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The New Antibacterial Agents Based on the Fused Aromatic Heterocyclic Compounds: Design, Synthesis, and Antibacterial Activity

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Abstract

In this study, the reaction of 1-alkyl-5-nitro-1H-benzoimidazoles and 1-alkyl-5-nitro-1H-indazoles with benzofuran and benzothiophen derivatives has led to formation of some new 3H-benzobenzofuro[2,3-b]imidazo[4,5-f]quinolines, 3H-benzo[4,5]thieno[2,3-b]imidazo[4,5-f]quinolines, 3H-benzofuro[2,3-b]pyrazolo[4,3-f]quinolones, and 3H-benzo[4,5]thieno[2,3-b]pyrazolo[4,3-f]quinolines in good yields. Structures of the new compounds have been confirmed by spectral and analytical data. Antibacterial activity of the new compounds has been tested against a panel of strains of gram negative and gram positive bacteria species. According to antimicrobial tests most of the title compounds are highly efficient against gram positive and gram negative bacteria and their MIC values are comparable with those of well known antibacterial agents ampicillin, penicillin G and sulfamethoxazole. Structure–activity relationship of the title compounds has been considered revealing imidazole core as a pharmacophore in antimicrobial tests.

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ACKNOWLEDGMENTS

We would like to express our sincere gratitude to Research Office, Mashhad Branch, Islamic Azad University, Mashhad-Iran, for financial support of this work. We must also acknowledge Maryam Jajarmi (Khorasan Razavi Rural Water and Wastewater Co.) for her assistance in antibacterial studies.

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Authors and Affiliations

  1. Department of Chemistry, Mashhad Branch, Islamic Azad University, 9187147578, Mashhad, Iran

    Mozhgan Faramarzi, Mehdi Pordel & Ali Morsali

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  1. Mozhgan Faramarzi
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  2. Mehdi Pordel
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  3. Ali Morsali
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Correspondence to Mehdi Pordel.

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Faramarzi, M., Pordel, M. & Morsali, A. The New Antibacterial Agents Based on the Fused Aromatic Heterocyclic Compounds: Design, Synthesis, and Antibacterial Activity. Russ J Gen Chem 92, 732–738 (2022). https://doi.org/10.1134/S1070363222040156

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