title: Synthesis using microwave irradiation and antibacterial evaluation of new N,O-acetals and N,S-acetals derived from 2-amino-1,4-naphthoquinones.
abstract: This paper describes a novel series of N,O-acetals and N,S-acetals (7a-o) derived from 2-amino-1,4-naphthoquinones that were synthesized and evaluated as potential antimicrobial agents. These compounds were obtained in good yields using microwave irradiation, and several of them showed promising antibacterial profiles. Three of our biologically active 2-amino-1,4-naphthoquinone N,O-acetals and N,S-acetals tested against hospital bacterial strains were identified as potential lead compounds. Characterization of all compounds was performed using one-dimensional NMR techniques ((1)H, (13)C-APT), IR spectra, elemental analyses and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS).
authors.affiliation: Universidade Federal Fluminense, Departamento de Química Orgânica, Programa de Pós-Graduação em Química, Outeiro de São João Batista, s/n°, Niterói 24020-141, RJ, Brazil.
authors.forename: Alessandro K
authors.initials: AK
authors.lastname: Jordão
authors.forename: Juliana
authors.initials: J
authors.lastname: Novais
authors.forename: Bruno
authors.initials: B
authors.lastname: Leal
authors.forename: Ana C
authors.initials: AC
authors.lastname: Escobar
authors.forename: Helvécio M
authors.initials: HM
authors.lastname: dos Santos
authors.forename: Helena C
authors.initials: HC
authors.lastname: Castro
authors.forename: Vitor F
authors.initials: VF
authors.lastname: Ferreira
mesh_terms: D000080:Acetals / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D008872:Microwaves; D008956:Models, Chemical; D015394:Molecular Structure; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared
chemical_list: D000080:Acetals; D000900:Anti-Bacterial Agents; D009285:Naphthoquinones; C035342:1,4-naphthoquinone