Triplet photochemistry of suprofen in aqueous environment and in the beta-cyclodextrin inclusion complex.
The photodecarboxylation of suprofen in the carboxylate form was studied in aqueous medium as a function of the temperature, the concentration and the presence of oxygen by steady-state and time-resolved photochemical techniques. The process is characterized by an activation energy of 9-10 kcal/mol, the precursor state being the lowest triplet which is of pi-pi* nature. The reactivity of the drug was also studied in the beta-cyclodextrin inclusion complex and an additional photoreaction involving the macrocycle as reactive species was observed. Representative NMR and circular dichroism measurements were performed. Singlet molecular oxygen formation was also investigated.
Istituto di Fotochimica e Radiazioni d'Alta Energia, Bologna, Italy.
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De Guidi
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Monti
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry* / Q000528:radiation effects; D002151:Calorimetry; D003505:Cyclodextrins / Q000737:chemistry*; D007700:Kinetics; D010777:Photochemistry; D013496:Suprofen / Q000737:chemistry* / Q000528:radiation effects; D014867:Water; D047392:beta-Cyclodextrins
D000894:Anti-Inflammatory Agents, Non-Steroidal; D003505:Cyclodextrins; D047392:beta-Cyclodextrins; D014867:Water; D013496:Suprofen; C031215:betadex