Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs
Autor(a) principal: | |
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Data de Publicação: | 2014 |
Outros Autores: | , , , , , , , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da FIOCRUZ (ARCA) |
Texto Completo: | https://www.arca.fiocruz.br/handle/icict/10163 |
Resumo: | Universidade Federal Fluminense. Outeiro de São João Batista. Niterói, Brasil. |
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Forezi, Luana da S. MTolentino, Nathalia M. CSouza, Alessandra M. T. deCastro, Helena CMontenegro, Raquel CDantas, Rafael FOliveira, Maria E. I. MSilva Jr., Floriano PBarreto, Leilane HBurbano, Rommel M. RVieira, Bárbara AbrahimOliveira, Riethe deFerreira, Vitor FCunha, Anna CBoechat, Fernanda da C. SSouza, Maria Cecília B. V. de2015-05-04T16:34:31Z2015-05-04T16:34:31Z2014FOREZI, Luana da S. M. et al. Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs. Molecules, v.19, n.5, p.6651-6670, 2014.1420-3049https://www.arca.fiocruz.br/handle/icict/1016310.3390/molecules19056651engopen accessSynthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugsinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleUniversidade Federal Fluminense. Outeiro de São João Batista. Niterói, Brasil.Universidade Federal Fluminense. Outeiro de São João Batista. Niterói, Brasil.Universidade Federal do Rio de Janeiro. Laboratório de Modelagem Molecular e 3D QSAR (ModMolQSAR). Rio de Janeiro, RJ, Brasil.Universidade Federal Fluminense. LABIEMol. Outeiro de São João Batista. Niterói, RJ, Brasil.Universidade Federal do Pará. Instituto de Ciências Biológicas. Belém, PA, Brasil.Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Bioquímica de Proteinas e Peptídeos. Rio de Janeiro, RJ, Brasil.Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Bioquímica de Proteinas e Peptídeos. Rio de Janeiro, RJ, Brasil.Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Bioquímica de Proteinas e Peptídeos. Rio de Janeiro, RJ, Brasil.Universidade Federal do Pará. Instituto de Ciências Biológicas. Belém, PA, Brasil.Universidade Federal do Pará. Instituto de Ciências Biológicas. Belém, PA, Brasil.Universidade Federal do Rio de Janeiro. Laboratório de Modelagem Molecular e 3D QSAR (ModMolQSAR). Rio de Janeiro, RJ, Brasil.Universidade Federal do Rio de Janeiro. Laboratório de Modelagem Molecular e 3D QSAR (ModMolQSAR). Rio de Janeiro, RJ, Brasil.Universidade Federal Fluminense. Outeiro de São João Batista. Niterói, Brasil.Universidade Federal Fluminense. Outeiro de São João Batista. Niterói, Brasil.Universidade Federal Fluminense. Outeiro de São João Batista. Niterói, Brasil.Universidade Federal Fluminense. Outeiro de São João Batista. Niterói, Brasil.As part of a continuing search for new potential anticancer candidates, we describe the synthesis, cytotoxicity and mechanistic evaluation of a series of 4-oxoquinoline-3-carboxamide derivatives as novel anticancer agents. The inhibitory activity of compounds 10–18 was determined against three cancer cell lines using the MTT colorimetric assay. The screening revealed that derivatives 16b and 17b exhibited significant cytotoxic activity against the gastric cancer cell line but was not active against a normal cell line, in contrast to doxorubicin, a standard chemotherapeutic drug in clinical use. Interestingly, no hemolytical activity was observed when the toxicity of 16b and 17b was tested against blood cells. The in silico and in vitro mechanistic evaluation indicated the potential of 16b as a lead for the development of novel anticancer agents against gastric cancer cells.4-oxoquinolineCarboxamideHheterocycles;AnticancerEnsaios de Seleção de Medicamentos AntitumoraisAminoimidazol Carboxamidainfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txttext/plain1914https://www.arca.fiocruz.br/bitstream/icict/10163/1/license.txt7d48279ffeed55da8dfe2f8e81f3b81fMD51ORIGINALfloriano_silvajretal_IOC_2014.pdfapplication/pdf1412917https://www.arca.fiocruz.br/bitstream/icict/10163/2/floriano_silvajretal_IOC_2014.pdfefe4a373bbf1ee3722bc9e0e8338d523MD52TEXTfloriano_silvajretal_IOC_2014.pdf.txtfloriano_silvajretal_IOC_2014.pdf.txtExtracted texttext/plain55163https://www.arca.fiocruz.br/bitstream/icict/10163/3/floriano_silvajretal_IOC_2014.pdf.txta0583b1245bfb99ec48b5634f06bc29dMD53icict/101632022-06-24 13:03:04.525oai:www.arca.fiocruz.br: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ório InstitucionalPUBhttps://www.arca.fiocruz.br/oai/requestrepositorio.arca@fiocruz.bropendoar:21352022-06-24T16:03:04Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)false |
