechanisms of action, a series of novel acetophenone derivatives containing 1,3,4-thiadiazole-2-thioethers was designed and synthesized. Antifungal bioassay results revealed that E1, E2 and E3 exhibited obvious inhibitory effects against six tested fungi at 100 μg mL⁻¹. The EC₅₀ values of E2 against T. cucumeris and E3 against G. saubinetii were 22.2 and 21.5 μg mL⁻¹, respectively. A morphological study of T. cucumeris treated with E2 and nucleic acid and protein content determination experiments revealed that the target compound can change the permeability of the cell membrane and affect the growth of the hyphae, causing their death. These results provide important information for the further study of the mechanism of action of this series of derivatives.

中文翻译：

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新型含1,3,4-噻二唑-2-硫醚类苯乙酮衍生物的设计、合成及抗真菌机理

植物病原真菌会给农业生产造成重大损失。为发现结构新颖、作用机制独特的新型农药，设计合成了一系列含有1,3,4-噻二唑-2-硫醚的新型苯乙酮衍生物。抗真菌生物测定结果显示，E1、E2和E3在100 μg mL ^-1时对六种受试真菌表现出明显的抑制作用。E2对抗黄瓜T. cucumeris和E3对抗G. saubinetii的EC ₅₀值分别为22.2 和21.5 μg mL ^-1。黄瓜的形态学研究用E2处理和核酸和蛋白质含量测定实验表明，目标化合物可以改变细胞膜的通透性，影响菌丝的生长，导致其死亡。这些结果为进一步研究该系列衍生物的作用机制提供了重要信息。