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Synthesis, characterization and antimicrobial activity of nalidixic acid derivatives with spirohydantoins

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Abstract

This article presents the synthesis of a series of amides, based on the interaction of several 3-aminospirohydantoins with nalidixic acid. The target compounds were characterized by physicochemical parameters, IR, 1H and 13C NMR spectral data. The antimicrobial activity of the products obtained was determined against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis, Gram-negative bacteria Escherichia coli, Pseudomonas aeruginosa and Salmonella abony, the yeasts Candida albicans and Saccharomyces cerevisiae and the molds Penicillium chrysogenum and Aspergillus niger. The relationship between structure and biological activity of the products obtained was discussed. It was found that the most effective compounds are tetralin (5f) and indane (5g) derivatives, which exhibit a pronounced antimicrobial activity against both tested Gram-positive and Gram-negative bacteria.

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Acknowledgements

Financial support by the Agricultural University—Plovdiv, Bulgaria (Contract 06-18) is gratefully acknowledged.

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Authors and Affiliations

  1. Department of General Chemistry, Faculty of Plant Protection and Agroecology, Agricultural University - Plovdiv, 12 “Mendeleev” Blvd, 4000, Plovdiv, Bulgaria

    Marin Marinov & Rumyana Prodanova

  2. Department of Biotechnologies and Food Technologies, “Angel Kanchev, University of Ruse, Razgrad Branch, 47 “Aprilsko Vastanie” St, 7200, Razgrad, Bulgaria

    Iliana Kostova

  3. Department of Chemistry and Chemical Technologies, “Angel Kanchev”, University of Ruse, Razgrad Branch, 47 “Aprilsko Vastanie” St, 7200, Razgrad, Bulgaria

    Neyko Stoyanov

  4. Department of Organic Chemistry, University of Chemical Technology and Metallurgy, 8 “Kl. Ohridski” Blvd, 1756, Sofia, Bulgaria

    Emilia Naydenova

Authors
  1. Marin Marinov
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  2. Iliana Kostova
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  3. Emilia Naydenova
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  4. Rumyana Prodanova
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  5. Neyko Stoyanov
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Correspondence to Marin Marinov.

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Marinov, M., Kostova, I., Naydenova, E. et al. Synthesis, characterization and antimicrobial activity of nalidixic acid derivatives with spirohydantoins. J IRAN CHEM SOC 16, 2787–2793 (2019). https://doi.org/10.1007/s13738-019-01739-7

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  • DOI: https://doi.org/10.1007/s13738-019-01739-7

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