The antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivatives

Detalhes bibliográficos
Autor(a) principal: Souza, Marina Azevêdo
Data de Publicação: 2013
Outros Autores: Johann, Susana, Lima, Luciana Alves Rodrigues dos Santos, Campos, Fernanda Fraga, Mendes, Isolda Castro, Beraldo, Heloisa, Fagundes, Elaine Maria de Souza, Cisalpino, Patrícia Silva, Rosa, Carlos Augusto, Alves, Tânia Maria de Almeida, Sá, Nívea Pereira de, Zani, Carlos Leomar
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da FIOCRUZ (ARCA)
Texto Completo: https://www.arca.fiocruz.br/handle/icict/30035
Resumo: Fundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Laboratório de Química de Produtos Naturais. Belo Horizonte, MG, Brasil
id CRUZ_584e91ef18404a49acb1865013a4ae88
oai_identifier_str oai:www.arca.fiocruz.br:icict/30035
network_acronym_str CRUZ
network_name_str Repositório Institucional da FIOCRUZ (ARCA)
repository_id_str 2135
spelling Souza, Marina AzevêdoJohann, SusanaLima, Luciana Alves Rodrigues dos SantosCampos, Fernanda FragaMendes, Isolda CastroBeraldo, HeloisaFagundes, Elaine Maria de SouzaCisalpino, Patrícia SilvaRosa, Carlos AugustoAlves, Tânia Maria de AlmeidaSá, Nívea Pereira deZani, Carlos Leomar2018-11-14T18:04:23Z2018-11-14T18:04:23Z2013SOUZA, 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, 20130074-0276https://www.arca.fiocruz.br/handle/icict/3003510.1590/S0074-02762013000300013engFundação Oswaldo Cruzagentes antimicrobianoslapacholParacoccidioidesantimicrobial agentslapacholParacoccidioidesThe antimicrobial activity of lapachol and its thiosemicarbazone and semicarbazone derivativesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleFundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Laboratório de Química de Produtos Naturais. Belo Horizonte, MG, BrasilFundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Laboratório de Química de Produtos Naturais. Belo Horizonte, MG, Brasil/Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Microbiologia. Belo Horizonte, MG, BrasilUniversidade Federal de São João Del Rei. Divinópolis, MG, BrasilFundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Laboratório de Química de Produtos Naturais. Belo Horizonte, MG, Brasil/Universidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Microbiologia. Belo Horizonte, MG, BrasilUniversidade Federal de Minas Gerais. Escola de Belas Artes. Belo Horizonte, MG, BrasilUniversidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Química. Belo Horizonte, MG, BrasilUniversidade Federal de Minas Gerais. Instituto de Ciências Biológicas. Departamento de Fisiologia e Biofísica. Belo Horizonte, MG, BrasilUniversidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Microbiologia. Belo Horizonte, MG, BrasilUniversidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Microbiologia. Belo Horizonte, MG, BrasilFundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Laboratório de Química de Produtos Naturais. Belo Horizonte, MG, BrasilUniversidade Federal de Minas Gerais. Instituto de Ciências Exatas. Departamento de Microbiologia. Belo Horizonte, MG, BrasilFundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Laboratório de Química de Produtos Naturais. Belo Horizonte, MG, BrasilLapachol 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.info:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txtlicense.txttext/plain; charset=utf-83082https://www.arca.fiocruz.br/bitstream/icict/30035/1/license.txt9193a7c197bc67acd023525e72a03240MD51ORIGINALThe antimicrobial activity.pdfThe antimicrobial activity.pdfapplication/pdf696697https://www.arca.fiocruz.br/bitstream/icict/30035/2/The%20antimicrobial%20activity.pdfe096efc127050996dd3fc0566977522bMD52TEXTThe antimicrobial activity.pdf.txtThe antimicrobial activity.pdf.txtExtracted texttext/plain46175https://www.arca.fiocruz.br/bitstream/icict/30035/3/The%20antimicrobial%20activity.pdf.txt1a7bd9a2e2da218ce08d9366f7580ad7MD53icict/300352019-06-19 10:13:09.265oai:www.arca.fiocruz.br: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Repositório InstitucionalPUBhttps://www.arca.fiocruz.br/oai/requestrepositorio.arca@fiocruz.bropendoar:21352019-06-19T13:13:09Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)false
