Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution

Association of hydrophilic compounds with cyclodextrins to increase drug solubility has been extensively studied in aqueous solution. However, the mechanism of interaction among these components remains unclear. In this study, the mechanism of interaction of seven different hydrophilic polymers (HPs...

Descripción completa

Detalles Bibliográficos
Autores: Melo, Polyanne Nunes de, Barbosa, Euzébio Guimarães, Caland, Lília Basílio de, Carpegianni, Hugo, Garnero, Claudia, Longhi, Marcela Raquel, Fernandes Pedrosa, Matheus de Freitas, Silva Júnior, Arnóbio Antônio da
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2013
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/25189
Acceso en línea:http://hdl.handle.net/11336/25189
Access Level:acceso abierto
Palabra clave:Benznidazole
Cyclodextrin
Multicomponent Complexes
Solubiity
https://purl.org/becyt/ford/2.10
https://purl.org/becyt/ford/2
id AR_c8dc23aaf22b84a6ffa97cffd6cb245e
oai_identifier_str oai:ri.conicet.gov.ar:11336/25189
network_acronym_str AR
network_name_str Argentina
repository_id_str
dc.title.none.fl_str_mv Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution
title Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution
spellingShingle Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution
Melo, Polyanne Nunes de
Benznidazole
Cyclodextrin
Multicomponent Complexes
Solubiity
https://purl.org/becyt/ford/2.10
https://purl.org/becyt/ford/2
title_short Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution
title_full Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution
title_fullStr Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution
title_full_unstemmed Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution
title_sort Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution
dc.creator.none.fl_str_mv Melo, Polyanne Nunes de
Barbosa, Euzébio Guimarães
Caland, Lília Basílio de
Carpegianni, Hugo
Garnero, Claudia
Longhi, Marcela Raquel
Fernandes Pedrosa, Matheus de Freitas
Silva Júnior, Arnóbio Antônio da
author Melo, Polyanne Nunes de
author_facet Melo, Polyanne Nunes de
Barbosa, Euzébio Guimarães
Caland, Lília Basílio de
Carpegianni, Hugo
Garnero, Claudia
Longhi, Marcela Raquel
Fernandes Pedrosa, Matheus de Freitas
Silva Júnior, Arnóbio Antônio da
author_role author
author2 Barbosa, Euzébio Guimarães
Caland, Lília Basílio de
Carpegianni, Hugo
Garnero, Claudia
Longhi, Marcela Raquel
Fernandes Pedrosa, Matheus de Freitas
Silva Júnior, Arnóbio Antônio da
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Benznidazole
Cyclodextrin
Multicomponent Complexes
Solubiity
https://purl.org/becyt/ford/2.10
https://purl.org/becyt/ford/2
topic Benznidazole
Cyclodextrin
Multicomponent Complexes
Solubiity
https://purl.org/becyt/ford/2.10
https://purl.org/becyt/ford/2
description Association of hydrophilic compounds with cyclodextrins to increase drug solubility has been extensively studied in aqueous solution. However, the mechanism of interaction among these components remains unclear. In this study, the mechanism of interaction of seven different hydrophilic polymers (HPs) and triethanolamine (TEA) in aqueous solution with beta-cyclodextrin (β-CD) to modify the aqueous solubility of benznidazole (BNZ) was well investigated using solubility diagrams, thermodynamic experiments, molecular modeling and NMR studies. Solubility diagrams in different pH values confirmed linear soluble BNZ-β-CD inclusion complexes, with 1:1 stoichiometry (AL type). A synergistic effect in the association of TEA with BCD did not occur, due to competition between TEA and BNZ β-CD cavity, which led to obtain inclusion complexes with limited solubility (B type). The increment of BNZ solubility occurred only at higher TEA concentrations by cosolvency mechanism, which was evidenced by solubility diagrams, molecular modeling and NMR studies. The association of different hydrophilic polymers with β-CD contributes thermodynamically to stabilize the formed complexes, in which POL 407 and PVA increased considerably the observed K1:1 value. An enthalpic contribution of hydrophilic polymers led to enhance the spontaneity of BNZ-β-CD interaction and a slight increasing in entropy change (ΔS) did possible to stabilize the interaction between BNZ and β-CD.
publishDate 2013
dc.date.none.fl_str_mv 2013-07