dc.title.pt_BR.fl_str_mv |
Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs |
title |
Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs |
spellingShingle |
Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs Forezi, Luana da S. M 4-oxoquinoline Carboxamide Hheterocycles; Anticancer Ensaios de Seleção de Medicamentos Antitumorais Aminoimidazol Carboxamida |
title_short |
Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs |
title_full |
Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs |
title_fullStr |
Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs |
title_full_unstemmed |
Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs |
title_sort |
Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs |
author |
Forezi, Luana da S. M |
author_facet |
Forezi, Luana da S. M Tolentino, Nathalia M. C Souza, Alessandra M. T. de Castro, Helena C Montenegro, Raquel C Dantas, Rafael F Oliveira, Maria E. I. M Silva Jr., Floriano P Barreto, Leilane H Burbano, Rommel M. R Vieira, Bárbara Abrahim Oliveira, Riethe de Ferreira, Vitor F Cunha, Anna C Boechat, Fernanda da C. S Souza, Maria Cecília B. V. de |
author_role |
author |
author2 |
Tolentino, Nathalia M. C Souza, Alessandra M. T. de Castro, Helena C Montenegro, Raquel C Dantas, Rafael F Oliveira, Maria E. I. M Silva Jr., Floriano P Barreto, Leilane H Burbano, Rommel M. R Vieira, Bárbara Abrahim Oliveira, Riethe de Ferreira, Vitor F Cunha, Anna C Boechat, Fernanda da C. S Souza, Maria Cecília B. V. de |
author2_role |
author author author author author author author author author author author author author author author |
dc.contributor.author.fl_str_mv |
Forezi, Luana da S. M Tolentino, Nathalia M. C Souza, Alessandra M. T. de Castro, Helena C Montenegro, Raquel C Dantas, Rafael F Oliveira, Maria E. I. M Silva Jr., Floriano P Barreto, Leilane H Burbano, Rommel M. R Vieira, Bárbara Abrahim Oliveira, Riethe de Ferreira, Vitor F Cunha, Anna C Boechat, Fernanda da C. S Souza, Maria Cecília B. V. de |
dc.subject.en.pt_BR.fl_str_mv |
4-oxoquinoline Carboxamide Hheterocycles; Anticancer |
topic |
4-oxoquinoline Carboxamide Hheterocycles; Anticancer Ensaios de Seleção de Medicamentos Antitumorais Aminoimidazol Carboxamida |
dc.subject.decs.pt_BR.fl_str_mv |
Ensaios de Seleção de Medicamentos Antitumorais Aminoimidazol Carboxamida |
description |
Universidade Federal Fluminense. Outeiro de São João Batista. Niterói, Brasil. |
publishDate |
2014 |
dc.date.issued.fl_str_mv |
2014 |
dc.date.accessioned.fl_str_mv |
2015-05-04T16:34:31Z |
dc.date.available.fl_str_mv |
2015-05-04T16:34:31Z |
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 |
FOREZI, Luana da S. M. et al. Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs. Molecules, v.19, n.5, p.6651-6670, 2014. |
dc.identifier.uri.fl_str_mv |
https://www.arca.fiocruz.br/handle/icict/10163 |
dc.identifier.issn.pt_BR.fl_str_mv |
1420-3049 |
dc.identifier.doi.pt_BR.fl_str_mv |
10.3390/molecules19056651 |
identifier_str_mv |
FOREZI, Luana da S. M. et al. Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs. Molecules, v.19, n.5, p.6651-6670, 2014. 1420-3049 10.3390/molecules19056651 |
url |
https://www.arca.fiocruz.br/handle/icict/10163 |
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eng |
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eng |
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info:eu-repo/semantics/openAccess |
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openAccess |
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open access |
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open access |
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