Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies
- Autores
- Kogawa, A. C.; Zoppi, Ariana; Quevedo, Mario Alfredo; Longhi, Marcela Raquel; Nunes Salgado, H. R.
- Año de publicación
- 2014
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- Darunavir (DRV) is a protease inhibitor used in the treatment of HIVinfection, which constitutes a keystone in the therapy of patientsinfected with this virus. Unfortunately, DRV has low solubility inwater and poor bioavailability, therefore it requires administration inrelatively high doses in order to exhibit therapeutic efficacy. Acommonly applied approach to increase the solubility of drugs is theformation of complexes with macromolecules, of which molecularencapsulation with β-cyclodextrin (βCD) constitutes an alternative forthe development of new pharmaceutical dosage forms. Therefore, itwas to evaluate by theoretical (molecular modelling) and experimental(spectroscopic) approaches the possibility of obtaining an inclusioncomplex between DRV and βCD. From the results obtained by thedocking procedures, we found three clusters of conformations for the DRV:β-CD complex, corresponding to conformations in which the ligand moieties were buried into the β-CD hydrophobic cavities. Molecular modelling results were compared with spectroscopic studies, with 1H NMR studies evidencing that DRV and βCD proton resonances were modified upon complexation, thus confirming the formation of the inclusion complex. The combination of theoretical and experimental techniques confirmed the formation of the inclusion complex between DRV and βCD.
Fil: Kogawa, A. C.. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil
Fil: Zoppi, Ariana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
Fil: Quevedo, Mario Alfredo. Consejo Nacional de Investigaciones Científicas y Técnicas; 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. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina
Fil: Nunes Salgado, H. R.. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil - Materia
-
Darunavir
Ciclodextrinas
Complejos - 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:11336/51853
Ver los metadatos del registro completo
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Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studiesKogawa, A. C.Zoppi, ArianaQuevedo, Mario AlfredoLonghi, Marcela RaquelNunes Salgado, H. R.DarunavirCiclodextrinasComplejoshttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Darunavir (DRV) is a protease inhibitor used in the treatment of HIVinfection, which constitutes a keystone in the therapy of patientsinfected with this virus. Unfortunately, DRV has low solubility inwater and poor bioavailability, therefore it requires administration inrelatively high doses in order to exhibit therapeutic efficacy. Acommonly applied approach to increase the solubility of drugs is theformation of complexes with macromolecules, of which molecularencapsulation with β-cyclodextrin (βCD) constitutes an alternative forthe development of new pharmaceutical dosage forms. Therefore, itwas to evaluate by theoretical (molecular modelling) and experimental(spectroscopic) approaches the possibility of obtaining an inclusioncomplex between DRV and βCD. From the results obtained by thedocking procedures, we found three clusters of conformations for the DRV:β-CD complex, corresponding to conformations in which the ligand moieties were buried into the β-CD hydrophobic cavities. Molecular modelling results were compared with spectroscopic studies, with 1H NMR studies evidencing that DRV and βCD proton resonances were modified upon complexation, thus confirming the formation of the inclusion complex. The combination of theoretical and experimental techniques confirmed the formation of the inclusion complex between DRV and βCD.Fil: Kogawa, A. C.. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilFil: Zoppi, Ariana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; ArgentinaFil: Quevedo, Mario Alfredo. Consejo Nacional de Investigaciones Científicas y Técnicas; 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. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; ArgentinaFil: Nunes Salgado, H. R.. Universidade Estadual Paulista Julio de Mesquita Filho; BrasilWorld Journal of Pharmacy and Pharmaceutical Sciences2014-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/51853Kogawa, A. C.; Zoppi, Ariana; Quevedo, Mario Alfredo; Longhi, Marcela Raquel; Nunes Salgado, H. R.; Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies; World Journal of Pharmacy and Pharmaceutical Sciences; World Journal of Pharmacy and Pharmaceutical Sciences; 3; 6-2014; 298-3092278-4357CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.wjpps.com/wjpps_controller/abstract_id/1383info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:07:19Zoai:ri.conicet.gov.ar:11336/51853instacron: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:34982025-09-03 10:07:20.128CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies |
title |
Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies |
spellingShingle |
Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies Kogawa, A. C. Darunavir Ciclodextrinas Complejos |
title_short |
Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies |
title_full |
Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies |
title_fullStr |
Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies |
title_full_unstemmed |
Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies |
title_sort |
Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies |
