Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling
- Autores
- Zoppi, Ariana; Quevedo, Mario Alfredo; Longhi, Marcela Raquel
- Año de publicación
- 2008
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- The main objective of this work was to study an inclusion complex between enalapril (ENA), and B-cyclodextrin (B-CD). From nuclear magnetic resonance (NMR) we determined that the complex showed a 1:1 stoichiometry, with an apparent formation constant (KC) of 439 and 290 M1 for the cis and trans isomers, respectively. The molecular modeling and NMR techniques demonstrated that the aromatic moiety of ENA was inserted into the hydrophobic cavity of B-CD. When studying the chemical stability of ENA complexed to B-CD, a clear stabilizing effect was observed in both the aqueous solution and solid state.
Fil: Zoppi, Ariana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina
Fil: Quevedo, Mario Alfredo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina
Fil: Longhi, Marcela Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina - Materia
-
Enalapril maleate
B-cyclodextrin
Drug stability
NMR sprectroscopy - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/242182
Ver los metadatos del registro completo
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Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modelingZoppi, ArianaQuevedo, Mario AlfredoLonghi, Marcela RaquelEnalapril maleateB-cyclodextrinDrug stabilityNMR sprectroscopyhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The main objective of this work was to study an inclusion complex between enalapril (ENA), and B-cyclodextrin (B-CD). From nuclear magnetic resonance (NMR) we determined that the complex showed a 1:1 stoichiometry, with an apparent formation constant (KC) of 439 and 290 M1 for the cis and trans isomers, respectively. The molecular modeling and NMR techniques demonstrated that the aromatic moiety of ENA was inserted into the hydrophobic cavity of B-CD. When studying the chemical stability of ENA complexed to B-CD, a clear stabilizing effect was observed in both the aqueous solution and solid state.Fil: Zoppi, Ariana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; ArgentinaFil: Quevedo, Mario Alfredo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; ArgentinaFil: Longhi, Marcela Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; ArgentinaPergamon-Elsevier Science Ltd2008-09info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/242182Zoppi, Ariana; Quevedo, Mario Alfredo; Longhi, Marcela Raquel; Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling; Pergamon-Elsevier Science Ltd; Bioorganic & Medicinal Chemistry; 16; 18; 9-2008; 8403-84120968-0896CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0968089608007621info:eu-repo/semantics/altIdentifier/doi/10.1016/j.bmc.2008.08.032info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:20:31Zoai:ri.conicet.gov.ar:11336/242182instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 10:20:31.412CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling |
title |
Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling |
spellingShingle |
Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling Zoppi, Ariana Enalapril maleate B-cyclodextrin Drug stability NMR sprectroscopy |
title_short |
Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling |
title_full |
Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling |
title_fullStr |
Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling |
title_full_unstemmed |
Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling |
title_sort |
Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling |
dc.creator.none.fl_str_mv |
Zoppi, Ariana Quevedo, Mario Alfredo Longhi, Marcela Raquel |
author |
Zoppi, Ariana |
author_facet |
Zoppi, Ariana Quevedo, Mario Alfredo Longhi, Marcela Raquel |
author_role |
author |
author2 |
Quevedo, Mario Alfredo Longhi, Marcela Raquel |
author2_role |
author author |
dc.subject.none.fl_str_mv |
Enalapril maleate B-cyclodextrin Drug stability NMR sprectroscopy |
topic |
Enalapril maleate B-cyclodextrin Drug stability NMR sprectroscopy |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
The main objective of this work was to study an inclusion complex between enalapril (ENA), and B-cyclodextrin (B-CD). From nuclear magnetic resonance (NMR) we determined that the complex showed a 1:1 stoichiometry, with an apparent formation constant (KC) of 439 and 290 M1 for the cis and trans isomers, respectively. The molecular modeling and NMR techniques demonstrated that the aromatic moiety of ENA was inserted into the hydrophobic cavity of B-CD. When studying the chemical stability of ENA complexed to B-CD, a clear stabilizing effect was observed in both the aqueous solution and solid state. Fil: Zoppi, Ariana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina Fil: Quevedo, Mario Alfredo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina Fil: Longhi, Marcela Raquel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba; Argentina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina |
description |
The main objective of this work was to study an inclusion complex between enalapril (ENA), and B-cyclodextrin (B-CD). From nuclear magnetic resonance (NMR) we determined that the complex showed a 1:1 stoichiometry, with an apparent formation constant (KC) of 439 and 290 M1 for the cis and trans isomers, respectively. The molecular modeling and NMR techniques demonstrated that the aromatic moiety of ENA was inserted into the hydrophobic cavity of B-CD. When studying the chemical stability of ENA complexed to B-CD, a clear stabilizing effect was observed in both the aqueous solution and solid state. |
publishDate |
2008 |
dc.date.none.fl_str_mv |
2008-09 |
dc.type.none.fl_str_mv |
info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion http://purl.org/coar/resource_type/c_6501 info:ar-repo/semantics/articulo |
format |
article |
status_str |
publishedVersion |
dc.identifier.none.fl_str_mv |
http://hdl.handle.net/11336/242182 Zoppi, Ariana; Quevedo, Mario Alfredo; Longhi, Marcela Raquel; Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling; Pergamon-Elsevier Science Ltd; Bioorganic & Medicinal Chemistry; 16; 18; 9-2008; 8403-8412 0968-0896 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/242182 |
identifier_str_mv |
Zoppi, Ariana; Quevedo, Mario Alfredo; Longhi, Marcela Raquel; Specific binding capacity of β-cyclodextrin with cis and trans enalapril: Physicochemical characterization and structural studies by molecular modeling; Pergamon-Elsevier Science Ltd; Bioorganic & Medicinal Chemistry; 16; 18; 9-2008; 8403-8412 0968-0896 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0968089608007621 info:eu-repo/semantics/altIdentifier/doi/10.1016/j.bmc.2008.08.032 |
dc.rights.none.fl_str_mv |
info:eu-repo/semantics/openAccess https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ |
eu_rights_str_mv |
openAccess |
rights_invalid_str_mv |
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/ |
dc.format.none.fl_str_mv |
application/pdf application/pdf application/pdf application/pdf |
dc.publisher.none.fl_str_mv |
Pergamon-Elsevier Science Ltd |
publisher.none.fl_str_mv |
Pergamon-Elsevier Science Ltd |
dc.source.none.fl_str_mv |
reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
reponame_str |
CONICET Digital (CONICET) |
collection |
CONICET Digital (CONICET) |
instname_str |
Consejo Nacional de Investigaciones Científicas y Técnicas |
repository.name.fl_str_mv |
CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas |
repository.mail.fl_str_mv |
dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar |
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1844614186362994688 |
score |
13.070432 |