NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal

Detalhes bibliográficos
Autor(a) principal: Echevarria,Aurea
Data de Publicação: 1999
Outros Autores: Nascimento,Maria da Graça, Gerônimo,Vanilde, Miller,Joseph, Giesbrecht,Astréa
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000100010
Resumo: A series of eleven Schiff Bases have been synthesized. They were obtained by condensation of piperonal (3,4-methylenedioxybenzaldehyde) with the corresponding aromatic primary amines. Their ¹H and 13C-NMR spectra have been obtained and the Hammett correlations including chemical shifts and the subsitutent constants (sigmap, sigmaR e sigmaI) were studied. Linear and bilinear significant correlations were observed for iminic carbon (C-alpha) and C-1’, showing a more significant ressonance effect on chemical shifts. The chemical shifts for C-4’ were highly affected by substituent effects, especially for halogens in the expected direction. Their biological activity against microorganisms has also been measured and significant activity was showed against Epidermophyton floccosum. The biological activity did not give a reasonable relationship with electronic effects.
id SBQ-2_c8c0b0fed847f3e7abd6434ca5ca4b79
oai_identifier_str oai:scielo:S0103-50531999000100010
network_acronym_str SBQ-2
network_name_str Journal of the Brazilian Chemical Society (Online)
repository_id_str
spelling NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from PiperonalHammett NMR correlationspiperonalA series of eleven Schiff Bases have been synthesized. They were obtained by condensation of piperonal (3,4-methylenedioxybenzaldehyde) with the corresponding aromatic primary amines. Their ¹H and 13C-NMR spectra have been obtained and the Hammett correlations including chemical shifts and the subsitutent constants (sigmap, sigmaR e sigmaI) were studied. Linear and bilinear significant correlations were observed for iminic carbon (C-alpha) and C-1’, showing a more significant ressonance effect on chemical shifts. The chemical shifts for C-4’ were highly affected by substituent effects, especially for halogens in the expected direction. Their biological activity against microorganisms has also been measured and significant activity was showed against Epidermophyton floccosum. The biological activity did not give a reasonable relationship with electronic effects.Sociedade Brasileira de Química1999-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000100010Journal of the Brazilian Chemical Society v.10 n.1 1999reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50531999000100010info:eu-repo/semantics/openAccessEchevarria,AureaNascimento,Maria da GraçaGerônimo,VanildeMiller,JosephGiesbrecht,Astréaeng2002-10-23T00:00:00Zoai:scielo:S0103-50531999000100010Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2002-10-23T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
title NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
spellingShingle NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
Echevarria,Aurea
Hammett NMR correlations
piperonal
title_short NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
title_full NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
title_fullStr NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
title_full_unstemmed NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
title_sort NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
author Echevarria,Aurea
author_facet Echevarria,Aurea
Nascimento,Maria da Graça
Gerônimo,Vanilde
Miller,Joseph
Giesbrecht,Astréa
author_role author
author2 Nascimento,Maria da Graça
Gerônimo,Vanilde
Miller,Joseph
Giesbrecht,Astréa
author2_role author
author
author
author
dc.contributor.author.fl_str_mv Echevarria,Aurea
Nascimento,Maria da Graça
Gerônimo,Vanilde
Miller,Joseph
Giesbrecht,Astréa
dc.subject.por.fl_str_mv Hammett NMR correlations
piperonal
topic Hammett NMR correlations
piperonal
description A series of eleven Schiff Bases have been synthesized. They were obtained by condensation of piperonal (3,4-methylenedioxybenzaldehyde) with the corresponding aromatic primary amines. Their ¹H and 13C-NMR spectra have been obtained and the Hammett correlations including chemical shifts and the subsitutent constants (sigmap, sigmaR e sigmaI) were studied. Linear and bilinear significant correlations were observed for iminic carbon (C-alpha) and C-1’, showing a more significant ressonance effect on chemical shifts. The chemical shifts for C-4’ were highly affected by substituent effects, especially for halogens in the expected direction. Their biological activity against microorganisms has also been measured and significant activity was showed against Epidermophyton floccosum. The biological activity did not give a reasonable relationship with electronic effects.
publishDate 1999
dc.date.none.fl_str_mv 1999-01-01
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=S0103-50531999000100010
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000100010
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50531999000100010
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 Journal of the Brazilian Chemical Society v.10 n.1 1999
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
_version_ 1750318163472416768