The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives

dc.creatorSouza, Marina Azevêdo
dc.creatorJohann, Susana
dc.creatorLima, Luciana Alves Rodrigues dos Santos
dc.creatorCampos, Fernanda Fraga
dc.creatorMendes, Isolda Castro
dc.creatorBeraldo, Heloisa
dc.creatorFagundes, Elaine Maria de Souza
dc.creatorCisalpino, Patrícia Silva
dc.creatorRosa, Carlos Augusto
dc.creatorAlves, Tânia Maria de Almeida
dc.creatorSá, Nívea Pereira de
dc.creatorZani, Carlos Leomar
dc.date2018-11-14T18:04:23Z
dc.date2018-11-14T18:04:23Z
dc.date2013
dc.date.accessioned2023-09-26T20:19:29Z
dc.date.available2023-09-26T20:19:29Z
dc.identifierSOUZA, Marina Azevedo et al. The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives. Mem. Inst. Oswaldo Cruz, v. 108, n. 3, p. 342-351, 2013
dc.identifier0074-0276
dc.identifierhttps://www.arca.fiocruz.br/handle/icict/30035
dc.identifier10.1590/S0074-02762013000300013
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/8854248
dc.descriptionLapachol was chemically modified to obtain its thiosemicarbazone and semicarbazone derivatives. These compounds were tested for antimicrobial activity against several bacteria and fungi by the broth microdilution method. The thiosemicarbazone and semicarbazone derivatives of lapachol exhibited antimicrobial activity against the bacteria Enterococcus faecalis and Staphylococcus aureus with minimal inhibitory concentrations (MICs) of 0.05 and 0.10 µmol/mL, respectively. The thiosemicarbazone and semicarbazone derivatives were also active against the pathogenic yeast Cryptococcus gattii (MICs of 0.10 and 0.20 µmol/mL, respectively). In addition, the lapachol thiosemicarbazone derivative was active against 11 clinical isolates of Paracoccidioides brasiliensis, with MICs ranging from 0.01-0.10 µmol/mL. The lapachol-derived thiosemicarbazone was not cytotoxic to normal cells at the concentrations that were active against fungi and bacteria. We synthesised, for the first time, thiosemicarbazone and semicarbazone derivatives of lapachol. The MICs for the lapachol-derived thiosemicarbazone against S. aureus, E. faecalis, C. gattii and several isolates of P. brasiliensis indicated that this compound has the potential to be developed into novel drugs to treat infections caused these microbes.
dc.formatapplication/pdf
dc.languageeng
dc.publisherFundação Oswaldo Cruz
dc.rightsopen access
dc.subjectagentes antimicrobianos
dc.subjectlapachol
dc.subjectParacoccidioides
dc.subjectantimicrobial agents
dc.subjectlapachol
dc.subjectParacoccidioides
dc.titleThe antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
dc.typeArticle


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