Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series

Detalhes bibliográficos
Autor(a) principal: Santos, Fernanda da C.
Data de Publicação: 2012
Outros Autores: Castro, Helena C., Lourenço, Maria Cristina S., Abreu, Paula Alvarez, Batalha, Pedro N., Cunha, Anna C., Carvalho, Guilherme S. L., Rodrigues, Carlos R., Medeiros, Cid A., Souza, Simone D., Ferreira, Vitor F., Souza, Maria C. B. V. de
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da FIOCRUZ (ARCA)
Texto Completo: https://www.arca.fiocruz.br/handle/icict/36485
Resumo: 2020-10-16
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spelling Santos, Fernanda da C.Castro, Helena C.Lourenço, Maria Cristina S.Abreu, Paula AlvarezBatalha, Pedro N.Cunha, Anna C.Carvalho, Guilherme S. L.Rodrigues, Carlos R.Medeiros, Cid A.Souza, Simone D.Ferreira, Vitor F.Souza, Maria C. B. V. de2019-10-16T13:16:59Z2019-10-16T13:16:59Z2012SANTOS, Fernanda da C. et al. Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series. Current Microbiology, v. 65, p. 455-460, 2012.0343-8651https://www.arca.fiocruz.br/handle/icict/3648510.1007/s00284-012-0176-61432-0991engSpringerTuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline seriesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article2020-10-16Universidade Federal Fluminense. Departamento de Química Orgânica. Programa de Pós-Graduação em Química. Niterói, RJ, Brasil.Universidade Federal Fluminense. Departamento de e Biologia Celular e Molecular. Laboratório de Antibióticos, Bioquímica e Modelagem Molecular. Niterói, RJ, Brasil.Fundação Oswaldo Cruz. Instituto de Pesquisa Evandro Chagas. Rio de Janeiro, RJ, Brasil.Universidade Federal Fluminense. Departamento de e Biologia Celular e Molecular. Laboratório de Antibióticos, Bioquímica e Modelagem Molecular. Niterói, RJ, Brasil.Universidade Federal Fluminense. Departamento de Química Orgânica. Programa de Pós-Graduação em Química. Niterói, RJ, Brasil.Universidade Federal Fluminense. Departamento de Química Orgânica. Programa de Pós-Graduação em Química. Niterói, RJ, Brasil.Fundação Oswaldo Cruz. Instituto de Pesquisa Evandro Chagas. Rio de Janeiro, RJ, Brasil.Universidade Federal do Rio de Janeiro. Faculdade de Farmácia. Departamento de Medicamentos. Laboratório de Modelagem Molecular & QSAR. Rio de Janeiro, RJ, Brasil.Universidade Federal Fluminense. Departamento de e Biologia Celular e Molecular. Laboratório de Antibióticos, Bioquímica e Modelagem Molecular. Niterói, RJ, Brasil.Universidade Federal do Rio de Janeiro. Faculdade de Farmácia. Departamento de Medicamentos. Laboratório de Modelagem Molecular & QSAR. Rio de Janeiro, RJ, Brasil.Universidade Federal Fluminense. Departamento de Química Orgânica. Programa de Pós-Graduação em Química. Niterói, RJ, Brasil.Universidade Federal Fluminense. Departamento de Química Orgânica. Programa de Pós-Graduação em Química. Niterói, RJ, Brasil.Tuberculosis (TB) is a contagious disease caused by Mycobacterium tuberculosis, which remains a serious public health problem. The emergence of resistant bacterial strains has continuously increased and new treatment options are currently in need. In this work, we identified a new potential aldehyde–arylhydrazone–oxoquinoline derivative (4e) with interesting chemical structural features that may be important for designing new anti-TB agents. This 1-ethyl-N0 -[(1E)-(5-nitro-2-furyl)methylene]-4-oxo-1,4-dihydroquinoline-3-carbohydrazide (4e) presented an in vitro active profile against M. tuberculosis H37Rv strain (minimum inhibitory concentration, MIC = 6.25 lg/mL) better than other acylhydrazones described in the literature (MIC = 12.5 lg/mL) and close to other antitubercular agents currently on the market. The theoretical analysis showed the importance of several structural features that together with the 5-nitro-2-furyl group generated this active compound (4e). This new compound and the analysis of its molecular properties may be useful for designing new and