文献类型： 外文期刊

作者： Dong, Shuze ¹ ; Wang, Delong ³ ; Han, Yi ¹ ; Wang, Kang ¹ ; Lei, Peng ¹ ; Ma, Zhiqing ¹ ; Feng, Juntao ¹ ; Liu, Xili ¹ ; Gao, Yanqing ¹ ; Wang, Yong ¹ ;

作者机构： 1.Northwest A&F Univ, Coll Plant Protect, Key Lab Plant Protect Resources & Pest Management, Minist Educ, Yangling 712100, Shaanxi, Peoples R China

2.Northwest A&F Univ, Coll Plant Protect, Shaanxi Res Ctr Biopesticide Engn & Technol, Yangling 712100, Shaanxi, Peoples R China

3.Shanxi Agr Univ, Coll Plant Protect, Shanxi Key Lab Integrated Pest Management Agr, Taiyuan 030031, Shanxi, Peoples R China

关键词： pogostone; acylhydrazone; antifungalactivity; SDH; molecular docking; DFT calculation

期刊名称：JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY （ 影响因子：6.2； 五年影响因子：6.4 ）

ISSN： 0021-8561

年卷期： 2025 年 73 卷 25 期

页码：

收录情况： SCI

摘要： The current study designed and synthesized a series of acylhydrazone derivatives based on the natural product pogostone. Among them, compound 2a 15 exhibited potent fungicidal activity against Valsa mali (V. mali) (EC50 = 0.34 mu g/mL) and Sclerotinia sclerotiorum (S. sclerotiorum) (EC50 = 0.45 mu g/mL). At 200 mu g/mL, 2a 15 exhibited 81.26 and 82.08% efficacies against V. mali and S. sclerotiorum, respectively. Qualitative structure-activity analysis showed that when the benzene ring was substituted by a bromine atom, chlorine atom, or electron-withdrawing group, compounds with the substituent group in the para position displayed the best activity. Compound 2a 15 treatment induced an explosion of ROS, unbalanced mitochondrial membrane potential, and declined activities of pectinase and SDH in V. mali. Moreover, the expression of the pectinase gene was significantly upregulated. Importantly, molecular docking revealed that 2a 15 had a strong affinity with SDH-B. According to density functional theory, more dispersed lowest unoccupied molecular orbital (LUMO) distribution and a low energy gap between the LUMO and HOMO were beneficial for activity improvement.