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dc.contributor.author
Medeiros, Arthur S. A. de
dc.contributor.author
Zoppi, Ariana
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Barbosa, Euzébio G.
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Oliveira, Jonas I. N.
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Fernandes Pedrosa, Matheus F.
dc.contributor.author
Longhi, Marcela Raquel
dc.contributor.author
Silva Júnior, Arnóbio A. da
dc.date.available
2018-10-23T19:53:27Z
dc.date.issued
2016-10
dc.identifier.citation
Medeiros, Arthur S. A. de ; Zoppi, Ariana; Barbosa, Euzébio G.; Oliveira, Jonas I. N.; Fernandes Pedrosa, Matheus F.; et al.; Supramolecular aggregates of oligosaccharides with co-solvents in ternary systems for the solubilizing approach of triamcinolone; Elsevier; Carbohydrate Polymers; 151; 10-2016; 1040-1051
dc.identifier.issn
0144-8617
dc.identifier.uri
http://hdl.handle.net/11336/62955
dc.description.abstract
A second compound is generally associated with oligosaccharides as a strategy to maximize the solubilizing effect for nonpolar compounds. This study elucidated the role and the mechanism whereby liquid compounds interact in these supramolecular aggregates in the solubilization of triamcinolone. Three different oligosaccharides (beta-cyclodextrin, 2-hydroxipropil-beta-cyclodextrin, and randomly methylated beta-cyclodextrin) and two potent co-solvents (triethanolamine and N-methyl pyrrolidone) were carefully evaluated by using three distinct experimental approaches. Incredibly stable complexes were formed with cyclodextrins (CDs). The structure of the complexes was elucidated by magnetic resonance spectra 2D-ROESY. The interactions of the protons of ring “A” of the drug with H3 and H5 protons of the CD cavity observed in the binary complexes remained in both ternary complexes. Unlike the observed ternary associations with triethanolamine, N-methyl pyrrolidone competed with the triamcinolone CD cavity and considerably decreased the stability of the complex and the solubility of the drug. The molecular dynamics (MD) and quantum mechanics:molecular mechanics (QM:MM) calculations supported that triethanolamine stabilized the drug-CD interactions for the conformer identified in the 2D-ROESY experiments, improving the quality and uniformity of the formed complex. The role played by the co-solvent in the ternary complexes depends on its specific ability to interact with the CD cavity in the presence of the drug, which can be predicted in theoretical studies to select the best candidate.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Elsevier
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.subject
Co-Solvents
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Cyclodextrins
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Oligosaccharides
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Supramolecular Aggregates
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Ternary Complexes
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Triamcinolone
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Nano-materiales
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Nanotecnología
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INGENIERÍAS Y TECNOLOGÍAS
dc.title
Supramolecular aggregates of oligosaccharides with co-solvents in ternary systems for the solubilizing approach of triamcinolone
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2018-10-23T13:44:44Z
dc.journal.volume
151
dc.journal.pagination
1040-1051
dc.journal.pais
Países Bajos
dc.journal.ciudad
Amsterdam
dc.description.fil
Fil: Medeiros, Arthur S. A. de. Universidade Federal do Rio Grande do Norte; Brasil
dc.description.fil
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
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Fil: Barbosa, Euzébio G.. Universidade Federal do Rio Grande do Norte; Brasil
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Fil: Oliveira, Jonas I. N.. Universidade Federal do Rio Grande do Norte; Brasil
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Fil: Fernandes Pedrosa, Matheus F.. Universidade Federal do Rio Grande do Norte; Brasil
dc.description.fil
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
dc.description.fil
Fil: Silva Júnior, Arnóbio A. da. Universidade Federal do Rio Grande do Norte; Brasil
dc.journal.title
Carbohydrate Polymers
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0144861716307196
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1016/j.carbpol.2016.06.044
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