Abstract：
BACKGROUND: To further develop potential natural fungicides, two series of new acrylopimaric acid triazole derivatives were synthesized, and their antifungal activities were tested and evaluated.
RESULTS: In vitro antifungal activity results indicated that compound 5m exhibited significant inhibitory activity against Rhizoctonia solani with an half maximal effective concentration (EC50) value of 1.528 mg/L. Its antifungal effect was comparable to that of the commercially available fungicide fluconazole, epoxiconazole and propiconazole (EC50 values of 1.441, 0.815 and 1.173 mg/L). Subsequently, in vivo studies were conducted on compound 5m, which revealed its significant protective and curative effects against R. solani. In addition, physiological and biochemical studies showed that compound 5m could disrupt the morphology and ultrastructure of R. solani mycelium, increase cell membrane permeability, inhibit ergosterol synthesis, and enhance the activity of defense enzymes in rice plants. Three-dimensional quantitative structure-activity relationship (3D-QSAR) studies revealed that the molecular structure significantly influenced the binding of compound 5m to the receptor, thereby enhancing its antifungal activity.
CONCLUSIONS: Compound 5m exhibits excellent antifungal activity against R. solani, making it a promising candidate fungicide for the prevention and control of R. solani. © 2024 Society of Chemical Industry.
RESULTS: In vitro antifungal activity results indicated that compound 5m exhibited significant inhibitory activity against Rhizoctonia solani with an half maximal effective concentration (EC50) value of 1.528 mg/L. Its antifungal effect was comparable to that of the commercially available fungicide fluconazole, epoxiconazole and propiconazole (EC50 values of 1.441, 0.815 and 1.173 mg/L). Subsequently, in vivo studies were conducted on compound 5m, which revealed its significant protective and curative effects against R. solani. In addition, physiological and biochemical studies showed that compound 5m could disrupt the morphology and ultrastructure of R. solani mycelium, increase cell membrane permeability, inhibit ergosterol synthesis, and enhance the activity of defense enzymes in rice plants. Three-dimensional quantitative structure-activity relationship (3D-QSAR) studies revealed that the molecular structure significantly influenced the binding of compound 5m to the receptor, thereby enhancing its antifungal activity.
CONCLUSIONS: Compound 5m exhibits excellent antifungal activity against R. solani, making it a promising candidate fungicide for the prevention and control of R. solani. © 2024 Society of Chemical Industry.
摘要：
背景：为了进一步开发潜在的天然杀菌剂，合成了两个系列的新的丙烯酰海松酸三唑衍生物，并对其抗真菌活性进行了测试和评价。
结果：体外抗真菌活性结果表明，化合物5m对枯萎病具有显著的抑制活性，半数最大有效浓度（EC50）值为1.528mg/L。其抗真菌效果与市售杀菌剂氟康唑相当，环氧康唑和丙环唑（EC50值为1.441、0.815和1.173mg/L）。随后，对化合物5m进行了体内研究，显示出其对R.solani的显着保护和疗效。此外,生理和生化研究表明，化合物5m可以破坏枯萎病菌菌丝的形态和超微结构，增加细胞膜通透性，抑制麦角甾醇合成，并增强水稻植物中防御酶的活性。三维定量构效关系(3D-QSAR)研究表明,分子结构显著影响化合物5m与受体的结合,从而增强其抗真菌活性。
结论：化合物5m表现出优异的抗真菌活性。使其成为预防和控制索拉尼菌的有前途的候选杀菌剂。©2024化学工业学会。
结果：体外抗真菌活性结果表明，化合物5m对枯萎病具有显著的抑制活性，半数最大有效浓度（EC50）值为1.528mg/L。其抗真菌效果与市售杀菌剂氟康唑相当，环氧康唑和丙环唑（EC50值为1.441、0.815和1.173mg/L）。随后，对化合物5m进行了体内研究，显示出其对R.solani的显着保护和疗效。此外,生理和生化研究表明，化合物5m可以破坏枯萎病菌菌丝的形态和超微结构，增加细胞膜通透性，抑制麦角甾醇合成，并增强水稻植物中防御酶的活性。三维定量构效关系(3D-QSAR)研究表明,分子结构显著影响化合物5m与受体的结合,从而增强其抗真菌活性。
结论：化合物5m表现出优异的抗真菌活性。使其成为预防和控制索拉尼菌的有前途的候选杀菌剂。©2024化学工业学会。