dc.title.pt_BR.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 Azevêdo
agentes antimicrobianos
lapachol
Paracoccidioides
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 Azevêdo
author_facet Souza, Marina Azevêdo
Johann, Susana
Lima, Luciana Alves Rodrigues dos Santos
Campos, Fernanda Fraga
Mendes, Isolda Castro
Beraldo, Heloisa
Fagundes, Elaine Maria de Souza
Cisalpino, Patrícia Silva
Rosa, Carlos Augusto
Alves, Tânia Maria de Almeida
Sá, Nívea 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
Fagundes, Elaine Maria de Souza
Cisalpino, Patrícia Silva
Rosa, Carlos Augusto
Alves, Tânia Maria de Almeida
Sá, Nívea 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 Azevêdo
Johann, Susana
Lima, Luciana Alves Rodrigues dos Santos
Campos, Fernanda Fraga
Mendes, Isolda Castro
Beraldo, Heloisa
Fagundes, Elaine Maria de Souza
Cisalpino, Patrícia Silva
Rosa, Carlos Augusto
Alves, Tânia Maria de Almeida
Sá, Nívea Pereira de
Zani, Carlos Leomar
dc.subject.other.pt_BR.fl_str_mv agentes antimicrobianos
lapachol
Paracoccidioides
topic agentes antimicrobianos
lapachol
Paracoccidioides
antimicrobial agents
lapachol
Paracoccidioides
dc.subject.en.pt_BR.fl_str_mv antimicrobial agents
lapachol
Paracoccidioides
description Fundação Oswaldo Cruz. Centro de Pesquisas René Rachou. Laboratório de Química de Produtos Naturais. Belo Horizonte, MG, Brasil
publishDate 2013
dc.date.issued.fl_str_mv 2013
dc.date.accessioned.fl_str_mv 2018-11-14T18:04:23Z
dc.date.available.fl_str_mv 2018-11-14T18:04:23Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.citation.fl_str_mv SOUZA, 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.identifier.uri.fl_str_mv https://www.arca.fiocruz.br/handle/icict/30035
dc.identifier.issn.pt_BR.fl_str_mv 0074-0276
dc.identifier.doi.none.fl_str_mv 10.1590/S0074-02762013000300013
identifier_str_mv SOUZA, 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
0074-0276
10.1590/S0074-02762013000300013
url https://www.arca.fiocruz.br/handle/icict/30035
dc.language.iso.fl_str_mv eng
language eng
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Fundação Oswaldo Cruz
publisher.none.fl_str_mv Fundação Oswaldo Cruz
dc.source.none.fl_str_mv reponame:Repositório Institucional da FIOCRUZ (ARCA)
instname:Fundação Oswaldo Cruz (FIOCRUZ)
instacron:FIOCRUZ
instname_str Fundação Oswaldo Cruz (FIOCRUZ)
instacron_str FIOCRUZ
institution FIOCRUZ
reponame_str Repositório Institucional da FIOCRUZ (ARCA)
collection Repositório Institucional da FIOCRUZ (ARCA)
bitstream.url.fl_str_mv https://www.arca.fiocruz.br/bitstream/icict/30035/1/license.txt
https://www.arca.fiocruz.br/bitstream/icict/30035/2/The%20antimicrobial%20activity.pdf
https://www.arca.fiocruz.br/bitstream/icict/30035/3/The%20antimicrobial%20activity.pdf.txt
bitstream.checksum.fl_str_mv 9193a7c197bc67acd023525e72a03240
e096efc127050996dd3fc0566977522b
1a7bd9a2e2da218ce08d9366f7580ad7
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
MD5
repository.name.fl_str_mv Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)
repository.mail.fl_str_mv repositorio.arca@fiocruz.br
_version_ 1813008882482544640

Registros relacionados