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/11336/25189
Melo, Polyanne Nunes de; Barbosa, Euzébio Guimarães; Caland, Lília Basílio de; Carpegianni, Hugo; Garnero, Claudia; et al.; Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution; Elsevier Science; Journal of Molecular Liquids; 186; 7-2013; 147-156
0167-7322
CONICET Digital
CONICET
url http://hdl.handle.net/11336/25189
identifier_str_mv Melo, Polyanne Nunes de; Barbosa, Euzébio Guimarães; Caland, Lília Basílio de; Carpegianni, Hugo; Garnero, Claudia; et al.; Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution; Elsevier Science; Journal of Molecular Liquids; 186; 7-2013; 147-156
0167-7322
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molliq.2013.07.004
info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0167732213002250
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
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
_version_ 1799195292792258560
spelling Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solutionMelo, Polyanne Nunes deBarbosa, Euzébio GuimarãesCaland, Lília Basílio deCarpegianni, HugoGarnero, ClaudiaLonghi, Marcela RaquelFernandes Pedrosa, Matheus de FreitasSilva Júnior, Arnóbio Antônio daBenznidazoleCyclodextrinMulticomponent ComplexesSolubiityhttps://purl.org/becyt/ford/2.10https://purl.org/becyt/ford/2Association of hydrophilic compounds with cyclodextrins to increase drug solubility has been extensively studied in aqueous solution. However, the mechanism of interaction among these components remains unclear. In this study, the mechanism of interaction of seven different hydrophilic polymers (HPs) and triethanolamine (TEA) in aqueous solution with beta-cyclodextrin (β-CD) to modify the aqueous solubility of benznidazole (BNZ) was well investigated using solubility diagrams, thermodynamic experiments, molecular modeling and NMR studies. Solubility diagrams in different pH values confirmed linear soluble BNZ-β-CD inclusion complexes, with 1:1 stoichiometry (AL type). A synergistic effect in the association of TEA with BCD did not occur, due to competition between TEA and BNZ β-CD cavity, which led to obtain inclusion complexes with limited solubility (B type). The increment of BNZ solubility occurred only at higher TEA concentrations by cosolvency mechanism, which was evidenced by solubility diagrams, molecular modeling and NMR studies. The association of different hydrophilic polymers with β-CD contributes thermodynamically to stabilize the formed complexes, in which POL 407 and PVA increased considerably the observed K1:1 value. An enthalpic contribution of hydrophilic polymers led to enhance the spontaneity of BNZ-β-CD interaction and a slight increasing in entropy change (ΔS) did possible to stabilize the interaction between BNZ and β-CD.Fil: Melo, Polyanne Nunes de. Universidade Federal do Rio Grande do Norte; BrasilFil: Barbosa, Euzébio Guimarães. Universidade Federal do Rio Grande do Norte; BrasilFil: Caland, Lília Basílio de. Universidade Federal do Rio Grande do Norte; BrasilFil: Carpegianni, Hugo. Universidade Federal do Rio Grande do Norte; BrasilFil: Garnero, Claudia. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Longhi, Marcela Raquel. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Fernandes Pedrosa, Matheus de Freitas. Universidade Federal do Rio Grande do Norte; BrasilFil: Silva Júnior, Arnóbio Antônio da. Universidade Federal do Rio Grande do Norte; BrasilElsevier Science2013-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/25189Melo, Polyanne Nunes de; Barbosa, Euzébio Guimarães; Caland, Lília Basílio de; Carpegianni, Hugo; Garnero, Claudia; et al.; Host–guest interactions between benznidazole and beta-cyclodextrin in multicomponent complex systems involving hydrophilic polymers and triethanolamine in aqueous solution; Elsevier Science; Journal of Molecular Liquids; 186; 7-2013; 147-1560167-7322CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1016/j.molliq.2013.07.004info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0167732213002250info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T13:48:16Zoai:ri.conicet.gov.ar:11336/25189instacron: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:34982024-05-08 13:48:16.617CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
score 15,811543

Similares en LA Referencia