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Discovery of indole-3-acetic acid derivatives containing 1,3,4-thiadiazole thioether and amide moieties as novel antibacterial agents

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Chemistry of Heterocyclic Compounds Aims and scope

A series of twenty one novel compounds derived from indole-3-acetic acid, the structure of which includes 1,3,4-thiadiazole, thioether, and amide moieties were designed, synthesized, and evaluated for their in vitro antibacterial activity against three bacterial strains. The bioassay results showed that among the synthesized compounds, N-{5-[(2-fluorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}-3-(1H-indol-3-yl)-propanamide demonstrated the best inhibition rate against Pseudomonas syringae pv. actinidiae and N-{5-[(4-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}-3-(1H-indol-3-yl)propanamide possessed the best inhibition rate against Xanthomonas oryzae pv. oryzae and Xanthomonas axonopodis pv. citri, in all cases superior to that of bactericides thiodiazole copper and bismerthiazol.

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The study was performed with the financial support by the Science and Technology Foundation of Guizhou Province (Qiankehe ZK[2024]655, ZK[2023]441), the Qiandongnan Science and Technology Plan Project (Qiandongnan kejichu [2021]17) and the Qiandongnan Science and Technology Plan Project (Qiandongnan kehe J [2022]40).

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Authors and Affiliations

  1. Center for Comprehensive Utilization of National Medicine, Qiandongnan Engineering and Technology Research, Kaili University, Kaili, China

    Chenghao Tang, Xiuhong Hu, Pei Li & Xiang Wang

  2. School of Life and Health Science, Kaili University, Kaili, China

    Jiali Shao, Chou Si & Xiumei Yang

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  1. Chenghao Tang
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  2. Jiali Shao
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  3. Chou Si
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  4. Xiumei Yang
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  5. Xiuhong Hu
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  6. Pei Li
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  7. Xiang Wang
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Correspondence to Chenghao Tang, Pei Li or Xiang Wang.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2024, 60(1/2), 92–98

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Tang, C., Shao, J., Si, C. et al. Discovery of indole-3-acetic acid derivatives containing 1,3,4-thiadiazole thioether and amide moieties as novel antibacterial agents. Chem Heterocycl Comp 60, 92–98 (2024). https://doi.org/10.1007/s10593-024-03298-z

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