Wu Wenneng, An Jiansong, Lan Wenjun, Chen Haijiang, Fei Qiang, Xu Su, Yin Rongxiu, Yang Lin-Lin, Yang Song
Food Science and Engineering Institute, College of Materials Science and Engineering, Guizhou Engineering Research Center for Characteristic Flavor Perception and Quality Control of Drug-Food Homologous Resources, Guiyang University, Guiyang, P. R. China.
Tea Research Institute, Guizhou Provincial Academy of Agricultural Sciences, Guiyang, China.
Pest Manag Sci. 2025 Apr;81(4):1804-1816. doi: 10.1002/ps.8593. Epub 2024 Dec 13.
The reduction in agricultural product quality and yield caused by fungal and bacterial plant diseases has led to considerable economic losses in global crop production and poses a threat to human health. The primary method of control remains the use of chemical agents. In an effort to develop novel and highly effective antimicrobial agents, a series of benzoylurea derivatives incorporating a difluoromethyl (trifluoromethyl) pyrimidine structure were designed and synthesized.
In this study, we designed and synthesized a series of novel benzoylurea derivatives containing difluoromethyl (trifluoromethyl) pyrimidine fragments. Several of the synthesized compounds exhibited notable antifungal activity in vitro against PS, CBC, BBC and TBC. Their efficacy surpassed that of the positive controls HM and Pyr. Notably, 6s demonstrated an EC value of 4.10 μg mL, significantly lower than the 31.25 μg mL for Pyr. In antibacterial assays, 6s also showed an 87.49% inhibition rate against Xoc. Moreover, in vivo tests against CBC revealed a protective efficacy of 59.39% at a concentration of 25 μg mL. Molecular docking simulations further supported its strong activity. To explore the mechanism of action of 6s on CBC, we conducted scanning electron microscopy, succinate dehydrogenase enzyme assays, and measurements of dry weight, membrane permeability, cellular contents, and ROS.
This study underscores the potential of benzoylurea derivatives containing difluoromethyl (trifluoromethyl) pyrimidine fragments as lead compounds for the management of CBC. The results offer important insights and pave the way for the development of novel fungicides, contributing to improved crop protection strategies in agriculture. © 2024 Society of Chemical Industry.
真菌和细菌引起的植物病害导致农产品质量和产量下降，给全球农作物生产造成了巨大经济损失，并对人类健康构成威胁。主要的防治方法仍然是使用化学药剂。为了开发新型高效抗菌剂，设计并合成了一系列含有二氟甲基（三氟甲基）嘧啶结构的苯甲酰脲衍生物。
在本研究中，我们设计并合成了一系列含有二氟甲基（三氟甲基）嘧啶片段的新型苯甲酰脲衍生物。几种合成化合物在体外对PS、CBC、BBC和TBC表现出显著的抗真菌活性。它们的疗效超过了阳性对照HM和Pyr。值得注意的是，6s的EC值为4.10μg/mL，显著低于Pyr的31.25μg/mL。在抗菌试验中，6s对Xoc也表现出87.49%的抑制率。此外，在针对CBC的体内试验中，在浓度为25μg/mL时显示出59.39%的保护效果。分子对接模拟进一步支持了其强大的活性。为了探究6s对CBC的作用机制，我们进行了扫描电子显微镜、琥珀酸脱氢酶活性测定以及干重、膜通透性、细胞内容物和ROS的测量。
本研究强调了含有二氟甲基（三氟甲基）嘧啶片段的苯甲酰脲衍生物作为防治CBC先导化合物的潜力。这些结果提供了重要的见解，为新型杀菌剂的开发铺平了道路，有助于改进农业中的作物保护策略。©2024化学工业协会。
