The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives
Autor(a) principal: | |
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Data de Publicação: | 2013 |
Outros Autores: | , , , , , , , , , , |
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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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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1669937713845895168 |