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Photochemistry and Photobiological Properties of Dicloran, a Postharvest Fungicide with Photosensitizing Side Effects
Author(s) -
Boscá Francisco,
Miranda Miguel A.,
Serrano Gabriel,
Vargas Franklin
Publication year - 1998
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1998.tb09089.x
Subject(s) - fungicide , postharvest , chemistry , photochemistry , botany , biology
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‐NH 2 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.