The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives

Detalhes bibliográficos
Autor(a) principal: Souza,Marina Azevedo
Data de Publicação: 2013
Outros Autores: Johann,Susana, Lima,Luciana Alves Rodrigues dos Santos, Campos,Fernanda Fraga, Mendes,Isolda Castro, Beraldo,Heloisa, Souza-Fagundes,Elaine Maria de, Cisalpino,Patricia Silva, Rosa,Carlos Augusto, Alves,Tania Maria de Almeida, Sa,Nivea Pereira de, Zani,Carlos Leomar
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Memórias do Instituto Oswaldo Cruz
Texto Completo: http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762013000300342
Resumo: Lapachol 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.
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spelling The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivativesantimicrobial agentslapacholParacoccidioides Lapachol 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.Instituto Oswaldo Cruz, Ministério da Saúde2013-05-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://www.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762013000300342Memórias do Instituto Oswaldo Cruz v.108 n.3 2013reponame:Memórias do Instituto Oswaldo Cruzinstname:Fundação Oswaldo Cruzinstacron:FIOCRUZ10.1590/S0074-02762013000300013info:eu-repo/semantics/openAccessSouza,Marina AzevedoJohann,SusanaLima,Luciana Alves Rodrigues dos SantosCampos,Fernanda FragaMendes,Isolda CastroBeraldo,HeloisaSouza-Fagundes,Elaine Maria deCisalpino,Patricia SilvaRosa,Carlos AugustoAlves,Tania Maria de AlmeidaSa,Nivea Pereira deZani,Carlos Leomareng2020-04-25T17:51:24Zhttp://www.scielo.br/oai/scielo-oai.php0074-02761678-8060opendoar:null2020-04-26 02:18:58.345Memórias do Instituto Oswaldo Cruz - Fundação Oswaldo Cruztrue
dc.title.none.fl_str_mv The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
title The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
spellingShingle The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
Souza,Marina Azevedo
antimicrobial agents
lapachol
Paracoccidioides
title_short The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
title_full The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
title_fullStr The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
title_full_unstemmed The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
title_sort The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
author Souza,Marina Azevedo
author_facet Souza,Marina Azevedo
Johann,Susana
Lima,Luciana Alves Rodrigues dos Santos
Campos,Fernanda Fraga
Mendes,Isolda Castro
Beraldo,Heloisa
Souza-Fagundes,Elaine Maria de
Cisalpino,Patricia Silva
Rosa,Carlos Augusto
Alves,Tania Maria de Almeida
Sa,Nivea Pereira de
Zani,Carlos Leomar
author_role author
author2 Johann,Susana
Lima,Luciana Alves Rodrigues dos Santos
Campos,Fernanda Fraga
Mendes,Isolda Castro
Beraldo,Heloisa
Souza-Fagundes,Elaine Maria de
Cisalpino,Patricia Silva
Rosa,Carlos Augusto
Alves,Tania Maria de Almeida
Sa,Nivea Pereira de
Zani,Carlos Leomar
author2_role author
author
author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Souza,Marina Azevedo
Johann,Susana
Lima,Luciana Alves Rodrigues dos Santos
Campos,Fernanda Fraga
Mendes,Isolda Castro
Beraldo,Heloisa
Souza-Fagundes,Elaine Maria de
Cisalpino,Patricia Silva
Rosa,Carlos Augusto
Alves,Tania Maria de Almeida
Sa,Nivea Pereira de
Zani,Carlos Leomar
dc.subject.por.fl_str_mv antimicrobial agents
lapachol
Paracoccidioides
topic antimicrobial agents
lapachol
Paracoccidioides
dc.description.none.fl_txt_mv Lapachol 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.
description Lapachol 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.
publishDate 2013
dc.date.none.fl_str_mv 2013-05-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762013000300342
url http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0074-02762013000300342
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0074-02762013000300013
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Instituto Oswaldo Cruz, Ministério da Saúde
publisher.none.fl_str_mv Instituto Oswaldo Cruz, Ministério da Saúde
dc.source.none.fl_str_mv Memórias do Instituto Oswaldo Cruz v.108 n.3 2013
reponame:Memórias do Instituto Oswaldo Cruz
instname:Fundação Oswaldo Cruz
instacron:FIOCRUZ
reponame_str Memórias do Instituto Oswaldo Cruz
collection Memórias do Instituto Oswaldo Cruz
instname_str Fundação Oswaldo Cruz
instacron_str FIOCRUZ
institution FIOCRUZ
repository.name.fl_str_mv Memórias do Instituto Oswaldo Cruz - Fundação Oswaldo Cruz
repository.mail.fl_str_mv
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