Synthesis and antibacterial activity of oxime ester derivatives containing 1,2,4-triazole or 1,3,4-oxadiazole moiety

被引:14
|
作者
Wang, Xiaobin [1 ]
Zhong, Xinmin [1 ]
Zhu, Xuesong [1 ]
Wang, Hua [2 ]
Li, Qin [1 ]
Zhang, Juping [1 ]
Ruan, Xianghui [1 ]
Xue, Wei [1 ]
机构
[1] Guizhou Univ, State Key Lab Breeding Base Green Pesticide & Agr, Key Lab Green Pesticide & Agr Bioengn, Minist Educ, Guiyang 550025, Guizhou, Peoples R China
[2] Hubei Acad Agr Sci, Inst Plant Protect & Soil Fertilizer, Wuhan 430076, Hubei, Peoples R China
关键词
1,2,4-Triazole; 1,3,4-Oxadiazole; Oxime ester; Antibacterial activity; BIOLOGICAL EVALUATION; ANTIVIRAL ACTIVITY; 1,2,3-THIADIAZOLE; DESIGN;
D O I
10.1007/s11696-017-0189-5
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of oxime ester derivatives containing 1,2,4-triazole or 1,3,4-oxadiazole moiety were designed and synthesized, and their antibacterial activities in vitro against Xanthomonas axonopodis pv. citri (Xac) and Xanthomonas oryzae pv. oryzae (Xoo) were evaluated. The bioassays showed that all the title compounds exhibit potent antibacterial activity against Xac and Xoo. In particular, the compounds 4a, 5a, 5b, 5c, 5d, 5h and 5i exhibited remarkable antibacterial activity against Xoo, with the EC50 values ranging from 15.15 to 49.34 mu g/mL, which were superior to that of bismerthiazol (92.61 mu g/mL). This study indicated that oxime ester derivatives containing 1,2,4-triazole or 1,3,4-oxadiazole moiety may be used as potential alternative templates in the search for novel antibacterial agents.
引用
收藏
页码:1953 / 1960
页数:8
相关论文
共 50 条
  • [21] Design and synthesis of novel phthalide derivatives containing 1,3,4-oxadiazole/1,2,4-triazole units as potential antifungal agents
    Li, Yong
    Luo, Zhongfu
    Liu, Wenjing
    Chen, Wenzhang
    Wang, Jianta
    Zhu, Gaofeng
    Guo, Bing
    Tang, Lei
    Fan, Lingling
    CHEMISTRY & BIODIVERSITY, 2024, 21 (03)
  • [22] Synthesis and Fungicidal Activity of 1,3,4-Oxadiazole Derivatives Containing Pyrazole Moiety
    Sun, Nabo
    Tong, Jianying
    Wu, Hongke
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2013, 33 (01) : 101 - 105
  • [23] Design, synthesis, antibacterial activity, and mechanism of novel resveratrol derivatives containing an 1,3,4-oxadiazole moiety
    Peng, Ju
    Zhang, Yong
    Liu, Xing
    Zou, Yue
    Song, Hongyi
    Wang, Sheng
    Cai, Qingfeng
    Chen, Jixiang
    Hu, Deyu
    PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, 2023, 193
  • [24] Synthesis and spectral characterization of novel 1,3,4-oxadiazole and 1,2,4-triazole derivatives: Synthesis for potential pharmacological activities
    Faidallah, HM
    Sharshira, EM
    Basaif, SA
    A-Ba-Oum, AEK
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (01) : 67 - 79
  • [25] Synthesis of New PMB-Substituted Indoles Containing 1,3,4-Oxadiazole and 1,2,4-Triazole Units
    Farghaly, Abdel-Rahman
    Haider, Norbert
    Lee, Duck-Hyung
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (04) : 799 - 805
  • [26] Synthesis of 1,2,4-triazole and 1,3,4-oxadiazole derivatives as inhibitors for STAT3 enzymes of breast cancer
    Fawzy, Sherif M.
    Loksha, Yasser M.
    El-Sadek, Mohamed
    Ibrahim, Samy M.
    Beshay, Botros Y.
    Shamaa, Marium M.
    Kothayer, Hend
    ARCHIV DER PHARMAZIE, 2023, 356 (11)
  • [27] Synthesis of thiosemicarbazide, 1,2,4-triazole and 1,3,4 oxadiazole derivatives of ferrocene
    Dai, Chao-Feng
    Hui, Xin-Ping
    Zhang, Lin-Mei
    Xu, Peng-Fei
    Zhang, Zi-Yi
    Zheng, Rong-Liang
    2002, Lanzhou University (38):
  • [28] New Heterocyclic Compounds from 1,3,4-Thiadiazole, 1,3,4-Oxadiazole and 1,2,4-Triazole Class with Potential Antibacterial Activity
    Barbuceanu, Stefania-Felicia
    Bancescu, Gabriela
    Cretu, Olga Daniela
    Draghici, Constantin
    Bancescu, Adrian
    Radu-Popescu, Manuela
    REVISTA DE CHIMIE, 2010, 61 (02): : 140 - 145
  • [29] Synthesis and antibacterial activities of 1,3,4-oxadiazole derivatives containing 5-methylisoxazole moiety
    Hui, XP
    Chu, CH
    Zhang, ZY
    Wang, Q
    Zhang, Q
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2002, 41 (10): : 2176 - 2179
  • [30] Synthesis and Antibacterial Evaluation of Novel 1,3,4-Oxadiazole Derivatives Containing Sulfonate/Carboxylate Moiety
    Wang, Lei
    Zhou, Xia
    Lu, Hui
    Mu, Xianfu
    Jin, Linhong
    MOLECULES, 2020, 25 (07):