Luo Bo, Liu Mengxing, Li Rongrong, Zhou Mengnan, Zhang Fengjia, Wang Miao, Guo Yuqing, Zhang Qingsi, Liu Xinyi, Wu Yanbing, Fang Kun, Wang Rong
Henan Key Laboratory of Tea Plant Biology, College of Tea and Food Science, Xinyang Normal University, Xinyang, Henan 464000, China.
Dabie Mountain Laboratory, Xinyang, Henan 464000, China.
J Agric Food Chem. 2025 Sep 24;73(38):23856-23870. doi: 10.1021/acs.jafc.5c03978. Epub 2025 Sep 9.
In the search for novel succinate dehydrogenase inhibitors (SDHIs) fungicides for managing rice sheath blight (RSB) and sclerotinia stem rot (SSR), 28 pyrazole-4-carboxamides incorporating stilbene or diphenylacetylene scaffolds were synthesized and evaluated for antifungal activities. The results showed that compound exhibited the most promising antifungal efficacy against and with EC (half maximal effective concentration) values of 0.004 and 0.028 μg/mL, outperforming Boscalid and Fluxapyroxad. Furthermore, the detached leaf assay showed that showed remarkable protective and curative efficacies against and significant inhibition of growth on oilseed rape leaves, indicating that it had a promising application prospect for RSB and SSR management. Further SDH enzymatic inhibition assay, scanning electron microscopy (SEM), molecular docking studies, and molecular dynamics (MD) simulations revealed that compound shared an antifungal mechanism similar to that of Fluxapyroxad, which was further validated by density functional theory (DFT) and electrostatic potential (ESP) calculations. These findings suggested that held significant promise as a novel SDHI for the effective management of RSB and SSR, warranting further investigation.
在寻找用于防治水稻纹枯病(RSB)和油菜菌核病(SSR)的新型琥珀酸脱氢酶抑制剂(SDHIs)杀菌剂的过程中,合成了28种含有芪或二苯乙炔骨架的吡唑-4-甲酰胺,并对其进行了抗真菌活性评估。结果表明,化合物对水稻纹枯病菌和核盘菌表现出最有前景的抗真菌效果,其EC50(半数最大效应浓度)值分别为0.004和0.028μg/mL,优于啶酰菌胺和氟唑菌酰胺。此外,离体叶片试验表明,该化合物对水稻纹枯病菌和油菜菌核病表现出显著的保护和治疗效果,并对油菜叶片上的菌核菌生长有显著抑制作用,表明其在防治水稻纹枯病和油菜菌核病方面具有广阔的应用前景。进一步的SDH酶抑制试验、扫描电子显微镜(SEM)、分子对接研究和分子动力学(MD)模拟表明,该化合物与氟唑菌酰胺具有相似的抗真菌机制,密度泛函理论(DFT)和静电势(ESP)计算进一步验证了这一点。这些发现表明,该化合物作为一种新型SDHI在有效防治水稻纹枯病和油菜菌核病方面具有巨大潜力,值得进一步研究。