MICELLAR EFFECT ON THE FLUORESCENCE QUENCHING OF INDOLIC COMPOUNDS BY AMINOACIDS |
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| Authors: | S G Bertolotti M DEL V Bohorquez J J Cosa N A Garciaand C M Previtali |
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| Institution: | Center for Bio-Pharmaceutical Sciences, Division of Medicinal Chemistry, Gorlaeus Laboratories, P.O. Box 9502, 2300 RA Leiden, The Netherlands |
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| Abstract: | Abstract— The photolysis in aqueous neutral solutions of 5-nitrofurfural (NFA), an important metabolite of nitrofurans used as medicines, was investigated. Upon UV-A irradiation NFA loses up to 70 mol % nitrite, with formation of 5-hydroxymethylene-2(5H)-furanone, a new substance. When Cl−1 is present 5-chlorofurfural is an important photoproduct. Photo-induced addition of either OH or CI−1, followed by thermochemical elimination of NO2−1, is the proposed mechanism. Furthermore, NFA reacts with nitrite yielding nifuroxim. The possible role of the NFA photolysis in the occurrence of (photo)biological effects of NFA is discussed. |
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