Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR

Autores
Priotti, Josefina; García, Agustina; Leonardi, Darío; Ferreira, M. J.; Lamas, Maria Celina; Nunes, T. G.
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Succinyl-β-CD derivatives were obtained by green synthesis with degrees of substitution (DS) 1.3 and 2.9. The spray-drying technique was used to obtain albendazole (ABZ):succinyl-β-CD inclusion complexes. Phase solubility diagrams indicated that both succinyl-β-CD derivatives formed 1:1 molar ratio ABZ complexes, but the complex with DS 2.9 has a lower formation constant. The presence of stable inclusion complexes in aqueous solution was confirmed by NMR. For both complexes the aromatic moiety is encapsulated into the host cavity. In the solid-state, 13C and 15N NMR spectral differences between ABZ and ABZ included in spray-dried systems showed that strong structural changes occurred in the systems. At least two different ABZ amorphous species were identified based on DS. ABZ species were stable over more than six months based on spectral data. Finally, the influence of DS in the number and type of the inclusion complexes was elucidated.
Fil: Priotti, Josefina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: García, Agustina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Leonardi, Darío. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Ferreira, M. J.. Instituto Superior Tecnico; Portugal
Fil: Lamas, Maria Celina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Nunes, T. G.. Instituto Superior Tecnico; Portugal
Materia
ALBENDAZOLE
CYCLODEXTRIN
SOLID-STATE NMR
SOLUTION NMR
SUCCINYL SUBSTITUENT
Nivel de accesibilidad
acceso embargado
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/87454
Acceder
id CONICETDig_19e1430934fda5e6165cb1db0acbb015
oai_identifier_str oai:ri.conicet.gov.ar:11336/87454
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMRPriotti, JosefinaGarcía, AgustinaLeonardi, DaríoFerreira, M. J.Lamas, Maria CelinaNunes, T. G.ALBENDAZOLECYCLODEXTRINSOLID-STATE NMRSOLUTION NMRSUCCINYL SUBSTITUENThttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Succinyl-β-CD derivatives were obtained by green synthesis with degrees of substitution (DS) 1.3 and 2.9. The spray-drying technique was used to obtain albendazole (ABZ):succinyl-β-CD inclusion complexes. Phase solubility diagrams indicated that both succinyl-β-CD derivatives formed 1:1 molar ratio ABZ complexes, but the complex with DS 2.9 has a lower formation constant. The presence of stable inclusion complexes in aqueous solution was confirmed by NMR. For both complexes the aromatic moiety is encapsulated into the host cavity. In the solid-state, 13C and 15N NMR spectral differences between ABZ and ABZ included in spray-dried systems showed that strong structural changes occurred in the systems. At least two different ABZ amorphous species were identified based on DS. ABZ species were stable over more than six months based on spectral data. Finally, the influence of DS in the number and type of the inclusion complexes was elucidated.Fil: Priotti, Josefina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: García, Agustina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Leonardi, Darío. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Ferreira, M. J.. Instituto Superior Tecnico; PortugalFil: Lamas, Maria Celina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; ArgentinaFil: Nunes, T. G.. Instituto Superior Tecnico; PortugalElsevier Science2018-11info:eu-repo/date/embargoEnd/2019-12-01info: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/11336/87454Priotti, Josefina; García, Agustina; Leonardi, Darío; Ferreira, M. J.; Lamas, Maria Celina; et al.; Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR; Elsevier Science; Materials Science and Engineering: C; 92; 11-2018; 694-7020928-4931CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0928493117323858info:eu-repo/semantics/altIdentifier/doi/10.1016/j.msec.2018.07.013info:eu-repo/semantics/embargoedAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:57:33Zoai:ri.conicet.gov.ar:11336/87454instacron: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 09:57:33.942CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR
title Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR
spellingShingle Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR
Priotti, Josefina
ALBENDAZOLE
CYCLODEXTRIN
SOLID-STATE NMR
SOLUTION NMR
SUCCINYL SUBSTITUENT
title_short Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR
title_full Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR
title_fullStr Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR
title_full_unstemmed Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR
title_sort Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR
dc.creator.none.fl_str_mv Priotti, Josefina
García, Agustina
Leonardi, Darío
Ferreira, M. J.
