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Complexation of the Non-steroidal Anti-inflammatory Drug Nabumetone with Modified and Unmodified Cyclodextrins
Authors:Margarita Valero  Silvia M B Costa  José R Ascenso  M Mercedes Velázquez  Licesio J Rodríguez
Institution:(1) Centro de Química Estrutural, Complexo Interdisciplinar, Instituto Superior Técnico, Av. Rovisco Pais, 1049-001 Lisboa, Portugal;(2) Departamento de Química-Física, Facultad de Farmacia, Universidad de Salamanca, Apdo. 449, Salamanca, E-37080, Spain
Abstract:The inclusion of the anti-inflammatory drug, Nabumetone, in agr-, beta- and hydroxypropyl-beta-cyclodextrin (CDs) is studied using UV-VIS absorption and steady-state fluorescence emission. Binding constants and thermodynamic parameters of complex formation are determined by spectrofluorimetry. The inclusion phenomena of Nabumetone with the three cyclodextrins is compared with that of the well known similar anti-inflammatory drug Naproxen. In the case of Nabumetone pronounced differences are observed in the complexation process with each cyclodextrin whereas the respective Naproxen complexes are nearly identical. 1H-NMR experiments show that the inclusion process in Nabumetone can occur either through the substituents in the -2 (butanone) or -6 (methoxy) positions in the naphthalene ring.
Keywords:Nabumetone  Naproxen  cyclodextrin  UV-absorption spectroscopy  fluorescence spectroscopy  thermodynamics  proton NMR
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