SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTAL
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , |
Tipo de documento: | Artigo |
Idioma: | por |
Título da fonte: | Química Nova (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422022000300263 |
Resumo: | In this work, we have studied both experimentally and theoretically the oxybutynin chiral discrimination. According to the main results, the enantioseparation of oxybutynin was efficiently achieved by high performance liquid chromatography in normal phase using the Chiralpak® AD column, which has amylose tris (3,5‐dimethylphenylcarbamate) as a chiral selector. The energetic and structural parameters obtained via density functional theory calculations pointed out the chiral discrimination as well as the enantiomeric elution order of oxybutynin, thus explaining, at molecular level, the experimental data. Finally, the strength of the hydrogen bonds played a key role in the discrimination between the oxybutynin diastereomeric complexes formed. |
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SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTALtheoretical calculationsDensity Functional Theorychiral separationdiasteroisomeric complexesoxybutyninIn this work, we have studied both experimentally and theoretically the oxybutynin chiral discrimination. According to the main results, the enantioseparation of oxybutynin was efficiently achieved by high performance liquid chromatography in normal phase using the Chiralpak® AD column, which has amylose tris (3,5‐dimethylphenylcarbamate) as a chiral selector. The energetic and structural parameters obtained via density functional theory calculations pointed out the chiral discrimination as well as the enantiomeric elution order of oxybutynin, thus explaining, at molecular level, the experimental data. Finally, the strength of the hydrogen bonds played a key role in the discrimination between the oxybutynin diastereomeric complexes formed.Sociedade Brasileira de Química2022-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422022000300263Química Nova v.45 n.3 2022reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0100-4042.20170815info:eu-repo/semantics/openAccessZin,Lilian ChristinaSilva,Camilla FonsecaGuimarães,LucianaBorges,Keyller BastosNascimento Jr.,Clebio Soarespor2022-05-16T00:00:00Zoai:scielo:S0100-40422022000300263Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2022-05-16T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTAL |
title |
SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTAL |
spellingShingle |
SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTAL Zin,Lilian Christina theoretical calculations Density Functional Theory chiral separation diasteroisomeric complexes oxybutynin |
title_short |
SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTAL |
title_full |
SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTAL |
title_fullStr |
SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTAL |
title_full_unstemmed |
SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTAL |
title_sort |
SEPARAÇÃO ENANTIOSSELETIVA DA OXIBUTININA: UMA INVESTIGAÇÃO TEÓRICA E EXPERIMENTAL |
author |
Zin,Lilian Christina |
author_facet |
Zin,Lilian Christina Silva,Camilla Fonseca Guimarães,Luciana Borges,Keyller Bastos Nascimento Jr.,Clebio Soares |
author_role |
author |
author2 |
Silva,Camilla Fonseca Guimarães,Luciana Borges,Keyller Bastos Nascimento Jr.,Clebio Soares |
author2_role |
author author author author |
dc.contributor.author.fl_str_mv |
Zin,Lilian Christina Silva,Camilla Fonseca Guimarães,Luciana Borges,Keyller Bastos Nascimento Jr.,Clebio Soares |
dc.subject.por.fl_str_mv |
theoretical calculations Density Functional Theory chiral separation diasteroisomeric complexes oxybutynin |
topic |
theoretical calculations Density Functional Theory chiral separation diasteroisomeric complexes oxybutynin |
description |
In this work, we have studied both experimentally and theoretically the oxybutynin chiral discrimination. According to the main results, the enantioseparation of oxybutynin was efficiently achieved by high performance liquid chromatography in normal phase using the Chiralpak® AD column, which has amylose tris (3,5‐dimethylphenylcarbamate) as a chiral selector. The energetic and structural parameters obtained via density functional theory calculations pointed out the chiral discrimination as well as the enantiomeric elution order of oxybutynin, thus explaining, at molecular level, the experimental data. Finally, the strength of the hydrogen bonds played a key role in the discrimination between the oxybutynin diastereomeric complexes formed. |
publishDate |
2022 |
dc.date.none.fl_str_mv |
2022-01-01 |
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=S0100-40422022000300263 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422022000300263 |
dc.language.iso.fl_str_mv |
por |
language |
por |
dc.relation.none.fl_str_mv |
10.21577/0100-4042.20170815 |
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.45 n.3 2022 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 |
_version_ |
1750318121820880896 |