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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