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高等学校化学研究 ›› 2016, Vol. 32 ›› Issue (4): 600-606.doi: 10.1007/s40242-016-6041-6

• Articles • 上一篇    下一篇

Synthesis and Antifungal Activities of Novel Strobilurin Derivatives Containing Quinolin-2(1H)-one Moiety

LIU Ming, LIU Yang, ZHOU Sha, ZHANG Xiao, YU Shujing, LI Zhengming   

  1. State Key Laboratory of Elemento-organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering(Tianjin), Nankai University, Tianjin 300071, P. R. China
  • 收稿日期:2016-01-28 修回日期:2016-03-03 出版日期:2016-08-01 发布日期:2016-03-11
  • 通讯作者: LI Zhengming E-mail:nkzml@vip.163.com
  • 基金资助:

    Supported by the "111" Project of the Ministry of Education of China(No.B06005), the Project of the State Key Laboratory of Elemento-organic Chemistry and Collaborative Innovation Center of Chemical Science and Engineering(Tianjin), China.

Synthesis and Antifungal Activities of Novel Strobilurin Derivatives Containing Quinolin-2(1H)-one Moiety

LIU Ming, LIU Yang, ZHOU Sha, ZHANG Xiao, YU Shujing, LI Zhengming   

  1. State Key Laboratory of Elemento-organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering(Tianjin), Nankai University, Tianjin 300071, P. R. China
  • Received:2016-01-28 Revised:2016-03-03 Online:2016-08-01 Published:2016-03-11
  • Contact: LI Zhengming E-mail:nkzml@vip.163.com
  • Supported by:

    Supported by the "111" Project of the Ministry of Education of China(No.B06005), the Project of the State Key Laboratory of Elemento-organic Chemistry and Collaborative Innovation Center of Chemical Science and Engineering(Tianjin), China.

摘要:

To discover novel lead compounds with better antifungal activities, a series of novel strobilurin derivatives containing quinolin-2(1H)-one moiety was designed and synthesized via intermediate derivatization method. Their structures were characterized by means of 1H nuclear magnetic resonance(1H NMR), 13C NMR and high resolution mass spectrometry(HRMS). The biological assay results indicate that most target compounds exhibit good to excellent fungicidal activities against 10 plant pathogens. Compounds 4d, 5b and 5c possess 94.1%, 83.8% and 80.9% in vitro inhibition respectively against Rhizotonia cereals at the concentration of 50 μg/mL, which are better than that of the control agents. Especially, the inhibition activities of compound 4d against all of the tested fungi approach or exceed those of the controls. The structure-activity relationship was also discussed.

关键词: Strobilurin, Fungicidal activity, Quinolinone, Intermediate derivatization method

Abstract:

To discover novel lead compounds with better antifungal activities, a series of novel strobilurin derivatives containing quinolin-2(1H)-one moiety was designed and synthesized via intermediate derivatization method. Their structures were characterized by means of 1H nuclear magnetic resonance(1H NMR), 13C NMR and high resolution mass spectrometry(HRMS). The biological assay results indicate that most target compounds exhibit good to excellent fungicidal activities against 10 plant pathogens. Compounds 4d, 5b and 5c possess 94.1%, 83.8% and 80.9% in vitro inhibition respectively against Rhizotonia cereals at the concentration of 50 μg/mL, which are better than that of the control agents. Especially, the inhibition activities of compound 4d against all of the tested fungi approach or exceed those of the controls. The structure-activity relationship was also discussed.

Key words: Strobilurin, Fungicidal activity, Quinolinone, Intermediate derivatization method