title: Efficient Catalytic Oxidation of 3-Arylthio- and 3-Cyclohexylthio-lapachone Derivatives to New Sulfonyl Derivatives and Evaluation of Their Antibacterial Activities.
abstract: New sulfonyl-lapachones were efficiently obtained through the catalytic oxidation of arylthio- and cyclohexylthio-lapachone derivatives with hydrogen peroxide in the presence of a Mn(III) porphyrin complex. The antibacterial activities of the non-oxidized and oxidized lapachone derivatives against the Gram-negative bacteriaEscherichia coliand the Gram-positive bacteriaStaphylococcus aureuswere evaluated after their incorporation into polyvinylpyrrolidone (PVP) micelles. The obtained results show that the PVP-formulations of the lapachones4b-gand of the sulfonyl-lapachones7eand7greduced the growth ofS. aureus.
authors.affiliation: Department of Chemistry and QOPNA, University of Aveiro, Aveiro 3810-193, Portugal. marianafcc83@hotmail.com.|Departamento de Química Orgânica, Instituto de Química, Universidade Federal Fluminense, Niterói 24020-150, RJ, Brazil. marianafcc83@hotmail.com.
authors.forename: Mariana F do C
authors.initials: MF
authors.lastname: Cardoso
authors.affiliation: Department of Chemistry and QOPNA, University of Aveiro, Aveiro 3810-193, Portugal. ana.peixoto@ua.pt.
authors.forename: Ana T P C
authors.initials: AT
authors.lastname: Gomes
authors.affiliation: Departamento de Química Orgânica, Instituto de Química, Universidade Federal Fluminense, Niterói 24020-150, RJ, Brazil. carolmoreira13@gmail.com.
authors.forename: Caroline Dos S
authors.initials: CD
authors.lastname: Moreira
authors.affiliation: Department of Chemistry and QOPNA, University of Aveiro, Aveiro 3810-193, Portugal. msimoes@ua.pt.
authors.forename: Mário M Q
authors.initials: MM
authors.lastname: Simões
authors.affiliation: Department of Chemistry and QOPNA, University of Aveiro, Aveiro 3810-193, Portugal. gneves@ua.pt.
authors.forename: Maria G P M S
authors.initials: MG
authors.lastname: Neves
authors.affiliation: Departamento de Química Orgânica, Instituto de Química, Universidade Federal Fluminense, Niterói 24020-150, RJ, Brazil. davidrrocha@vm.uff.br.
authors.forename: David R
authors.initials: DR
authors.lastname: da Rocha
authors.affiliation: Departamento de Química Orgânica, Instituto de Química, Universidade Federal Fluminense, Niterói 24020-150, RJ, Brazil. gqofernando@vm.uff.br.
authors.forename: Fernando de C
authors.initials: FC
authors.lastname: da Silva
authors.affiliation: Department of Biology and CESAM, University of Aveiro, Aveiro 3810-193, Portugal. anacatarinafernandes@gmail.com.
authors.forename: Catarina
authors.initials: C
authors.lastname: Moreirinha
authors.affiliation: Department of Biology and CESAM, University of Aveiro, Aveiro 3810-193, Portugal. aalmeida@ua.pt.
authors.forename: Adelaide
authors.initials: A
authors.lastname: Almeida
authors.affiliation: Departamento de Química Orgânica, Instituto de Química, Universidade Federal Fluminense, Niterói 24020-150, RJ, Brazil. cegvito@vm.uff.br.
authors.forename: Vitor F
authors.initials: VF
authors.lastname: Ferreira
authors.affiliation: Department of Chemistry and QOPNA, University of Aveiro, Aveiro 3810-193, Portugal. jcavaleiro@ua.pt.
authors.forename: José A S
authors.initials: JA
authors.lastname: Cavaleiro
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D002384:Catalysis; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry / Q000494:pharmacology; D010084:Oxidation-Reduction; D013441:Sulfinic Acids / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D009285:Naphthoquinones; D013441:Sulfinic Acids; C014638:beta-lapachone
keywords: antibacterial activity; arylthio/cyclohexylthio-lapachones; hydrogen peroxide; oxidation; polyvinylpyrrolidone; porphyrinatoMn(III); sulfonyl-lapachones