Antiviral and Antibacterial Activities of N-(4-Substituted phenyl) Acetamide Derivatives Bearing 1,3,4-Oxadiazole Moiety

被引:22
|
作者
Chen, Ling [1 ]
Wang, Peiyi [1 ]
Li, Zhenxing [1 ]
Zhou, Lei [1 ]
Wu, Zhibing [1 ]
Song, Baoan [1 ]
Yang, Song [1 ,2 ]
机构
[1] Guizhou Univ, Ctr R&D Fine Chem, Minist Educ,Key Lab Green Pesticide & Agr Bioengn, State Key Lab Breeding Base Green Pesticide & Agr, Guiyang 550025, Guizhou, Peoples R China
[2] East China Univ Sci & Technol, Coll Pharm, Shanghai 550025, Peoples R China
基金
中国国家自然科学基金;
关键词
1,3,4-oxadiazole; acetamide; synthesis; antiviral; antibacterial; BACTERIAL LEAF-BLIGHT; ANTIFUNGAL ACTIVITY; BIOLOGICAL EVALUATION; PLANT-DISEASE; DESIGN; RESISTANCE; ALKALOIDS; STREAK; AGENTS; WILT;
D O I
10.1002/cjoc.201600501
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this paper, a series of N-(4-substituted phenyl) acetamide derivatives bearing 1,3,4-oxadiazole moiety were synthesised. Preliminary bioassays revealed that these compounds not only exhibited favourable antiviral activities toward tobacco mosaic virus (TMV) but also demonstrated sustained inhibition activities against plant pathogenic bacteria, including Xanthomonas oryzae pv. oryzae, Ralstonia solanacearum, and Xanthomonas axonopodis pv. citri. lAmong the derivatives, TC8 and TC20 exerted the strongest curative activities against TMV, with half-maximal effective concentration (EC50) values of 239.5 and 236.2 mu g/mL, respectively, which were comparable to that of ningnanmycin (EC50=273.2 mu g/mL). Given their simple synthesis, the target compounds can serve as alternative antiviral candidates.
引用
收藏
页码:1236 / 1244
页数:9
相关论文
共 50 条
  • [41] Design, Synthesis, Antibacterial, and Antifungal Activity Evaluation of 1,3,4-Oxadiazole Thioether Derivatives Incorporating a Methylsulfonyl Moiety
    Ran, X. -S
    Li, P.
    Liu, Q.
    Zhang, F. -M
    Wang, D.
    Mei, W. -T
    Wang, X.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2025, 95 (03) : 742 - 747
  • [42] Synthesis and biological activities of benzothiazole derivatives bearing a 1,3,4-thiadiazole moiety
    Tang, Xu
    Wang, Zhongbo
    Zhong, Xinmin
    Wang, Xiaobin
    Chen, Lijuan
    He, Ming
    Xue, Wei
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2019, 194 (03) : 241 - 248
  • [43] Synthesis, characterization, and pharmacological screening of new 1,3,4-oxadiazole derivatives possessing 3-fluoro-4-methoxyphenyl moiety
    Dinesha
    Viveka, Shivapura
    Chandra, Sharath
    Nagaraja, Gundibasappa K.
    MONATSHEFTE FUR CHEMIE, 2015, 146 (01): : 207 - 214
  • [44] Design, synthesis, and biological activities of arecoline derivatives containing 1,3,4-oxadiazole structure
    Li, Taiqing
    Liu, Sijia
    Guo, Xin
    He, Xingxing
    Lu, Aidang
    Wang, Qingmin
    Wang, Ziwen
    BIOORGANIC CHEMISTRY, 2024, 151
  • [45] Potent antibacterial agents: pyridinium-functionalized amphiphiles bearing 1,3,4-oxadiazole scaffolds
    Wang, Pei-Yi
    Zhou, Lei
    Zhou, Jian
    Fang, He-Shu
    Wu, Zhi-Bing
    Xue, Wei
    Song, Bao-An
    Yang, Song
    CHEMICAL PAPERS, 2017, 71 (06) : 1013 - 1018
  • [46] Substituted-1,3,4-oxadiazole Indole Derivatives: Design, Synthesis, Characterization, and Evaluation of the Antimicrobial and Anti-Inflammatory Activities
    Venkatesh, Medarametla
    Yadav, Chappidi Hazarathaiah
    Varalakshmi, Mavallur
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 60 (11) : 2276 - 2289
  • [47] Synthesis and biological activity of novel 1,3,4-oxadiazole derivatives containing a pyrazole moiety
    Wei Yu
    Zhi-Wen Zhai
    David E. Wedge
    Stephen O. Duke
    Hong-Ke Wu
    Jian-Quan Weng
    Cheng-Xia Tan
    Yong-Gang Zhang
    Xing-Hai Liu
    Research on Chemical Intermediates, 2019, 45 : 5989 - 6001
  • [48] Synthesis and Antitumor Activity Evaluation of Novel Echinatin Derivatives with a 1,3,4-Oxadiazole Moiety
    Tian, Xing
    Sun, Zihan
    Zhong, Ye
    Yang, Huali
    Cheng, Maosheng
    Liu, Yang
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2024, 25 (04)
  • [49] Synthesis and antibacterial and antifungal activities of novel thiochroman-4-one derivatives incorporating oxime ether and 1,3,4-oxadiazole thioether moieties
    Li, Pei
    Chi, Jiyan
    Xiao, Lingling
    Yu, Lu
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2022, 197 (10) : 1063 - 1068
  • [50] Synthesis and antiviral activities of novel 1,4-pentadien-3-one derivatives bearing an emodin moiety
    Wu, Jian
    Zhu, Yun-Ying
    Zhao, Yong-Hui
    Shan, Wei-Li
    Hu, De-Yu
    Chen, Ji-Xiang
    Liu, Deng-Yue
    Li, Xiang-Yang
    Yang, Song
    CHINESE CHEMICAL LETTERS, 2016, 27 (06) : 948 - 952