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Synthesis and antibacterial activity of indole 3-substituted-[1,2,4]triazole derivatives

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Abstract

In this work, a series of novel indole 3-substituted-[1,2,4]triazole derivatives was designed and synthesized, and their structures were characterized by 1H, 13C NMR, high-resolution mass spectrometry, and single-crystal diffraction. Moreover, the antibacterial activities of the title compounds were evaluated against Xanthomonas oryzae pv. oryzae (Xoo), Pseudomonas syringae pv. actinidae (Psa), and Xanthomonas axonopodis pv. citri (Xac) by a turbidimetric method. Results showed that the title compounds had excellent bioactivity against Xoo, and their 50% effective concentration (EC50) ranged from 2.32 to 35.4 µg/mL, which were better than those of the positive control drugs Bismerthiazol (38.6 µg/mL) and Thiodiazole-copper (58.4 µg/mL). In particular, the EC50 values of compounds 53 and 9 against Xoo were 3.1 and 2.3 µg/mL, respectively.

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Acknowledgements

This research was financially supported by the Natural Science Foundation of China (Nos. 21867004, 22007022), Guizhou Provincial Natural Science Foundation (No. ZZK[2021]), Top Science and Technology Talent Program of Guizhou Education Department (2022), Guizhou Provincial Department of Education (Qjh KY Zi [2021] No. 041), and innovation and entrepreneurship training program for college students (GuiZhou University 2020033).

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Correspondence to Gui-Ping Ouyang, Zhen-Chao Wang or Zhu-Rui Li.

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Zhu, L., Tang, SY., Chen, DP. et al. Synthesis and antibacterial activity of indole 3-substituted-[1,2,4]triazole derivatives. Chem. Pap. 77, 895–907 (2023). https://doi.org/10.1007/s11696-022-02393-9

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  • DOI: https://doi.org/10.1007/s11696-022-02393-9

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