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2012 , Vol. 32 >Issue 05: 915 - 921

DOI: https://doi.org/10.6023/cjoc1110111

研究论文

含取代苯甲酰基硫脲的核苷类化合物的合成及杀菌活性研究

  • 苗宏健 ,
  • 张继伟 ,
  • 袁会珠 ,
  • 李映 ,
  • 徐焱 ,
  • 李慧 ,
  • 杨新玲 ,
  • 凌云
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  • a 中国农业大学理学院应用化学系 农业部农药化学及应用重点开放实验室 北京 100193;
    b 中国农业科学院植物保护研究所 北京 100193

收稿日期: 2011-10-11

  修回日期: 2011-11-26

  网络出版日期: 2012-01-10

基金资助

国家自然科学基金(No. 21072222)、国家973 计划(No. 2010CB126104)和‘十二五’科技支撑计划(No. 2011BAE06B05-5)资助项目.

收起

Synthesis and Fungicidal Activities of Nucleoside Compounds Containing Substituted Benzoyl Thiourea

  • Miao Hongjian ,
  • Zhang Jiwei ,
  • Yuan Huizhu ,
  • Li Ying ,
  • Xu Yan ,
  • Li Hui ,
  • Yang Xinling ,
  • Ling Yun
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  • a Key Laboratory of Pesticide Chemistry and Application, Ministry of Agriculture, Department of Applied Chemistry,College of Science, China Agricultural University, Beijing 100193;
    b Institute of Plant Protection, Chinese Academy of Agricultural Sciences, Beijing 100193

Received date: 2011-10-11

  Revised date: 2011-11-26

  Online published: 2012-01-10

Supported by

Project supported by the National Natural Science Foundation of China (No. 21072222), the National Basic Research Program of China (973 Program) (No. 2010CB126104), and the National “Twelfth Five-Year” Plan for Science & Technology Support (No. 2011BAE06B05-5).

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摘要

为了发现具有杀菌活性的新型先导化合物, 基于几丁质合成酶催化作用机制, 通过活性亚结构拼接方法, 保留多氧霉素和尼克霉素中的活性尿苷部分, 将具有良好杀菌活性的硫脲基团引入, 设计合成了一系列含硫脲结构的核苷类化合物. 以尿苷为原料, 经5 步反应制得目标物, 其结构经IR, 1H NMR 及元素分析确证. 初步生测结果表明, 部分化合物对芦笋茎枯病(Phomopsisasparagi bubak)表现出明显的抑制活性, 其中6m 的抑制率在50 μg/mL 浓度下为97.2%,与相同浓度的多氧霉素B 活性(100%)接近.

关键词： 几丁质; 多氧霉素; 尿苷; 硫脲; 杀菌活性

本文引用格式

苗宏健 , 张继伟 , 袁会珠 , 李映 , 徐焱 , 李慧 , 杨新玲 , 凌云 . 含取代苯甲酰基硫脲的核苷类化合物的合成及杀菌活性研究[J]. 有机化学, 2012 , 32(05) : 915 -921 . DOI: 10.6023/cjoc1110111

Abstract

To find new fungicidal lead compounds, based on the catalytic mechanism of chitin synthase, a series of novel nucleoside compounds containing thiourea were designed via the method of linking active sub-structures, in which the thiourea with high fungicidal activity was combined to the uridine part of polyoxins and nikkomycins. The target compounds were synthesized from uridine in 5 steps. Their structures were confirmed by IR, 1H NMR spectra and elemental analysis. The preliminary bioassay results indicated that some compounds showed obvious inhibition effects against Phomopsisasparagi bubak, especially, and the fungicidal activity of 6m (97.2%) at 50 μg/mL is similar to that (100%) of polyoxin B.

Key words： chitin; polyoxins; uridine; thiourea; fungicidal activity

参考文献

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