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Issue 30, 2017, Issue in Progress
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Synthesis and antimicrobial evaluation of promising 7-arylamino-5,8-dioxo-5,8-dihydroisoquinoline-4-carboxylates and their halogenated amino compounds for treating Gram-negative bacterial infections

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Abstract

Pathogenic bacteria may cause serious infections, such as pneumonia, which can be fatal especially to immunosuppressed individuals. Hospitalized patients are particularly susceptible to antibiotic-resistant infections, which are worsened when caused by resistant Gram-negative pathogens due to there being few therapeutic options available. Thus, this work describes the synthesis and in vitro antimicrobial profile of 7-arylamino-5,8-dioxo-5,8-dihydroisoquinoline-4-carboxylates and their halogenated aminoquinones against Gram-positive and Gram-negative bacteria. Interestingly, these bioactive substances have shown promising activity against Gram-negative pathogenic strains. Among these derivatives, two non-halogenated amino compounds exhibited promising MIC and MBC values (MIC = MBC = 1–2 μg mL−1) against Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853, two Gram-negative strains of clinical importance. In addition, mono- and di-brominated aminoquinones were also effective in preventing the growth of E. coli (MIC = MBC = 2–4 μg mL−1). The in vitro hemocompatibility evaluation showed a low toxicity profile for the active aminoquinones in hemolysis assays. These results suggest that these substances have potential for exploring the design of new antimicrobial prototypes against Gram-negative bacteria.

Graphical abstract: Synthesis and antimicrobial evaluation of promising 7-arylamino-5,8-dioxo-5,8-dihydroisoquinoline-4-carboxylates and their halogenated amino compounds for treating Gram-negative bacterial infections

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Publication details

The article was received on 19 Jan 2017, accepted on 22 Feb 2017 and first published on 27 Mar 2017


Article type: Paper
DOI: 10.1039/C7RA00825B
Citation: RSC Adv., 2017,7, 18311-18320
  • Open access: Creative Commons BY-NC license
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    Synthesis and antimicrobial evaluation of promising 7-arylamino-5,8-dioxo-5,8-dihydroisoquinoline-4-carboxylates and their halogenated amino compounds for treating Gram-negative bacterial infections

    J. S. Novais, V. R. Campos, A. C. J. A. Silva, M. C. B. V. de Souza, V. F. Ferreira, V. G. L. Keller, M. O. Ferreira, F. R. F. Dias, M. I. Vitorino, P. C. Sathler, M. V. Santana, J. A. L. C. Resende, H. C. Castro and A. C. Cunha, RSC Adv., 2017, 7, 18311
    DOI: 10.1039/C7RA00825B

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