more efficient antibacterial drugs.TuberculosisAntimycobacteriumAldehyde-arylhydrazone-oxoquinoline seriesinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txttext/plain1748https://www.arca.fiocruz.br/bitstream/icict/36485/1/license.txt8a4605be74aa9ea9d79846c1fba20a33MD51ORIGINALve_Santos_Fernanda_etal_INI_2012.pdfve_Santos_Fernanda_etal_INI_2012.pdfapplication/pdf333185https://www.arca.fiocruz.br/bitstream/icict/36485/2/ve_Santos_Fernanda_etal_INI_2012.pdfd10642894aef76d351cb49c99ca7a47eMD52TEXTve_Santos_Fernanda_etal_INI_2012.pdf.txtve_Santos_Fernanda_etal_INI_2012.pdf.txtExtracted texttext/plain25541https://www.arca.fiocruz.br/bitstream/icict/36485/3/ve_Santos_Fernanda_etal_INI_2012.pdf.txt68c3d9f4ab50316af7d2b86b077c1e17MD53icict/364852022-11-29 15:02:36.196oai:www.arca.fiocruz.br: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Repositório InstitucionalPUBhttps://www.arca.fiocruz.br/oai/requestrepositorio.arca@fiocruz.bropendoar:21352022-11-29T18:02:36Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)false
dc.title.pt_BR.fl_str_mv Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series
title Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series
spellingShingle Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series
Santos, Fernanda da C.
Tuberculosis
Antimycobacterium
Aldehyde-arylhydrazone-oxoquinoline series
title_short Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series
title_full Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series
title_fullStr Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series
title_full_unstemmed Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series
title_sort Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series
author Santos, Fernanda da C.
author_facet Santos, Fernanda da C.
Castro, Helena C.
Lourenço, Maria Cristina S.
Abreu, Paula Alvarez
Batalha, Pedro N.
Cunha, Anna C.
Carvalho, Guilherme S. L.
Rodrigues, Carlos R.
Medeiros, Cid A.
Souza, Simone D.
Ferreira, Vitor F.
Souza, Maria C. B. V. de
author_role author
author2 Castro, Helena C.
Lourenço, Maria Cristina S.
Abreu, Paula Alvarez
Batalha, Pedro N.
Cunha, Anna C.
Carvalho, Guilherme S. L.
Rodrigues, Carlos R.
Medeiros, Cid A.
Souza, Simone D.
Ferreira, Vitor F.
Souza, Maria C. B. V. de
author2_role author
author
author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Santos, Fernanda da C.
Castro, Helena C.
Lourenço, Maria Cristina S.
Abreu, Paula Alvarez
Batalha, Pedro N.
Cunha, Anna C.
Carvalho, Guilherme S. L.
Rodrigues, Carlos R.
Medeiros, Cid A.
Souza, Simone D.
Ferreira, Vitor F.
Souza, Maria C. B. V. de
dc.subject.en.pt_BR.fl_str_mv Tuberculosis
Antimycobacterium
Aldehyde-arylhydrazone-oxoquinoline series
topic Tuberculosis
Antimycobacterium
Aldehyde-arylhydrazone-oxoquinoline series
description 2020-10-16
publishDate 2012
dc.date.issued.fl_str_mv 2012
dc.date.accessioned.fl_str_mv 2019-10-16T13:16:59Z
dc.date.available.fl_str_mv 2019-10-16T13:16:59Z
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 SANTOS, Fernanda da C. et al. Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series. Current Microbiology, v. 65, p. 455-460, 2012.
dc.identifier.uri.fl_str_mv https://www.arca.fiocruz.br/handle/icict/36485
dc.identifier.issn.pt_BR.fl_str_mv 0343-8651
dc.identifier.doi.none.fl_str_mv 10.1007/s00284-012-0176-6
dc.identifier.eissn.none.fl_str_mv 1432-0991
identifier_str_mv SANTOS, Fernanda da C. et al. Tuberculosis: finding a new potential antimycobacterium derivative in a aldehyde-arylhydrazone-oxoquinoline series. Current Microbiology, v. 65, p. 455-460, 2012.
0343-8651
10.1007/s00284-012-0176-6
1432-0991
url https://www.arca.fiocruz.br/handle/icict/36485
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 Springer
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dc.source.none.fl_str_mv reponame:Repositório Institucional da FIOCRUZ (ARCA)
instname:Fundação Oswaldo Cruz (FIOCRUZ)
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