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Type: Artigo de periódico
Title: Non-inclusion Complexes Between Riboflavin And Cyclodextrins.
Author: de Jesus, Marcelo Bispo
Fraceto, Leonardo Fernandes
Martini, Maria Florencia
Pickholz, Monica
Ferreira, Carmen Veríssima
de Paula, Eneida
Abstract: 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. 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. 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. 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.
Subject: Antineoplastic Agents
Cell Line, Tumor
Drug Carriers
Hydrogen Bonding
Prostatic Neoplasms
Citation: The Journal Of Pharmacy And Pharmacology. v. 64, n. 6, p. 832-42, 2012-Jun.
Rights: fechado
Identifier DOI: 10.1111/j.2042-7158.2012.01492.x
Date Issue: 2012
Appears in Collections:Unicamp - Artigos e Outros Documentos

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