Lamas, Maria Celina
Nunes, T. G.
author Priotti, Josefina
author_facet Priotti, Josefina
García, Agustina
Leonardi, Darío
Ferreira, M. J.
Lamas, Maria Celina
Nunes, T. G.
author_role author
author2 García, Agustina
Leonardi, Darío
Ferreira, M. J.
Lamas, Maria Celina
Nunes, T. G.
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv ALBENDAZOLE
CYCLODEXTRIN
SOLID-STATE NMR
SOLUTION NMR
SUCCINYL SUBSTITUENT
topic ALBENDAZOLE
CYCLODEXTRIN
SOLID-STATE NMR
SOLUTION NMR
SUCCINYL SUBSTITUENT
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Succinyl-β-CD derivatives were obtained by green synthesis with degrees of substitution (DS) 1.3 and 2.9. The spray-drying technique was used to obtain albendazole (ABZ):succinyl-β-CD inclusion complexes. Phase solubility diagrams indicated that both succinyl-β-CD derivatives formed 1:1 molar ratio ABZ complexes, but the complex with DS 2.9 has a lower formation constant. The presence of stable inclusion complexes in aqueous solution was confirmed by NMR. For both complexes the aromatic moiety is encapsulated into the host cavity. In the solid-state, 13C and 15N NMR spectral differences between ABZ and ABZ included in spray-dried systems showed that strong structural changes occurred in the systems. At least two different ABZ amorphous species were identified based on DS. ABZ species were stable over more than six months based on spectral data. Finally, the influence of DS in the number and type of the inclusion complexes was elucidated.
Fil: Priotti, Josefina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: García, Agustina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Leonardi, Darío. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Ferreira, M. J.. Instituto Superior Tecnico; Portugal
Fil: Lamas, Maria Celina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Rosario. Instituto de Química Rosario. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario; Argentina
Fil: Nunes, T. G.. Instituto Superior Tecnico; Portugal
description Succinyl-β-CD derivatives were obtained by green synthesis with degrees of substitution (DS) 1.3 and 2.9. The spray-drying technique was used to obtain albendazole (ABZ):succinyl-β-CD inclusion complexes. Phase solubility diagrams indicated that both succinyl-β-CD derivatives formed 1:1 molar ratio ABZ complexes, but the complex with DS 2.9 has a lower formation constant. The presence of stable inclusion complexes in aqueous solution was confirmed by NMR. For both complexes the aromatic moiety is encapsulated into the host cavity. In the solid-state, 13C and 15N NMR spectral differences between ABZ and ABZ included in spray-dried systems showed that strong structural changes occurred in the systems. At least two different ABZ amorphous species were identified based on DS. ABZ species were stable over more than six months based on spectral data. Finally, the influence of DS in the number and type of the inclusion complexes was elucidated.
publishDate 2018
dc.date.none.fl_str_mv 2018-11
info:eu-repo/date/embargoEnd/2019-12-01
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/11336/87454
Priotti, Josefina; García, Agustina; Leonardi, Darío; Ferreira, M. J.; Lamas, Maria Celina; et al.; Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR; Elsevier Science; Materials Science and Engineering: C; 92; 11-2018; 694-702
0928-4931
CONICET Digital
CONICET
url http://hdl.handle.net/11336/87454
identifier_str_mv Priotti, Josefina; García, Agustina; Leonardi, Darío; Ferreira, M. J.; Lamas, Maria Celina; et al.; Succinyl-β-cyclodextrin: Influence of the substitution degree on albendazole inclusion complexes probed by NMR; Elsevier Science; Materials Science and Engineering: C; 92; 11-2018; 694-702
0928-4931
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/S0928493117323858
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.msec.2018.07.013
dc.rights.none.fl_str_mv info:eu-repo/semantics/embargoedAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv embargoedAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
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
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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score 13.13397

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