Design, Synthesis and Fungicidal Activities of Novel 1,2,3-Triazole Functionalized Strobilurins

被引:10
|
作者
Li, Yuanxiang [1 ,2 ]
Lei, Sufang [1 ]
Liu, Yilin [1 ,2 ]
机构
[1] Huaihua Univ, Coll Chem & Mat Engn, Huaihua 418008, Peoples R China
[2] Huaihua Univ, Inst Organ Synth, Huaihua 418008, Peoples R China
来源
CHEMISTRYSELECT | 2019年 / 4卷 / 03期
关键词
Fungicidal activities; Strobilurin; Synthesis; 1,2,3-Triazoles; REGIOSELECTIVE SYNTHESIS; CATALYZED ARYLATION; BIOLOGICAL-ACTIVITY; DERIVATIVES; INHIBITORS; DISCOVERY;
D O I
10.1002/slct.201803597
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of new strobilurin derivatives bearing different 1,2,3-triazole side chains were designed and synthesized. The target compounds were characterized by HRMS, H-1 NMR, C-13 NMR spectra. Among them, the structure of compound 5q was confirmed by X-ray single crystal diffraction. All of the target compounds were evaluated in vitro for their fungicidal activity against Gibberella zeae, Phytophythora capsici, Alternaria alternate, Botrytis cinerea and Sclerotonia sclerotiorum at a concentration of 25 mg/L. The bio-assay results exhibited that some of them showed moderate to good fungicidal activity against Phytophythora capsici and Alternaria alternate. The inhibition rates of compound 5f and 5g were up to 73.6% against Phytophythora capsic, which were significantly higher than 42.5% for Difenoconazole. Preliminary structure-activity relationships (SAR) were also discussed.
引用
收藏
页码:1015 / 1018
页数:4
相关论文
共 50 条
  • [31] Synthesis of ribosylated 1,2,3-triazole derivatives
    Ren, ZX
    Chen, XM
    Li, ZJ
    Huang, ZT
    [J]. HETEROATOM CHEMISTRY, 2003, 14 (06) : 487 - 490
  • [32] Synthesis of 1,2,3-Triazole Analogues of Lincomycin
    Collin, Marie-Pierre
    Hobbie, Sven N.
    Boettger, Erik C.
    Vasella, Andrea
    [J]. HELVETICA CHIMICA ACTA, 2008, 91 (10) : 1838 - 1848
  • [33] Synthesis and antifungal activity of the novel triazole derivatives containing 1,2,3-triazole fragment
    Shichong Yu
    Nan Wang
    Xiaoyun Chai
    Baogang Wang
    Hong Cui
    Qingjie Zhao
    Yan Zou
    Qingyan Sun
    Qingguo Meng
    Qiuye Wu
    [J]. Archives of Pharmacal Research, 2013, 36 : 1215 - 1222
  • [34] Synthesis of 1,2,3-Triazole Nucleoside Analogues
    Yu, Pan
    Liu, Ningning
    Yuan, Weiyuan
    Wen, Yining
    Wu, Qinpei
    [J]. PROCEEDINGS OF THE 2015 INTERNATIONAL CONFERENCE ON INDUSTRIAL TECHNOLOGY AND MANAGEMENT SCIENCE (ITMS 2015), 2015, 34 : 1090 - 1092
  • [35] Novel 1,2,3-triazole epicinchonas: Transitioning from organocatalysis to biological activities
    Barrulas, Pedro
    Carreiro, Elisabete P.
    Veiros, Luis F.
    Amorim, Ana C.
    Gut, Giri
    Rosenthal, Philip J.
    Lopez, Oscar
    Puerta, Adrian
    Padron, Jose M.
    Fernandez-Bolanos, Jose G.
    Burke, Anthony J.
    [J]. SYNTHETIC COMMUNICATIONS, 2021, 51 (19) : 2954 - 2974
  • [36] Design, Synthesis, and Antifungal Evaluation of Novel Benzoxazole Derivatives Containing a 1,2,3-Triazole Moiety
    Jiang, Yu-Qin
    Jia, Shu-Hong
    Li, Xi-Yong
    Sun, Ya-Min
    Li, Wei
    Zhang, Wei-Wei
    Xu, Gui-Qing
    [J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2017, 64 (10) : 1197 - 1202
  • [37] Design, synthesis and antibacterial evaluation of novel 1,2,3-triazole derivatives incorporating 3′-deoxythymidine
    Mao, Long-Fei
    Xu, Gui-Qing
    Sun, Bin
    Jiang, Yu-Qin
    Dong, Wen-Pei
    Zhang, Shu-Ting
    Shen, Jia-Xuan
    He, Xing
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2017, 41 (11) : 645 - 649
  • [38] Design and synthesis of novel 1,2,3-triazole derivatives of coronopilin as anti-cancer compounds
    Khazir, Jabeena
    Hyder, Irfan
    Gayatri, J. Laxmi
    Yandrati, Leela Prasad
    Nalla, Naresh
    Chasoo, Gousia
    Mahajan, Ajay
    Saxena, A. K.
    Alam, M. S.
    Qazi, G. N.
    Kumar, Halmuthur M. Sampath
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 82 : 255 - 262
  • [39] Synthesis and investigation of tuberculosis inhibition activities of some 1,2,3-triazole derivatives
    Dabak, K
    Sezer, Ö
    Akar, A
    Anaç, O
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (02) : 215 - 218
  • [40] Design, synthesis and antimicrobial activities of some new quinoline derivatives carrying 1,2,3-triazole moiety
    Thomas, K. D.
    Adhikari, Airody Vasudeva
    Shetty, N. Suchetha
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (09) : 3803 - 3810