dc.creator.none.fl_str_mv |
Kogawa, A. C. Zoppi, Ariana Quevedo, Mario Alfredo Longhi, Marcela Raquel Nunes Salgado, H. R. |
author |
Kogawa, A. C. |
author_facet |
Kogawa, A. C. Zoppi, Ariana Quevedo, Mario Alfredo Longhi, Marcela Raquel Nunes Salgado, H. R. |
author_role |
author |
author2 |
Zoppi, Ariana Quevedo, Mario Alfredo Longhi, Marcela Raquel Nunes Salgado, H. R. |
author2_role |
author author author author |
dc.subject.none.fl_str_mv |
Darunavir Ciclodextrinas Complejos |
topic |
Darunavir Ciclodextrinas Complejos |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
Darunavir (DRV) is a protease inhibitor used in the treatment of HIVinfection, which constitutes a keystone in the therapy of patientsinfected with this virus. Unfortunately, DRV has low solubility inwater and poor bioavailability, therefore it requires administration inrelatively high doses in order to exhibit therapeutic efficacy. Acommonly applied approach to increase the solubility of drugs is theformation of complexes with macromolecules, of which molecularencapsulation with β-cyclodextrin (βCD) constitutes an alternative forthe development of new pharmaceutical dosage forms. Therefore, itwas to evaluate by theoretical (molecular modelling) and experimental(spectroscopic) approaches the possibility of obtaining an inclusioncomplex between DRV and βCD. From the results obtained by thedocking procedures, we found three clusters of conformations for the DRV:β-CD complex, corresponding to conformations in which the ligand moieties were buried into the β-CD hydrophobic cavities. Molecular modelling results were compared with spectroscopic studies, with 1H NMR studies evidencing that DRV and βCD proton resonances were modified upon complexation, thus confirming the formation of the inclusion complex. The combination of theoretical and experimental techniques confirmed the formation of the inclusion complex between DRV and βCD. Fil: Kogawa, A. C.. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil Fil: Zoppi, Ariana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina Fil: Quevedo, Mario Alfredo. Consejo Nacional de Investigaciones Científicas y Técnicas; 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. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Unidad de Investigación y Desarrollo en Tecnología Farmacéutica; Argentina Fil: Nunes Salgado, H. R.. Universidade Estadual Paulista Julio de Mesquita Filho; Brasil |
description |
Darunavir (DRV) is a protease inhibitor used in the treatment of HIVinfection, which constitutes a keystone in the therapy of patientsinfected with this virus. Unfortunately, DRV has low solubility inwater and poor bioavailability, therefore it requires administration inrelatively high doses in order to exhibit therapeutic efficacy. Acommonly applied approach to increase the solubility of drugs is theformation of complexes with macromolecules, of which molecularencapsulation with β-cyclodextrin (βCD) constitutes an alternative forthe development of new pharmaceutical dosage forms. Therefore, itwas to evaluate by theoretical (molecular modelling) and experimental(spectroscopic) approaches the possibility of obtaining an inclusioncomplex between DRV and βCD. From the results obtained by thedocking procedures, we found three clusters of conformations for the DRV:β-CD complex, corresponding to conformations in which the ligand moieties were buried into the β-CD hydrophobic cavities. Molecular modelling results were compared with spectroscopic studies, with 1H NMR studies evidencing that DRV and βCD proton resonances were modified upon complexation, thus confirming the formation of the inclusion complex. The combination of theoretical and experimental techniques confirmed the formation of the inclusion complex between DRV and βCD. |
publishDate |
2014 |
dc.date.none.fl_str_mv |
2014-06 |
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/11336/51853 Kogawa, A. C.; Zoppi, Ariana; Quevedo, Mario Alfredo; Longhi, Marcela Raquel; Nunes Salgado, H. R.; Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies; World Journal of Pharmacy and Pharmaceutical Sciences; World Journal of Pharmacy and Pharmaceutical Sciences; 3; 6-2014; 298-309 2278-4357 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/51853 |
identifier_str_mv |
Kogawa, A. C.; Zoppi, Ariana; Quevedo, Mario Alfredo; Longhi, Marcela Raquel; Nunes Salgado, H. R.; Complexation between darunavir and β-Cyclodextrin. Experimental and theoretical studies; World Journal of Pharmacy and Pharmaceutical Sciences; World Journal of Pharmacy and Pharmaceutical Sciences; 3; 6-2014; 298-309 2278-4357 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/url/http://www.wjpps.com/wjpps_controller/abstract_id/1383 |
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 |
dc.publisher.none.fl_str_mv |
World Journal of Pharmacy and Pharmaceutical Sciences |
publisher.none.fl_str_mv |
World Journal of Pharmacy and Pharmaceutical Sciences |
dc.source.none.fl_str_mv |
reponame:CONICET Digital (CONICET) instname:Consejo Nacional de Investigaciones Científicas y Técnicas |
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CONICET Digital (CONICET) |
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CONICET Digital (CONICET) |
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Consejo Nacional de Investigaciones Científicas y Técnicas |
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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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13.13397 |