高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (04): 738.doi: 10.3969/j.issn.0251-0790.2012.04.017

• 有机化学 • 上一篇    下一篇

基于Ugi反应的新型鱼尼丁受体杀虫剂的设计、合成及生物活性

刘鹏飞, 周莎, 熊丽霞, 于淑晶, 张晓, 李正名   

  1. 南开大学元素有机化学国家重点实验室, 元素有机化学研究所, 天津 300071
  • 收稿日期:2011-05-30 出版日期:2012-04-10 发布日期:2012-04-10
  • 作者简介:李正名, 男, 教授, 博士生导师, 中国工程院院士, 主要从事有机化学和农药化学领域的研究. E-mail: nkzml@vip.163.com
  • 基金资助:

    国家"九七三"计划项目(批准号: 2010CB126106)、国家自然科学基金(批准号: 20872069)和"十二五"国家科技支撑计划项目(批准号: 2011BAE06B05)资助.

Design, Synthesis and Biological Activities of New Ryanodine Receptor Pesticides Based on Ugi Reaction

LIU Peng-Fei, ZHOU Sha, XIONG Li-Xia, YU Shu-Jing, ZHANG Xiao, LI Zheng-Ming   

  1. State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China
  • Received:2011-05-30 Online:2012-04-10 Published:2012-04-10
  • Supported by:

    国家"九七三"计划项目(批准号: 2010CB126106)、国家自然科学基金(批准号: 20872069)和"十二五"国家科技支撑计划项目(批准号: 2011BAE06B05)资助.

摘要: 利用Ugi 反应设计合成了一系列未见文献报道的α-苯基-酰胺基-酰胺类化合物, 所有化合物均通过 1H NMR谱、元素分析和高分辨质谱表征确定. 初步的生物活性测试结果表明, 在浓度为200 mg/L时, 化合物7h对粘虫有一定抑制活性; 在浓度为50 mg/L时, 化合物7q对苹果轮纹病菌、化合物7e对小麦赤霉菌有一定的抑菌活性.

关键词: Ugi 反应, 氯虫酰胺, 杀虫活性, 抑菌活性

Abstract: Chlorantraniliprole, invented by DuPont company in 2001, is a new type of insecticide with high efficiency, low toxicity, broad-spectrum insecticidal activity which act at Ryanodine receptor of target insects. Both flubendiamide and chlorantraniliprole contain two amide groups in different locations of the structure, and this could be of great significance in insecticidal activity. Referring to their structural composition, a series of novel α-phenyl-α-amide-amide compounds was designed and synthesized. We changed chlorantraniliprole’s β-amino-acid-amide to the α-phenyl-amide-amide. The Ugi reaction was carried on to uphold diversity in the molecular. A series of compounds was obtained and bio-assayed and their structure-activity relationship was discussed. Also, their structures were characterized by 1H NMR, elemental analysis and HRMS. The preliminary results of biological activity experiment show that the compounds at 200 mg/L exhibit some insecticidal activity against Mythimna separate(7h); the compounds also exhibit some fungicidal activity against Physalospora piricola(7q) and Alternaria solani(7e).

Key words: Ugi reaction, Chlorantraniliprole, Insecticidal activity, Fungicidal activity

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