Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities

Detalhes bibliográficos
Autor(a) principal: Sarmiento-Sánchez,Juan I.
Data de Publicação: 2014
Outros Autores: Montes-Avila,Julio, Ochoa-Terán,Adrián, Delgado-Vargas,Francisco, Wilson-Corral,Victor, Díaz-Camacho,Sylvia P., García-Páez,Fernando, Bastidas-Bastidas,Pedro
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422014000800006
Resumo: A facile one-step synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides and TMSA was described. This paper determines their antimicrobial activity against nine human bacterial pathogens by the broth microdilution method; antioxidant activity by DPPH• inactivation and a ferric-reducing power assay; and toxicity by a brine shrimp, Artemia salina, assay. The 1H-benzoxazine-2,4-dione yields were in the range of 57 to 98%. The novel compound 1H-pyrazino[2,3-][1,3]oxazine-2,4-dione 4c showed the highest antioxidant capacity (DPPH 35.4% and FRAP 0.063 µmol TEs/µmol).
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spelling Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities1H-benzoxazine-2,4-dioneantimicrobial activityantioxidant activitytoxicityA facile one-step synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides and TMSA was described. This paper determines their antimicrobial activity against nine human bacterial pathogens by the broth microdilution method; antioxidant activity by DPPH• inactivation and a ferric-reducing power assay; and toxicity by a brine shrimp, Artemia salina, assay. The 1H-benzoxazine-2,4-dione yields were in the range of 57 to 98%. The novel compound 1H-pyrazino[2,3-][1,3]oxazine-2,4-dione 4c showed the highest antioxidant capacity (DPPH 35.4% and FRAP 0.063 µmol TEs/µmol).Sociedade Brasileira de Química2014-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422014000800006Química Nova v.37 n.8 2014reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0100-4042.20140201info:eu-repo/semantics/openAccessSarmiento-Sánchez,Juan I.Montes-Avila,JulioOchoa-Terán,AdriánDelgado-Vargas,FranciscoWilson-Corral,VictorDíaz-Camacho,Sylvia P.García-Páez,FernandoBastidas-Bastidas,Pedroeng2019-06-28T00:00:00Zoai:scielo:S0100-40422014000800006Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2019-06-28T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities
title Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities
spellingShingle Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities
Sarmiento-Sánchez,Juan I.
1H-benzoxazine-2,4-dione
antimicrobial activity
antioxidant activity
toxicity
title_short Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities
title_full Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities
title_fullStr Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities
title_full_unstemmed Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities
title_sort Synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides: evaluation of antioxidant and antimicrobial activities
author Sarmiento-Sánchez,Juan I.
author_facet Sarmiento-Sánchez,Juan I.
Montes-Avila,Julio
Ochoa-Terán,Adrián
Delgado-Vargas,Francisco
Wilson-Corral,Victor
Díaz-Camacho,Sylvia P.
García-Páez,Fernando
Bastidas-Bastidas,Pedro
author_role author
author2 Montes-Avila,Julio
Ochoa-Terán,Adrián
Delgado-Vargas,Francisco
Wilson-Corral,Victor
Díaz-Camacho,Sylvia P.
García-Páez,Fernando
Bastidas-Bastidas,Pedro
author2_role author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Sarmiento-Sánchez,Juan I.
Montes-Avila,Julio
Ochoa-Terán,Adrián
Delgado-Vargas,Francisco
Wilson-Corral,Victor
Díaz-Camacho,Sylvia P.
García-Páez,Fernando
Bastidas-Bastidas,Pedro
dc.subject.por.fl_str_mv 1H-benzoxazine-2,4-dione
antimicrobial activity
antioxidant activity
toxicity
topic 1H-benzoxazine-2,4-dione
antimicrobial activity
antioxidant activity
toxicity
description A facile one-step synthesis of 1H-benzoxazine-2,4-diones from heterocyclic anhydrides and TMSA was described. This paper determines their antimicrobial activity against nine human bacterial pathogens by the broth microdilution method; antioxidant activity by DPPH• inactivation and a ferric-reducing power assay; and toxicity by a brine shrimp, Artemia salina, assay. The 1H-benzoxazine-2,4-dione yields were in the range of 57 to 98%. The novel compound 1H-pyrazino[2,3-][1,3]oxazine-2,4-dione 4c showed the highest antioxidant capacity (DPPH 35.4% and FRAP 0.063 µmol TEs/µmol).
publishDate 2014
dc.date.none.fl_str_mv 2014-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422014000800006
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422014000800006
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.5935/0100-4042.20140201
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.37 n.8 2014
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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