Photodegradation of Nabumetone in n-butanol solutions

[EN]The photolability of the anti-inflammatory drug Nabumetone was studied in n-butanol. The photoproducts were followed by UV-Vis absorption, fluorescence and FTIR spectroscopies as well as gas chromatography–mass spectrometry (GC/MS). The photodegradation process in this organic medium followed fi...

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Detalles Bibliográficos
Autor: Valero Juan, Margarita
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2004
País:España
Institución:Universidad de Salamanca (USAL)
Repositorio:GREDOS. Repositorio Institucional de la Universidad de Salamanca
OAI Identifier:oai:dnet:gredos______::b3801b29a7b6b060baf544dea2ae96fb
Acceso en línea:http://hdl.handle.net/10366/171028
Access Level:acceso abierto
Palabra clave:Nabumetone
Photodegradation
UV-Vis absorption spectroscopy
Fluorescence
FTIR spectroscopy
Gas chromatography–mass spectrometry
Gas Chromatography-Mass Spectrometry
cromatografía de gases y espectrometría de masas
fluorescencia
Descripción
Sumario:[EN]The photolability of the anti-inflammatory drug Nabumetone was studied in n-butanol. The photoproducts were followed by UV-Vis absorption, fluorescence and FTIR spectroscopies as well as gas chromatography–mass spectrometry (GC/MS). The photodegradation process in this organic medium followed first-order kinetics. In contrast with what was expected on the basis of the changes in the electronic spectra observed, the process seems to be more efficient than in water, with a Φ = 0.47 and a half-life, t1/2 = 3.0min, leading to different products. In this medium, the side chain is photo-oxidised to 6-methoxy-2-naphthaldehyde, as a major product. In addition the (4-(6-methoxy-2- naphthyl)-3-buten-2-one) was detected. The kinetic behaviour suggests that the photoproducts are formed from the singlet excited state (1NB∗) of the drug. Therefore the increase in the rate constant of the degradation of the Nabumetone, may be thought to be due to an increase in the concentration of this excited species via hydrogen bond formation with the solvent.