Synthesis and evaluation of antibacterial and antibiofilm agents based on phenylamino-substituted 1,4-benzoquinones
<b>Aim:</b> This work describes the synthesis and antimicrobial evaluation of 6-aminated 1,4-benzoquinones (6-AQs) against seven resistant pathogens.<b>Materials & methods:</b> The 6-AQs, synthesized via a Michael addition reaction between bromoquinone and <i>p</i>-substituted anilines, were assessed for their antimicrobial activity through both <i>in vitro</i> and <i>in silico</i> analyses.<b>Results:</b> Bromoquinone and 6-AQs with electron-withdrawing groups demonstrated activity against <i>Pseudomonas aeruginosa</i>, with minimum inhibitory concentrations ranging from 16 to 128 μg/ml, comparable to standard antimicrobials. Two derivatives exhibited minimum inhibitory concentrations values against methicillin-resistant <i>Staphylococcus aureus</i> ranging from 64 to 128 μg/ml. These compounds demonstrated both bacteriostatic and bactericidal effects, and antibiofilm features.<b>Conclusion:</b> The 6-AQs <b>19g</b> and <b>19f</b> showed a promising antimicrobial profile, indicating their potential as new therapeutic options.
Authors
- Talita Odriane Custodio Leite (ORCID: https://orcid.org/0000-0001-9595-2327)
- Reinaldo Barros Geraldo (ORCID: https://orcid.org/0000-0001-6729-075X)
- Nathália da Rosa Coelho Martins (ORCID: https://orcid.org/0000-0001-6999-5585)
- Flaviana R. F. Dias (ORCID: https://orcid.org/0000-0002-7069-9887)
- Anna C. Cunha (ORCID: https://orcid.org/0000-0002-1336-5928)
- Aldo Rodrigues da Silva (ORCID: https://orcid.org/0000-0002-4083-7855)
- Vı́tor F. Ferreira (ORCID: https://orcid.org/0000-0002-2166-766X)
- Juliana S. Novais (ORCID: https://orcid.org/0000-0003-2389-3625)
- Helena Carla Castro (ORCID: https://orcid.org/0000-0001-5283-1541)
- Norman A. Ratcliffe (ORCID: https://orcid.org/0000-0001-8538-0636)
- Beatriz L. C. De Carvalho (ORCID: https://orcid.org/0000-0001-7229-5440)
- Nayra Cordeiro da Conceição
Institutions
- Universidade Federal Fluminense (BR)
- Swansea University (GB)
- Hospital Universitário Antônio Pedro (BR)
Publication Details
- Journal
- Future Medicinal Chemistry
- Published
- 2024-10-14
- DOI
- https://doi.org/10.1080/17568919.2024.2400954
- Citations
- 1
- Primary Topic
- Synthesis and biological activity
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
- Conselho Nacional de Desenvolvimento Científico e Tecnológico
- Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro