摘要
[目的]在1,2,4-三唑-3-硫酮母环中引入嘧啶环及亚氨基团,以期获得具有良好生物活性的候选药物。[方法]采用亚结构拼接原理获得了含嘧啶结构的1,2,4-三唑席夫碱衍生物,并通过元素分析及光谱分析对其结构进行表征。采用菌丝生长速率法研究了化合物对小麦赤霉病菌、葡萄黑痘病菌和苹果炭疽病菌的抑制活性。利用分子对接技术将合成的化合物与受体蛋白(5E9H)进行对接。[结果]目标化合物对小麦赤霉病菌的抑制效果最为显著,其EC值介于6.15~10.31 mg/L之间,小于对照药物氟康唑,且化合物FTP3-2的抑制效果约为对照药物的1.5倍。分子对接结果表明,化合物与受体蛋白(5E9H)的对接结合能越小,对小麦赤霉病菌的抑制作用越强。[结论]合成的化合物具有抗小麦赤霉病菌的潜力,其中化合物FTP3-2可作为先导化合物进行深入研究。
[Aims] This study aims to obtain the candidates with good biological activity by introducing pyrimidine ring and imino group into 1,2,4-triazole-3-thione. [Methods] The 1,2,4-triazole Schiff base derivatives with pyrimidine ring were synthesized by substructure splice principle, and their structures were characterized by elemental analysis and spectroscopy. All the compounds were evaluated in vitro antifungal activities against Gibberella zeae, Elsinoe ampelina and Glomerella cingulate by mycelial rate growth method. Meanwhile, the synthesized compounds were docked with receptor protein(5E9H) using molecular docking technology. [Results] Based on the values of EC, the inhibitory effect of the target compounds(EC=6.15-10.31 mg/L) against G. zeae was superior to that of the standard drug fluconazole(EC=10.82 mg/L), and FTP3-2 showed about 1.5 times inhibitory than that of the control drug. Molecular docking results showed that the lower the docking binding energy, the stronger the inhibitory activity against G. zeae.[Conclusions] The synthesized compounds have potential to resist the G. zeae, among which compound FTP3-2 can be used as the lead compound for further study.
作者
李谋翠
韩玉英
任莹辉
杨斌
齐乐
张文慧
LI Mou-cui;HAN Yu-ying;REN Ying-hui;YANG Bin;QI Le;ZHANG Wen-hui(Department of Chemical Engineering,Northwest University,Xi'an 710069,China;College of Chemistry and Chemical Engineering,Shaanxi University of Science and Technology,Shaanxi Key Laboratory of Chemical Additives for Industry,Xi'an 710021,China)
出处
《农药》
CAS
CSCD
北大核心
2022年第11期798-802,844,共6页
Agrochemicals
基金
陕西省重点自然科学基金(2016JZ003)
西北大学大学生创新创业训练计划(2018377)
西北大学研究生自主创新项目(YZZ17137)
陕西省科技厅社会发展领域项目(2020SF-416)。
关键词
1
2
4-三唑席夫碱
嘧啶
抗真菌活性
分子对接
1,2,4-triazole Schiff base
pyrimidine
antifungal activity
molecular docking
