Photochemistry and Photobiological Properties of Dicloran, a Postharvest Fungicide with Photosensitizing Side Effects |
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| Authors: | Francisco Boscá Miguel A Miranda Gabriel Serrano Franklin Vargas |
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| Institution: | Departamento de Quimica/Instituto de Tecnología Quimica UPV-CSIC, Universidad Politecnica de Valencia, Valencia, Spain;Departamento de Dermatologia (Unidad de Fotobiología), Hospital General Universitario de Valencia, Valencia, Spain;Centro de Quimica, Instituto Venezolano de Investigaciones Cientificas IVIC, Caracas, Venezuela |
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| Abstract: | Photochemical and laser flash photolysis studies on dicloran have shown that this fungicide undergoes photo-reactions such as photoreduction of the nitro group and homolytic rupture of the C-NH2 bond. Dramatic changes in the dicloran photoreactivity by the influence of the solvents have been observed. More efficient photodegradation of this fungicide was observed in diethyl ether and chloroform than in methanol or acetonitrile. Photoreduction of the nitro group from the dicloran triplet state seems to be the most important photodegradation path-way in solvents of low polarity. Hydrogen abstraction by the triplet state or the intermediate radicals appears to be in the origin of linoleic acid peroxidations photosensitized by dicloran. The photohemolysis assay has been used, as an in vitro phototoxicity test, to demonstrate the involvement of radical-mediated cellular membrane damage in dicloran photosensitization. |
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