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Chemical Papers

, Volume 73, Issue 1, pp 17–25 | Cite as

Synthesis of novel indole derivatives containing double 1,3,4-oxadiazole moiety as efficient bactericides against phytopathogenic bacterium Xanthomonas oryzae

  • Kun Tian
  • Xiao-Qin Li
  • Li Zhang
  • Yi-Yuan Gan
  • Jiao Meng
  • Shou-Qun Wu
  • Jin-Lin Wan
  • Yang Xu
  • Chao-Ting Cai
  • Gui-Ping OuyangEmail author
  • Zhen-Chao WangEmail author
Original Paper
  • 90 Downloads

Abstract

A series of novel indole derivatives containing double 1,3,4-oxadiazole moiety was designed, synthesized and evaluated for their antibacterial activities in vitro. These compounds were fully characterized by 1H NMR, 13C NMR, and HRMS. Bioassay results indicated that most of title compounds exhibited excellent antibacterial activities against rice bacterial pathogen Xanthomonas oryzae (Xoo). For example, compounds 7d, 7h, 7i, 7j, 7k, 7l and 7m had the half-maximal effective concentration (EC50) values of 52.31, 54.12, 40.65, 38.80, 51.13, 52.75 and 50.66 µg/mL, respectively, which was better than that of commercial product bismerthiazol (BMT) (85.18 µg/mL). The experimental results proved that indole derivatives bearing double 1,3,4-oxadiazole unit are promising candidates for the development of new agricultural bactericides against pathogenic bacterium Xoo.

Graphical abstract

Keywords

Indole 1,3,4-Oxadiazole Antibacterial activity 

Notes

Acknowledgements

This research was financially supported by the Project Enterprises and Business (H 110029), the Scientific Research Foundation of Guizhou University (no. 201542), and Guizhou Science Technology Program (no. 20161055), the Young Talents Scientific Research Foundation of Guizhou Education Department (no. 2017).

Supplementary material

11696_2018_555_MOESM1_ESM.doc (2.3 mb)
Supplementary material 1 (DOC 2361 kb)

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Copyright information

© Institute of Chemistry, Slovak Academy of Sciences 2018

Authors and Affiliations

  1. 1.State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Centre for Research and Development of Fine ChemicalsGuizhou UniversityGuiyangPeople’s Republic of China
  2. 2.College of PharmacyGuizhou UniversityGuiyangPeople’s Republic of China
  3. 3.Drug Synthetic Engineering Laboratory of Guizhou ProvinceGuiyangPeople’s Republic of China

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