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2013 , Vol. 33 >Issue 11: 2367 - 2375

DOI: https://doi.org/10.6023/cjoc201306002

研究论文

1,2,3-噻二唑联1,3,4-噻二唑衍生物的合成及生物活性研究

  • 王守信 ,
  • 左翔 ,
  • 范志金 ,
  • 张正财 ,
  • 张聚方 ,
  • 熊丽霞 ,
  • 付一峰 ,
  • 房震 ,
  • 吴青君 ,
  • 张友军
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  • a 济宁医学院基础学院 济宁 272067;
    b 南开大学元素有机化学国家重点实验室 天津 300071;
    c 中国农业科学院蔬菜花卉研究所 北京 100081

收稿日期: 2013-06-03

  修回日期: 2013-07-11

  网络出版日期: 2013-07-19

基金资助

天津市自然科学基金（No. 10JCZDJC17500）、国家973项目（No. 2010CB126105）、国家“十二五”科技支撑计划（No. 2011BAE06B02）、天津市农业科技成果转化与推广（No. 201002250）、天津市科技支撑计划（No. 11ZCGYNC00100）资助项目.

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Synthesis and Biological Activities of 1,2,3-Thiadiazole Derivatives Containing 1,3,4-Thiadiazole Moiety

  • Wang Shouxin ,
  • Zuo Xiang ,
  • Fan Zhijin ,
  • Zhang Zhengcai ,
  • Zhang Jufang ,
  • Xiong Lixia ,
  • Fu Yifeng ,
  • Fang Zhen ,
  • Wu Qingjun ,
  • Zhang Youjun
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  • a School of Basic Sciences, Jining Medical University, Jining 272067;
    b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071;
    c Institute of Vegetables and Flowers, Chinese Academy of Agricultural Sciences, Beijing 100081

Received date: 2013-06-03

  Revised date: 2013-07-11

  Online published: 2013-07-19

Supported by

Project supported by the Natural Science Foundation of Tianjin City (No. 10JCZDJC17500), the National Key Project for Basic Research (No. 2010CB126105), the National Key Technology Research and Development Program (No. 2011BAE06B02), the Foundation of Achievements Transformation and Application of Tianjin Agricultural Science and Technology (No. 201002250), and the Tianjin Key Technology Research and Development Program (No. 11ZCGYNC00100).

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摘要

为寻找高活性的农药先导化合物，根据活性亚结构拼接原理，将1，2，3-噻二唑环和1，3，4-噻二唑环引入到同一分子中，设计并合成了32个未见文献报道的1，2，3-噻二唑联1，3，4-噻二唑环衍生物，其结构均经1H NMR，IR和HRMS确证，同时对目标化合物进行了杀菌和杀虫活性的测试. 初步生测结果表明，设计合成的部分化合物在测试浓度下具有较好的杀菌活性和优良的杀虫活性. 其中，化合物5-3，5-20和5-31与相同条件下对照药剂氟啶脲对小菜蛾的活性相当； 化合物5-6，5-7，5-10，5-14和5-17在浓度为5 μg/mL时均具有100%的杀蚊幼虫活性.

关键词： 1,2,3-噻二唑; 1,3,4-噻二唑; 合成; 杀菌活性; 杀虫活性

本文引用格式

王守信 , 左翔 , 范志金 , 张正财 , 张聚方 , 熊丽霞 , 付一峰 , 房震 , 吴青君 , 张友军 . 1,2,3-噻二唑联1,3,4-噻二唑衍生物的合成及生物活性研究[J]. 有机化学, 2013 , 33(11) : 2367 -2375 . DOI: 10.6023/cjoc201306002

Abstract

To find novel pesticide lead compounds with highly active bioactivity, 32 novel 1, 2, 3-thiadiazole derivatives con-taining 1, 3, 4-thiadiazole ring were designed and synthesized according to the principle of combination of bioactive substructures. All structures were confirmed by 1H NMR, IR and HRMS. The fungicidal and insecticidal activities of these compounds were also evaluated. The bioassay results showed that some target compounds had good fungicidal activity and excellent insecticidal activities. Among them, compounds 5-3，5-20 and 5-31 showed similar insecticidal activity against Plutella xylostella L. as compared with positive control chlorfluazuron at the same condition, compounds 5-6，5-7，5-10，5-14 and 5-17 presented 100% insecticidal activity against Culex pipiens pallen at the concentration of 5 μg/mL.

Key words： 1,2,3-thiadiazole; 1,3,4-thiadiazole; synthesis; fungicidal activity; insecticidal activity

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