有机化学 ›› 2019, Vol. 39 ›› Issue (12): 3588-3593.DOI: 10.6023/cjoc201905028 上一篇    下一篇

研究简报

手性芳氧苯氧丙酰胺类化合物的合成及除草活性研究

杨森a, 丁成荣a, 刘幸海a, 翁建全a, 袁静b, 谭成侠a   

  1. a 浙江工业大学化学工程学院 杭州 310014;
    b 浙江农林大学林业与生物技术学院 杭州 311300
  • 收稿日期:2019-05-13 修回日期:2019-06-03 出版日期:2019-12-25 发布日期:2019-06-19
  • 通讯作者: 袁静, 谭成侠 E-mail:tanchengxia@zjut.edu.cn;1015251265@qq.com
  • 基金资助:
    国家重点研发计划(No.2017YFD0200507)资助项目.

Synthesis and Herbicidal Activity of Chiral Aryloxyphenoxypropionic Amides Compounds

Yang Sena, Ding Chengronga, Liu Xinghaia, Weng Jianquana, Yuan Jingb, Tan Chengxiaa   

  1. a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;
    b College of Forestry and Biotechnology, Zhejiang Agriculture and Forestry University, Hangzhou 311300
  • Received:2019-05-13 Revised:2019-06-03 Online:2019-12-25 Published:2019-06-19
  • Supported by:
    Project supported by the National Key R & D Program (No. 2017YFD0200507).

为了寻找高除草活性的农药先导化合物,通过活性基团拼接原理和生物酶拆分技术,设计合成了一系列未见文献报道的具有手性的芳氧苯氧丙酰胺类化合物,其结构经1H NMR和HRMS进行了确证.初步的生物活性测试结果表明,目标化合物均对单子叶禾本科杂草显示出较高的选择性除草活性.在剂量为150 g/ha时,目标化合物对罔草(Backmannia syzigachne)、棒头草(Polypogon fugax)、早熟禾(Poa acroleuca)的除草活性均可达75%以上,其中3个化合物对棒头草(Polypogon fugax)的防除效果达100%.

关键词: 芳氧苯氧丙酸类化合物, 除草剂, 手性, 除草活性, 合成, 酶拆分

In order to find pesticidal lead compounds with high herbicidal activity, a series of novel chiral aryloxyphenoxypropionic amides were designed and synthesized using the principle of active substructure combination and the technology of biological enzyme splitting. The structures of the target compounds were confirmed by 1H NMR and HRMS. The preliminary bioassay data showed that all target compounds displayed excellent herbicidal activity and selectivity against monocotyledonous weeds. At the dosage of 150 g/ha, the target compounds showed herbicidal activity against Backmannia syzigachne, Polypogon fugax and Poa acroleuca with more than 75%. And the control effects of three compounds against Polypogon fugax Nees were 100%.

Key words: aryloxyphenoxypropionic acids, herbicide, chirality, herbicidal activity, synthesize, enzyme splitting