新型含酰基脲桥和硫脲桥的苯双酰胺类似物的合成及生物活性有机化学.pdfVIP

DOI: 10.6023/cjoc201409005 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 新型含酰基脲桥和硫脲桥的苯双酰胺类似物的合成及生物活性 陈有为 万莹莹 刘巧霞 刘敬波 熊丽霞 于淑晶 李正名* (南开大学元素有机化学研究所 元素有机化学国家重点实验室 天津化学化工协同创新中心 天津 300071) 摘要 参考氟虫酰胺和除虫脲的活性结构片段, 设计合成了一系列结构新颖的含有酰基脲桥和酰基硫脲桥的化合物, 通过核磁共振氢谱、高分辨质谱以及 X 射线单晶衍射确定了其结构. 生测结果表明, 酰基脲桥和酰基硫脲桥结构的引 入使杀虫活性降低, 但是化合物 7d 在 10 mg/L 的浓度下, 仍表现出一定的杀粘虫活性. 此外发现部分化合物具有一定 的抑菌活性, 其中化合物 8f 对苹果轮纹、小麦纹枯和水稻恶苗病原菌的抑制率分别为 75.0%、87.5%和 84.6%. 关键词 氟虫酰胺; 除虫脲; 酰基脲桥; 硫脲桥; 杀虫活性; 抑菌活性 Synthesis and Biological Activities of Novel Analogues of Phthalamide Containing Acylurea and Acylthiourea Chen, Youwei Wan, Yingying Liu, Qiaoxia Liu, Jingbo Xiong, Lixia Yu, Shujing Li, Zhengming* (State Key Laboratory of Elemento-organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Research Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071) Abstract In order to find novel and efficient insecticides targeting at the ryanodine receptor, a series of novel compounds containing acylurea and acylthiourea, referring to moieties of flubendiamide and diflubenzuron, were designed and synthesized. Their structures were characterized by 1H NMR, HRMS and X-ray diffraction. The insectical activities showed that the introducing of acylurea and acylthiourea bridges decreased the acitivity. Compound 7d showed 50% activity at the concentration of 10 mg/L. In addtion, some structures showed mod