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dc.contributor.author
Bispo de Jesus, Marcelo
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Fernandes Fraceto, Leonardo
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Martini, María Florencia
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Pickholz, Mónica Andrea
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Veríssima Ferreira, Carmen
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de Paula, Eneida
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dc.date.available
2023-05-02T11:02:37Z
dc.date.issued
2012-06
dc.identifier.citation
Bispo de Jesus, Marcelo; Fernandes Fraceto, Leonardo; Martini, María Florencia; Pickholz, Mónica Andrea; Veríssima Ferreira, Carmen; et al.; Non-inclusion complexes between riboflavin and cyclodextrins; Pharmaceutical Press-Royal Pharmaceutical Society Great Britian; Journal of Pharmacy and Pharmacology; 64; 6; 6-2012; 832-842
dc.identifier.issn
0022-3573
dc.identifier.uri
http://hdl.handle.net/11336/195901
dc.description.abstract
Objectives To investigate the molecular interaction between β-cyclodextrin (βCD) or hydroxypropyl-β-cyclodextrin (HPβCD) and riboflavin (RF), and to test the anticancer potential of these formulations. Methods The physicochemical characterization of the association between RF and CDs was performed by UV-vis absorption, fluorescence, differential scanning calorimetry and NMR techniques. Molecular dynamics simulation was used to shed light on the mechanism of interaction of RF and CDs. Additionally, in-vitro cell culture tests were performed to evaluate the cytotoxicity of the RF-CD complexes against prostate cancer cells. Key findings Neither βCD nor HPβCD led to substantial changes in the physicochemical properties of RF (with the exception of solubility). Additionally, rotating frame Overhauser effect spectroscopy experiments detected no spatial correlations between hydrogens from the internal cavity of CDs and RF, while molecular dynamics simulations revealed out-of-ring RF-CD interactions. Notwithstanding, both RF-βCD and RF-HPβCD complexes were cytotoxic to PC3 prostate cancer cells. Conclusions The interaction between RF and either βCD or HPβCD, at low concentrations, seems to be made through hydrogen bonding between the flavonoid and the external rim of both CDs. Regardless of the mechanism of complexation, our findings indicate that RF-CD complexes significantly increase RF solubility and potentiate its antitumour effect.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Pharmaceutical Press-Royal Pharmaceutical Society Great Britian
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dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
CYCLODEXTRIN
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NMR
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NON-INCLUSION COMPLEX
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PROSTATE CANCER
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RIBOFLAVIN
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Otras Nanotecnología
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Nanotecnología
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INGENIERÍAS Y TECNOLOGÍAS
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dc.title
Non-inclusion complexes between riboflavin and cyclodextrins
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2023-04-27T11:51:25Z
dc.journal.volume
64
dc.journal.number
6
dc.journal.pagination
832-842
dc.journal.pais
Reino Unido
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dc.description.fil
Fil: Bispo de Jesus, Marcelo. Universidade Estadual de Campinas; Brasil
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Fil: Fernandes Fraceto, Leonardo. Universidade Estadual de Campinas; Brasil
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Fil: Martini, María Florencia. Universidad de Buenos Aires; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
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Fil: Pickholz, Mónica Andrea. Universidade Estadual de Campinas; Brasil. Universidad de Buenos Aires; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
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Fil: Veríssima Ferreira, Carmen. Universidade Estadual de Campinas; Brasil
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Fil: de Paula, Eneida. Universidade Estadual de Campinas; Brasil
dc.journal.title
Journal of Pharmacy and Pharmacology
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dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1111/j.2042-7158.2012.01492.x/abstract
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1111/j.2042-7158.2012.01492.x
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