Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives

Detalhes bibliográficos
Autor(a) principal: Vieira, Mónica
Data de Publicação: 2014
Outros Autores: Pinheiro, Cátia, Fernandes, Rúben, Noronha, João Paulo, Prudêncio, Cristina
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.22/14336
Resumo: Quinoxaline is a chemical compound that presents a structure that is similar to quinolone antibiotics. The present work reports the study of the antimicrobial activity of quinoxaline N,N-dioxide and some derivatives against bacterial and yeast strains. The compounds studied were quinoxaline-1,4-dioxide (QNX), 2-methylquinoxaline-1,4-dioxide (2MQNX), 2-methyl-3-benzoylquinoxaline-1,4-dioxide (2M3BenzoylQNX), 2-methyl-3-benzylquinoxaline-1,4-dioxide (2M3BQNX), 2-amino-3-cyanoquinoxaline-1,4-dioxide (2A3CQNX), 3-methyl-2-quinoxalinecarboxamide-1,4-dioxide (3M2QNXC), 2-hydroxyphenazine-N,N-dioxide (2HF) and 3-methyl-N-(2-methylphenyl)quinoxalinecarboxamide-1,4-dioxide (3MN(2MF)QNXC). The prokaryotic strains used were Staphylococcus aureus ATCC 6538, S. aureus ATCC 6538P, S. aureus ATCC 29213, Escherichia coli ATCC 25922, E. coli S3R9, E. coli S3R22, E. coli TEM-1 CTX-M9, E. coli TEM-1, E. coli AmpC Mox-2, E. coli CTX-M2 e E. coli CTX-M9. The Candida albicans ATCC 10231 and Saccharomyces cerevisiae PYCC 4072 were used as eukaryotic strains. For the compounds that presented activity using the disk diffusion method, the minimum inhibitory concentration (MIC) was determined. The alterations of cellular viability were evaluated in a time-course assay. Death curves for bacteria and growth curves for S. cerevisiae PYCC 4072 were also accessed. The results obtained suggest potential new drugs for antimicrobial activity chemotherapy since the MIC's determined present low values and cellular viability tests show the complete elimination of the bacterial strain. Also, the cellular viability tests for the eukaryotic model, S. cerevisiae, indicate low toxicity for the compounds tested.
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spelling Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivativesAnti-Infective AgentsCandida albicansEscherichia coliMicrobial Sensitivity TestsMicrobial ViabilityQuinoxalinesSaccharomyces cerevisiaeStaphylococcus aureusQuinoxaline is a chemical compound that presents a structure that is similar to quinolone antibiotics. The present work reports the study of the antimicrobial activity of quinoxaline N,N-dioxide and some derivatives against bacterial and yeast strains. The compounds studied were quinoxaline-1,4-dioxide (QNX), 2-methylquinoxaline-1,4-dioxide (2MQNX), 2-methyl-3-benzoylquinoxaline-1,4-dioxide (2M3BenzoylQNX), 2-methyl-3-benzylquinoxaline-1,4-dioxide (2M3BQNX), 2-amino-3-cyanoquinoxaline-1,4-dioxide (2A3CQNX), 3-methyl-2-quinoxalinecarboxamide-1,4-dioxide (3M2QNXC), 2-hydroxyphenazine-N,N-dioxide (2HF) and 3-methyl-N-(2-methylphenyl)quinoxalinecarboxamide-1,4-dioxide (3MN(2MF)QNXC). The prokaryotic strains used were Staphylococcus aureus ATCC 6538, S. aureus ATCC 6538P, S. aureus ATCC 29213, Escherichia coli ATCC 25922, E. coli S3R9, E. coli S3R22, E. coli TEM-1 CTX-M9, E. coli TEM-1, E. coli AmpC Mox-2, E. coli CTX-M2 e E. coli CTX-M9. The Candida albicans ATCC 10231 and Saccharomyces cerevisiae PYCC 4072 were used as eukaryotic strains. For the compounds that presented activity using the disk diffusion method, the minimum inhibitory concentration (MIC) was determined. The alterations of cellular viability were evaluated in a time-course assay. Death curves for bacteria and growth curves for S. cerevisiae PYCC 4072 were also accessed. The results obtained suggest potential new drugs for antimicrobial activity chemotherapy since the MIC's determined present low values and cellular viability tests show the complete elimination of the bacterial strain. Also, the cellular viability tests for the eukaryotic model, S. cerevisiae, indicate low toxicity for the compounds tested.ElsevierRepositório Científico do Instituto Politécnico do PortoVieira, MónicaPinheiro, CátiaFernandes, RúbenNoronha, João PauloPrudêncio, Cristina2019-07-11T13:28:54Z20142014-01-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.22/14336engVieira, M., Pinheiro, C., Fernandes, R., Noronha, J. P., & Prudêncio, C. (2014). Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives. Microbiological Research, 169(4), 287–293. https://doi.org/10.1016/j.micres.2013.06.01510.1016/j.micres.2013.06.015info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2024-01-10T01:49:10Zoai:recipp.ipp.pt:10400.22/14336Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T17:34:11.572362Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives
title Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives
spellingShingle Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives
Vieira, Mónica
Anti-Infective Agents
Candida albicans
Escherichia coli
Microbial Sensitivity Tests
Microbial Viability
Quinoxalines
Saccharomyces cerevisiae
Staphylococcus aureus
title_short Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives
title_full Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives
title_fullStr Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives
title_full_unstemmed Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives
title_sort Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives
author Vieira, Mónica
author_facet Vieira, Mónica
Pinheiro, Cátia
Fernandes, Rúben
Noronha, João Paulo
Prudêncio, Cristina
author_role author
author2 Pinheiro, Cátia
Fernandes, Rúben
Noronha, João Paulo
Prudêncio, Cristina
author2_role author
author
author
author
dc.contributor.none.fl_str_mv Repositório Científico do Instituto Politécnico do Porto
dc.contributor.author.fl_str_mv Vieira, Mónica
Pinheiro, Cátia
Fernandes, Rúben
Noronha, João Paulo
Prudêncio, Cristina
dc.subject.por.fl_str_mv Anti-Infective Agents
Candida albicans
Escherichia coli
Microbial Sensitivity Tests
Microbial Viability
Quinoxalines
Saccharomyces cerevisiae
Staphylococcus aureus
topic Anti-Infective Agents
Candida albicans
Escherichia coli
Microbial Sensitivity Tests
Microbial Viability
Quinoxalines
Saccharomyces cerevisiae
Staphylococcus aureus
description Quinoxaline is a chemical compound that presents a structure that is similar to quinolone antibiotics. The present work reports the study of the antimicrobial activity of quinoxaline N,N-dioxide and some derivatives against bacterial and yeast strains. The compounds studied were quinoxaline-1,4-dioxide (QNX), 2-methylquinoxaline-1,4-dioxide (2MQNX), 2-methyl-3-benzoylquinoxaline-1,4-dioxide (2M3BenzoylQNX), 2-methyl-3-benzylquinoxaline-1,4-dioxide (2M3BQNX), 2-amino-3-cyanoquinoxaline-1,4-dioxide (2A3CQNX), 3-methyl-2-quinoxalinecarboxamide-1,4-dioxide (3M2QNXC), 2-hydroxyphenazine-N,N-dioxide (2HF) and 3-methyl-N-(2-methylphenyl)quinoxalinecarboxamide-1,4-dioxide (3MN(2MF)QNXC). The prokaryotic strains used were Staphylococcus aureus ATCC 6538, S. aureus ATCC 6538P, S. aureus ATCC 29213, Escherichia coli ATCC 25922, E. coli S3R9, E. coli S3R22, E. coli TEM-1 CTX-M9, E. coli TEM-1, E. coli AmpC Mox-2, E. coli CTX-M2 e E. coli CTX-M9. The Candida albicans ATCC 10231 and Saccharomyces cerevisiae PYCC 4072 were used as eukaryotic strains. For the compounds that presented activity using the disk diffusion method, the minimum inhibitory concentration (MIC) was determined. The alterations of cellular viability were evaluated in a time-course assay. Death curves for bacteria and growth curves for S. cerevisiae PYCC 4072 were also accessed. The results obtained suggest potential new drugs for antimicrobial activity chemotherapy since the MIC's determined present low values and cellular viability tests show the complete elimination of the bacterial strain. Also, the cellular viability tests for the eukaryotic model, S. cerevisiae, indicate low toxicity for the compounds tested.
publishDate 2014
dc.date.none.fl_str_mv 2014
2014-01-01T00:00:00Z
2019-07-11T13:28:54Z
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.uri.fl_str_mv http://hdl.handle.net/10400.22/14336
url http://hdl.handle.net/10400.22/14336
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Vieira, M., Pinheiro, C., Fernandes, R., Noronha, J. P., & Prudêncio, C. (2014). Antimicrobial activity of quinoxaline 1,4-dioxide with 2- and 3-substituted derivatives. Microbiological Research, 169(4), 287–293. https://doi.org/10.1016/j.micres.2013.06.015
10.1016/j.micres.2013.06.015
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
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dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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