Synthesis, antifungal activity, and molecular simulation study of nootkatone‐based thiazole‐hydrazone compounds as novel succinate dehydrogenase inhibitor DOI Open Access

Maofang Yang,

Guishan Lin,

Wengui Duan

и другие.

Pest Management Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 21, 2025

Plant diseases cause huge losses in agriculture worldwide every year, but the prolonged use of current commercial fungicides has led to development resistance plant pathogenic fungi. Therefore, there is an urgent need develop new, efficient, and green fungicides. Twenty-three nootkatone-based thiazole-hydrazone compounds were designed, synthesized, characterized by Fourier-transform infrared (FTIR), proton (1H) nuclear magnetic resonance (NMR), carbon-13 (13C) NMR, high-resolution mass spectrometry (HRMS). The antifungal activities results showed that all target displayed certain activity against eight tested Among them, 3a (88.7%), 3b (92.5%), 3d 3f (84.9%), 3j 3l (92.5%) comparable or superior positive control boscalid (88.7%) their inhibitory Physalospora piricola. Meanwhile, compound had half maximal effective concentration (EC50) values 18.0172, 18.8236, 16.5914, 18.5044, 16.5660 μg/mL Fusarium oxysporum f. sp. cucumerinum, Alternaria solani, Gibberella zeae, Bipolaris maydis, Colleterichum orbicalare, respectively, exhibiting outstanding broad-spectrum fungicidal activity. Moreover, a three-dimensional quantitative structure-activity relationship (3D-QSAR) study was carried out investigate between molecular structures 3a-3w Furthermore, [half (IC50) = 4.936 μmol/L] significantly better succinate dehydrogenase (SDH) than (IC50 6.631 μmol/L). possible binding mode homology-modeling built SDH, also explored docking. Target deserved further as promising candidate for novel SDH inhibitor. © 2025 Society Chemical Industry.

Язык: Английский

Synthesis, antifungal activity, and molecular simulation study of nootkatone‐based thiazole‐hydrazone compounds as novel succinate dehydrogenase inhibitor DOI Open Access

Maofang Yang,

Guishan Lin,

Wengui Duan

и другие.

Pest Management Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 21, 2025

Plant diseases cause huge losses in agriculture worldwide every year, but the prolonged use of current commercial fungicides has led to development resistance plant pathogenic fungi. Therefore, there is an urgent need develop new, efficient, and green fungicides. Twenty-three nootkatone-based thiazole-hydrazone compounds were designed, synthesized, characterized by Fourier-transform infrared (FTIR), proton (1H) nuclear magnetic resonance (NMR), carbon-13 (13C) NMR, high-resolution mass spectrometry (HRMS). The antifungal activities results showed that all target displayed certain activity against eight tested Among them, 3a (88.7%), 3b (92.5%), 3d 3f (84.9%), 3j 3l (92.5%) comparable or superior positive control boscalid (88.7%) their inhibitory Physalospora piricola. Meanwhile, compound had half maximal effective concentration (EC50) values 18.0172, 18.8236, 16.5914, 18.5044, 16.5660 μg/mL Fusarium oxysporum f. sp. cucumerinum, Alternaria solani, Gibberella zeae, Bipolaris maydis, Colleterichum orbicalare, respectively, exhibiting outstanding broad-spectrum fungicidal activity. Moreover, a three-dimensional quantitative structure-activity relationship (3D-QSAR) study was carried out investigate between molecular structures 3a-3w Furthermore, [half (IC50) = 4.936 μmol/L] significantly better succinate dehydrogenase (SDH) than (IC50 6.631 μmol/L). possible binding mode homology-modeling built SDH, also explored docking. Target deserved further as promising candidate for novel SDH inhibitor. © 2025 Society Chemical Industry.

Язык: Английский

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