NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal
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 subsi...
Ausführliche Beschreibung
Autor*in: |
Echevarria Aurea [verfasserIn] Nascimento Maria da Graça [verfasserIn] Gerônimo Vanilde [verfasserIn] Miller Joseph [verfasserIn] Giesbrecht Astréa [verfasserIn] |
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Englisch |
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1999 |
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In: Journal of the Brazilian Chemical Society - Sociedade Brasileira de Química, 2017, 10(1999), 1, Seite 60-64 |
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Übergeordnetes Werk: |
volume:10 ; year:1999 ; number:1 ; pages:60-64 |
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DOAJ064135519 |
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(DE-627)DOAJ064135519 (DE-599)DOAJb4e832bb48ca4fb780ecdc99078b713a DE-627 ger DE-627 rakwb eng QD1-999 Echevarria Aurea verfasserin aut NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal 1999 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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. Hammett NMR correlations piperonal Chemistry Nascimento Maria da Graça verfasserin aut Gerônimo Vanilde verfasserin aut Miller Joseph verfasserin aut Giesbrecht Astréa verfasserin aut In Journal of the Brazilian Chemical Society Sociedade Brasileira de Química, 2017 10(1999), 1, Seite 60-64 (DE-627)32461330X (DE-600)2028738-0 16784790 nnns volume:10 year:1999 number:1 pages:60-64 https://doaj.org/article/b4e832bb48ca4fb780ecdc99078b713a kostenfrei http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000100010 kostenfrei https://doaj.org/toc/0103-5053 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 10 1999 1 60-64 |
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(DE-627)DOAJ064135519 (DE-599)DOAJb4e832bb48ca4fb780ecdc99078b713a DE-627 ger DE-627 rakwb eng QD1-999 Echevarria Aurea verfasserin aut NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal 1999 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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. Hammett NMR correlations piperonal Chemistry Nascimento Maria da Graça verfasserin aut Gerônimo Vanilde verfasserin aut Miller Joseph verfasserin aut Giesbrecht Astréa verfasserin aut In Journal of the Brazilian Chemical Society Sociedade Brasileira de Química, 2017 10(1999), 1, Seite 60-64 (DE-627)32461330X (DE-600)2028738-0 16784790 nnns volume:10 year:1999 number:1 pages:60-64 https://doaj.org/article/b4e832bb48ca4fb780ecdc99078b713a kostenfrei http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000100010 kostenfrei https://doaj.org/toc/0103-5053 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 10 1999 1 60-64 |
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(DE-627)DOAJ064135519 (DE-599)DOAJb4e832bb48ca4fb780ecdc99078b713a DE-627 ger DE-627 rakwb eng QD1-999 Echevarria Aurea verfasserin aut NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal 1999 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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. Hammett NMR correlations piperonal Chemistry Nascimento Maria da Graça verfasserin aut Gerônimo Vanilde verfasserin aut Miller Joseph verfasserin aut Giesbrecht Astréa verfasserin aut In Journal of the Brazilian Chemical Society Sociedade Brasileira de Química, 2017 10(1999), 1, Seite 60-64 (DE-627)32461330X (DE-600)2028738-0 16784790 nnns volume:10 year:1999 number:1 pages:60-64 https://doaj.org/article/b4e832bb48ca4fb780ecdc99078b713a kostenfrei http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000100010 kostenfrei https://doaj.org/toc/0103-5053 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 10 1999 1 60-64 |
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(DE-627)DOAJ064135519 (DE-599)DOAJb4e832bb48ca4fb780ecdc99078b713a DE-627 ger DE-627 rakwb eng QD1-999 Echevarria Aurea verfasserin aut NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal 1999 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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. Hammett NMR correlations piperonal Chemistry Nascimento Maria da Graça verfasserin aut Gerônimo Vanilde verfasserin aut Miller Joseph verfasserin aut Giesbrecht Astréa verfasserin aut In Journal of the Brazilian Chemical Society Sociedade Brasileira de Química, 2017 10(1999), 1, Seite 60-64 (DE-627)32461330X (DE-600)2028738-0 16784790 nnns volume:10 year:1999 number:1 pages:60-64 https://doaj.org/article/b4e832bb48ca4fb780ecdc99078b713a kostenfrei http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000100010 kostenfrei https://doaj.org/toc/0103-5053 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 10 1999 1 60-64 |
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(DE-627)DOAJ064135519 (DE-599)DOAJb4e832bb48ca4fb780ecdc99078b713a DE-627 ger DE-627 rakwb eng QD1-999 Echevarria Aurea verfasserin aut NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal 1999 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier 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. Hammett NMR correlations piperonal Chemistry Nascimento Maria da Graça verfasserin aut Gerônimo Vanilde verfasserin aut Miller Joseph verfasserin aut Giesbrecht Astréa verfasserin aut In Journal of the Brazilian Chemical Society Sociedade Brasileira de Química, 2017 10(1999), 1, Seite 60-64 (DE-627)32461330X (DE-600)2028738-0 16784790 nnns volume:10 year:1999 number:1 pages:60-64 https://doaj.org/article/b4e832bb48ca4fb780ecdc99078b713a kostenfrei http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50531999000100010 kostenfrei https://doaj.org/toc/0103-5053 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_151 GBV_ILN_161 GBV_ILN_170 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_602 GBV_ILN_2014 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 10 1999 1 60-64 |
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NMR Spectroscopy, Hammett Correlations and Biological Activity of Some Schiff Bases Derived from Piperonal |
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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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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. |
abstract_unstemmed |
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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