Evaluation of Antibacterial Activity and Reactive Species Generation of N-Benzenesulfonyl Derivatives of Heterocycles

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  • Martínez Sol Romina
    Instituto Multidisciplinario de Biología Vegetal (IMBIV), CONICET, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba Departamento de Farmacia, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba
  • Miana Gisele Emilse
    Departamento de Farmacia, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba
  • Albesa Inés
    Instituto Multidisciplinario de Biología Vegetal (IMBIV), CONICET, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba Departamento de Farmacia, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba
  • Mazzieri María Rosa
    Departamento de Farmacia, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba
  • Becerra María Cecilia
    Instituto Multidisciplinario de Biología Vegetal (IMBIV), CONICET, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba Departamento de Farmacia, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba

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  • Evaluation of Antibacterial Activity and Reactive Species Generation of <i>N</i>-Benzenesulfonyl Derivatives of Heterocycles

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Two N-benzenesulfonyl (BS) derivatives of 1,2,3,4-tetrahydroquinoline (THQ) were designed, prepared, and screened for antibacterial activity. This approach was based on combining the two privileged structures, BS and THQ, which are known to be active. The objective of this study was to evaluate the antibacterial activity of BS-THQ and its analogue 4-NH2BS-THQ, and to investigate the roles of reactive oxygen species and reactive nitrogen species in their lethality. Both showed bactericidal activity against Staphylococcus aureus ATCC 29213 and methicillin-resistant S. aureus (MRSA) ATCC 43300, with transmission electron microscopy revealing a disturbed membrane architecture. Furthermore, an increase of reactive oxygen species (ROS) in strains treated with BS-THQ with respect to the control was detected when fluorescent microscopy and spectrophotometric techniques were used. The analogue 4-NH2BS-THQ demonstrated a broader spectrum of activity than BS-THQ, with a minimum inhibitory concentration of 100 µg/mL against reference strains of S. aureus, Escherichia coli and Pseudomonas aeruginosa. The assayed compounds represent promising structures for the development of new synthetic classes of antimicrobials.

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