A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations
Autor(a) principal: | |
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Data de Publicação: | 2013 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10316/27249 https://doi.org/10.1016/j.vibspec.2013.08.010 |
Resumo: | The conformational preferences of a series of hydroxylated isoflavones were studied by optical vibrational spectroscopy (FTIR and Raman) coupled with density functional theory (DFT) calculations. Special attention was paid to the effect of the hydroxyl substitution, due to the importance of this group in the biological activity of these systems. The isoflavones investigated – daidzein, genistein and formononetin – were shown to exist in distinct conformations in the solid state, namely regarding the orientation of the hydroxylic groups at C7 and within the catechol moiety, that are determinant factors for their conformational behaviour and antioxidant ability. In the light of the most stable conformers obtained for each molecule, a complete assignment of their experimental vibrational spectra was performed. |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculationsPhytochemicalsIsoflavonesChemopreventionRamanFTIRDFT calculationsThe conformational preferences of a series of hydroxylated isoflavones were studied by optical vibrational spectroscopy (FTIR and Raman) coupled with density functional theory (DFT) calculations. Special attention was paid to the effect of the hydroxyl substitution, due to the importance of this group in the biological activity of these systems. The isoflavones investigated – daidzein, genistein and formononetin – were shown to exist in distinct conformations in the solid state, namely regarding the orientation of the hydroxylic groups at C7 and within the catechol moiety, that are determinant factors for their conformational behaviour and antioxidant ability. In the light of the most stable conformers obtained for each molecule, a complete assignment of their experimental vibrational spectra was performed.Elsevier2013-09info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/27249http://hdl.handle.net/10316/27249https://doi.org/10.1016/j.vibspec.2013.08.010engMACHADO, N. F. L. [et. al] - A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations. "Vibrational Spectroscopy". ISSN 0924-2031. Vol. 68 (2013) p. 257-2650924-2031http://www.sciencedirect.com/science/article/pii/S0924203113001069Machado, N. F. L.Carvalho, L. A. E. Batista deOtero, J. C.Marques, M. P. M.info: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:RCAAP2022-07-27T11:15:09ZPortal AgregadorONG |
dc.title.none.fl_str_mv |
A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations |
title |
A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations |
spellingShingle |
A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations Machado, N. F. L. Phytochemicals Isoflavones Chemoprevention Raman FTIR DFT calculations |
title_short |
A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations |
title_full |
A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations |
title_fullStr |
A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations |
title_full_unstemmed |
A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations |
title_sort |
A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations |
author |
Machado, N. F. L. |
author_facet |
Machado, N. F. L. Carvalho, L. A. E. Batista de Otero, J. C. Marques, M. P. M. |
author_role |
author |
author2 |
Carvalho, L. A. E. Batista de Otero, J. C. Marques, M. P. M. |
author2_role |
author author author |
dc.contributor.author.fl_str_mv |
Machado, N. F. L. Carvalho, L. A. E. Batista de Otero, J. C. Marques, M. P. M. |
dc.subject.por.fl_str_mv |
Phytochemicals Isoflavones Chemoprevention Raman FTIR DFT calculations |
topic |
Phytochemicals Isoflavones Chemoprevention Raman FTIR DFT calculations |
description |
The conformational preferences of a series of hydroxylated isoflavones were studied by optical vibrational spectroscopy (FTIR and Raman) coupled with density functional theory (DFT) calculations. Special attention was paid to the effect of the hydroxyl substitution, due to the importance of this group in the biological activity of these systems. The isoflavones investigated – daidzein, genistein and formononetin – were shown to exist in distinct conformations in the solid state, namely regarding the orientation of the hydroxylic groups at C7 and within the catechol moiety, that are determinant factors for their conformational behaviour and antioxidant ability. In the light of the most stable conformers obtained for each molecule, a complete assignment of their experimental vibrational spectra was performed. |
publishDate |
2013 |
dc.date.none.fl_str_mv |
2013-09 |
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/10316/27249 http://hdl.handle.net/10316/27249 https://doi.org/10.1016/j.vibspec.2013.08.010 |
url |
http://hdl.handle.net/10316/27249 https://doi.org/10.1016/j.vibspec.2013.08.010 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
MACHADO, N. F. L. [et. al] - A conformational study of hydroxylated isoflavones by vibrational spectroscopy coupled with DFT calculations. "Vibrational Spectroscopy". ISSN 0924-2031. Vol. 68 (2013) p. 257-265 0924-2031 http://www.sciencedirect.com/science/article/pii/S0924203113001069 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.publisher.none.fl_str_mv |
Elsevier |
publisher.none.fl_str_mv |
Elsevier |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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repository.mail.fl_str_mv |
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_version_ |
1777302658668822528 |