NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
Main Author: | |
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Publication Date: | 1999 |
Other Authors: | , , , |
Format: | Article |
Language: | eng |
Source: | Journal of the Brazilian Chemical Society (Online) |
Download full: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000100010 |
Summary: | 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. |
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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 |