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

Li Zhu, Si-Yu Tang, Dan-Ping Chen, Cheng-Peng Li, Li-Hui Shao, Gui-Ping Ouyang, Zhen-Chao Wang, and Zhu-Rui Li

School of Pharmaceutical Sciences, Guizhou University, Guiyang, China

 

E-mail: oygp710@163.com

Received: 22 December 2021  Accepted: 22 July 2022

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.

Graphical abstract

Keywords: Indole derivatives; Triazole; Single-crystal diffraction; Antibacterial activity

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-022-02393-9

 

Chemical Papers 77 (2) 895–907 (2023)

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2.146
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