Non-inclusion complexes between riboflavin and cyclodextrins

The Journal of Pharmacy and Pharmacology
Marcelo Bispo de JesusEneida de Paula

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....Continue Reading

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Citations

Mar 19, 2020·Investigative Ophthalmology & Visual Science·James A GermannSusana Marcos
May 31, 2018·AAPS PharmSciTech·Daniel RealClaudio J Salomon
Sep 24, 2014·Beilstein Journal of Organic Chemistry·Muhammad Ali SherazIqbal Ahmad
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Jun 3, 2021·Polymers·Adrián MatencioFrancesco Trotta
May 29, 2015·Langmuir : the ACS Journal of Surfaces and Colloids·Artur J M ValenteOlle Söderman

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