Complexation of 5-Fluorouracil with <em>β</em>-Cyclodextrin and Sodium Dodecyl Sulfate: A Useful Tool for Encapsulating and Removing This Polluting Drug
Ana M. T. D. P. V. Cabral,
Ana C. G. Fernandes,
Neuza A. M. Joaquim,
Francisco Veiga,
Sara P. C. Sofio,
Isabel Paiva,
Miguel A. Esteso,
M. Melia Rodrigo,
Artur J. M. Valente,
Ana C. F. Ribeiro
Affiliations
Ana M. T. D. P. V. Cabral
Faculty of Pharmacy, University of Coimbra, 3000-548 Coimbra, Portugal
Ana C. G. Fernandes
Department of Chemistry, CQC, Institute of Molecular Sciences, University of Coimbra, 3004-535 Coimbra, Portugal
Neuza A. M. Joaquim
Faculty of Pharmacy, University of Coimbra, 3000-548 Coimbra, Portugal
Francisco Veiga
Faculty of Pharmacy, University of Coimbra, 3000-548 Coimbra, Portugal
Sara P. C. Sofio
Department of Chemistry, CQC, Institute of Molecular Sciences, University of Coimbra, 3004-535 Coimbra, Portugal
Isabel Paiva
Centre of Geography and Spatial Planning, Department of Geography and Tourism, University of Coimbra, 3004-530 Coimbra, Portugal
Miguel A. Esteso
Universidad Católica de Ávila, Calle los Canteros s/n, 05005 Ávila, Spain
M. Melia Rodrigo
U.D. Química Física, Universidad de Alcalá, 28805 Alcalá de Henares, Spain
Artur J. M. Valente
Department of Chemistry, CQC, Institute of Molecular Sciences, University of Coimbra, 3004-535 Coimbra, Portugal
Ana C. F. Ribeiro
Department of Chemistry, CQC, Institute of Molecular Sciences, University of Coimbra, 3004-535 Coimbra, Portugal
The formation of complexes of the drug 5-fluorouracil (5-FU) with β-cyclodextrin (β-CD) and sodium dodecyl sulphate (SDS) was studied through experimental measurements of the ternary mutual diffusion coefficients (D11, D22, D12, and D21) for the systems {5-FU (component 1) + β-CD (component 2) + water} and {5-FU (component 1) + SDS (component 2) + water} at 298.15 K and at concentrations up to 0.05 mol dm−3 by using the Taylor dispersion method, with the objective of removing this polluting drug from the residual systems in which it was present. The results found showed that a coupled diffusion of 5-FU occurred with both β-CD and SDS, as indicated by the nonzero values of the cross-diffusion coefficients, D12 and D21, as a consequence of the complex formation between 5-FU and the β-CD or SDS species. That is, 5-FU was solubilized (encapsulated) by both carriers, although to a greater extent with SDS (K = 20.0 (±0.5) mol−1 dm3) than with β-CD (K = 10.0 (±0.5) mol−1 dm3). Values of 0.107 and 0.190 were determined for the maximum fraction of 5-FU solubilized with β-CD and SDS (at concentrations above its CMC), respectively. This meant that SDS was more efficient at encapsulating and thus removing the 5-FU drug.