Synthesis, Cytotoxicity and Mechanistic Evaluation of 4-Oxoquinoline-3-carboxamide Derivatives: Finding New Potential Anticancer Drugs

Detalhes bibliográficos
Autor(a) principal: Forezi, Luana da S. M
Data de Publicação: 2014
Outros Autores: 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
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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spelling 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
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 open access
publisher.none.fl_str_mv open access
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/10163/1/license.txt
https://www.arca.fiocruz.br/bitstream/icict/10163/2/floriano_silvajretal_IOC_2014.pdf
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