| Author | Silva, Carla C. da | |
| Author | Chaves, Otávio A. | |
| Author | Paiva, Rojane O. | |
| Author | Costa, Gisela L. da | |
| Author | Ferreira, José Carlos Netto | |
| Author | Echevarria, Aurea | |
| Access date | 2020-08-08T19:13:09Z | |
| Available date | 2020-08-08T19:13:09Z | |
| Document date | 2020 | |
| Citation | SILVA, Carla C. da et al. Antibacterial Activity of 2-Amino-1,4-naphthoquinone Derivatives against Gram-Positive and Gram-Negative Bacterial Strains and Their Interaction with Human Serum Albumin. Journal of the Brazilian Chemical Society, v. 31, n. 9, p. 1838-1851, 2020. | pt_BR |
| ISSN | 0103-5053 | pt_BR |
| URI | https://www.arca.fiocruz.br/handle/icict/42600 | |
| Language | eng | pt_BR |
| Publisher | Sociedade Brasileira de Química | pt_BR |
| Rights | open access | |
| Subject in Portuguese | Agente antibacteriano | pt_BR |
| Subject in Portuguese | Albumina sérica humana | pt_BR |
| Subject in Portuguese | Espectroscopia | pt_BR |
| Subject in Portuguese | Docking molecular | pt_BR |
| Title | Antibacterial Activity of 2-Amino-1,4-naphthoquinone Derivatives against Gram-Positive and Gram-Negative Bacterial Strains and Their Interaction with Human Serum Albumin | pt_BR |
| Type | Article | |
| DOI | 10.21577/0103-5053.20200070 | |
| Abstract | A series of 2-amino-1,4-naphthoquinone derivatives (NQA-NQF) was synthesized by
alternative methods (ultrasonication and microwave irradiation), with yields ranging from 40 to
71%, and without the need of further recrystallization. Each compound was evaluated against four
Gram-positive (Bacillus subtilis, Enterococcus faecalis, Staphylococcus aureus and Bacillus cereus)
and five Gram-negative (Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa,
Acinetobacter baumannii and Klebsiella pneumoniae positive β-lactamase) bacteria strains. The
NQF was the most active amino-naphthoquinone derivative with minimum inhibitory concentration
(MIC) of 31.2 µg mL-1 against K. pneumoniae positive β-lactamase (a common intestinal bacteria
which can cause life-threatening infections). On the other hand, NQA and NQC showed good
activity as a potential antibiotic for the bacteria strains assayed, except for K. pneumoniae. In
addition, the affinity of these three most active compounds (NQA, NQC, and NQF) for human
serum albumin (HSA) was evaluated employing multiple spectroscopic techniques (steady-state,
time-resolved, and synchronous fluorescence, as well as circular dichroism), combined with
theoretical calculations (molecular docking). The interaction HSA:2-amino-1,4-naphthoquinones
occurs spontaneously and moderately inside the subdomain IIA (Sudlow’s site I) via hydrogen
bonding and van der Waals forces. | pt_BR |
| Affilliation | Universidade Federal Rural do Rio de Janeiro. Instituto de Química. Departamento de Química Orgânica. Seropédica, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Rural do Rio de Janeiro. Instituto de Química. Departamento de Química Orgânica. Seropédica, RJ, Brasil / Instituto SENAI de Inovação em Química Verde. Rio de Janeiro, RJ, Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Taxonomia, Bioquímica e Bioprospecção em Fungos. Rio de Janeiro, RJ, Brasil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Taxonomia, Bioquímica e Bioprospecção em Fungos. Rio de Janeiro, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Rural do Rio de Janeiro. Instituto de Química. Departamento de Química Orgânica. Seropédica, RJ, Brasil / Instituto Nacional de Metrologia, Qualidade e Tecnologia. Divisão de Metrologia Química. Duque de Caxias, RJ, Brasil. | pt_BR |
| Affilliation | Universidade Federal Rural do Rio de Janeiro. Instituto de Química. Departamento de Química Orgânica. Seropédica, RJ, Brasil. | pt_BR |
| Subject | Antibacterial agent | pt_BR |
| Subject | Human serum albumin | pt_BR |
| Subject | Spectroscopy | pt_BR |
| Subject | Molecular docking | pt_BR |
