Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers

Solid dispersions of the nonsteriodal antiin-flammatory drug (NSAID) 2′,4′-difluoro-4-hydroxy-(1,1′-biphenyl)-3-carboxylic acid (DIF) with the water-soluble random copolymer poly(N-vinyl-2-pyrrolidone-co-N, N′-dimethylacrylamide) (VP-co-DMAm) were prepared by the solvent method (coevaporates) and me...

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Detalles Bibliográficos
Autores: De Queiroz, Alvaro A.A., França, Écio J., Abraham, Gustavo Abel, Roman, Julio San
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2004
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/96666
Acceso en línea:http://hdl.handle.net/11336/96666
Access Level:acceso abierto
Palabra clave:CHARGE TRANSFER
DIFFUSION
DISPERSIONS
https://purl.org/becyt/ford/2.5
https://purl.org/becyt/ford/2
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spelling Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymersDe Queiroz, Alvaro A.A.França, Écio J.Abraham, Gustavo AbelRoman, Julio SanCHARGE TRANSFERDIFFUSIONDISPERSIONShttps://purl.org/becyt/ford/2.5https://purl.org/becyt/ford/2Solid dispersions of the nonsteriodal antiin-flammatory drug (NSAID) 2′,4′-difluoro-4-hydroxy-(1,1′-biphenyl)-3-carboxylic acid (DIF) with the water-soluble random copolymer poly(N-vinyl-2-pyrrolidone-co-N, N′-dimethylacrylamide) (VP-co-DMAm) were prepared by the solvent method (coevaporates) and melting DIP/VP-co-DMAm (cofused) physical mixtures. Differential scanning calorimetry (DSC), infrared spectroscopy (FTIR), and X-ray diffraction (XRD) were used to elucidate the possible interaction between the NSAID drug and VP-co-DMAm in cofused and coevaporated polymer-drug solid dispersions. The XRD and FTIR studies suggest the presence of physical interactions with formation of a charge transfer complex between DIF and the VP-co-DMAm copolymers as a consequence of the coevaporation or cofusion processes. In solution, dynamic and equilibrium solubility studies were determined to elucidate the mechanism of interaction between DIP and VP-co-DMAm copolymers. Thermodynamics data about the DIP: VP-co-DMAm dissolution process indicate that the coevaporated systems are more stable that the cofused systems. The dissolution of the cofused and coevaporated systems was diffusion controlled and the dissolution kinetics followed the Noyes-Whitney and the Levich equations. Molecular simulations using semiempirical quantum chemical calculations reinforce the experimental results, suggesting that the improvement in the DIF solubility could be attributed to the charge transfer complex formation between the drug and VP-co-DMAm copolymers.Fil: De Queiroz, Alvaro A.A.. Universidade Federal de Itajubá; BrasilFil: França, Écio J.. Universidade Federal de Itajubá; BrasilFil: Abraham, Gustavo Abel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Mar del Plata. Instituto de Investigaciones en Ciencia y Tecnología de Materiales. Universidad Nacional de Mar del Plata. Facultad de Ingeniería. Instituto de Investigaciones en Ciencia y Tecnología de Materiales; ArgentinaFil: Roman, Julio San. Instituto en Ciencia y Tecnología de Polímeros; EspañaJohn Wiley & Sons Inc2004-08info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/96666De Queiroz, Alvaro A.A.; França, Écio J.; Abraham, Gustavo Abel; Roman, Julio San; Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers; John Wiley & Sons Inc; Journal of Applied Polymer Science; 93; 3; 8-2004; 1337-13470021-8995CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/app.20552info:eu-repo/semantics/altIdentifier/doi/10.1002/app.20552info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2024-05-08T14:26:47Zoai:ri.conicet.gov.ar:11336/96666instacron: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 14:26:47.743CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers
title Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers
spellingShingle Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers
De Queiroz, Alvaro A.A.
CHARGE TRANSFER
DIFFUSION
DISPERSIONS
https://purl.org/becyt/ford/2.5
https://purl.org/becyt/ford/2
title_short Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers
title_full Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers
title_fullStr Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers
title_full_unstemmed Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers
title_sort Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers
dc.creator.none.fl_str_mv De Queiroz, Alvaro A.A.
França, Écio J.
Abraham, Gustavo Abel
Roman, Julio San
author De Queiroz, Alvaro A.A.
author_facet De Queiroz, Alvaro A.A.
França, Écio J.
Abraham, Gustavo Abel
Roman, Julio San
author_role author
author2 França, Écio J.
Abraham, Gustavo Abel
Roman, Julio San
author2_role author
author
author
dc.subject.none.fl_str_mv CHARGE TRANSFER
DIFFUSION
DISPERSIONS
https://purl.org/becyt/ford/2.5
https://purl.org/becyt/ford/2
topic CHARGE TRANSFER
DIFFUSION
DISPERSIONS
https://purl.org/becyt/ford/2.5
https://purl.org/becyt/ford/2
description Solid dispersions of the nonsteriodal antiin-flammatory drug (NSAID) 2′,4′-difluoro-4-hydroxy-(1,1′-biphenyl)-3-carboxylic acid (DIF) with the water-soluble random copolymer poly(N-vinyl-2-pyrrolidone-co-N, N′-dimethylacrylamide) (VP-co-DMAm) were prepared by the solvent method (coevaporates) and melting DIP/VP-co-DMAm (cofused) physical mixtures. Differential scanning calorimetry (DSC), infrared spectroscopy (FTIR), and X-ray diffraction (XRD) were used to elucidate the possible interaction between the NSAID drug and VP-co-DMAm in cofused and coevaporated polymer-drug solid dispersions. The XRD and FTIR studies suggest the presence of physical interactions with formation of a charge transfer complex between DIF and the VP-co-DMAm copolymers as a consequence of the coevaporation or cofusion processes. In solution, dynamic and equilibrium solubility studies were determined to elucidate the mechanism of interaction between DIP and VP-co-DMAm copolymers. Thermodynamics data about the DIP: VP-co-DMAm dissolution process indicate that the coevaporated systems are more stable that the cofused systems. The dissolution of the cofused and coevaporated systems was diffusion controlled and the dissolution kinetics followed the Noyes-Whitney and the Levich equations. Molecular simulations using semiempirical quantum chemical calculations reinforce the experimental results, suggesting that the improvement in the DIF solubility could be attributed to the charge transfer complex formation between the drug and VP-co-DMAm copolymers.
publishDate 2004
dc.date.none.fl_str_mv 2004-08
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/11336/96666
De Queiroz, Alvaro A.A.; França, Écio J.; Abraham, Gustavo Abel; Roman, Julio San; Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers; John Wiley & Sons Inc; Journal of Applied Polymer Science; 93; 3; 8-2004; 1337-1347
0021-8995
CONICET Digital
CONICET
url http://hdl.handle.net/11336/96666
identifier_str_mv De Queiroz, Alvaro A.A.; França, Écio J.; Abraham, Gustavo Abel; Roman, Julio San; Drug complexation and physicochemical properties of vinylpyrrolidone-N, N′-dimethylacrylamide copolymers; John Wiley & Sons Inc; Journal of Applied Polymer Science; 93; 3; 8-2004; 1337-1347
0021-8995
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://onlinelibrary.wiley.com/doi/abs/10.1002/app.20552
info:eu-repo/semantics/altIdentifier/doi/10.1002/app.20552
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 John Wiley & Sons Inc
publisher.none.fl_str_mv John Wiley & Sons Inc
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
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score 15,812429

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