Phototransformation of the herbicide sulcotrione on maize cuticular wax.
Vegetation plays a key role in environmental cycling and the fate of many organic pollutants. This is especially the case for pesticides because plant leaves are their first reaction environment after application. It is commonly accepted that photochemical reactions of pollutants on plants predominantly take place in the cuticular wax coating of the leaves. Thus, we used films made of either cuticular wax extracted from maize or carnauba gray wax as a model support. Under simulated sunlight irradiation, sulcotrione (a new class of triketone herbicides) sorbed on cuticular wax films was photolyzed and mainly underwent an intramolecular cyclization. The photoproduct is a chromone derivative which was isolated and fully characterized. It is reported for the first time as a sulcotrione degradation product. The photoreactivity of formulated sulcotrione at the surface of cuticular waxes was investigated too. It photodegraded more rapidly than nonformulated sulcotrione. This study also shows that the rate of sulcotrione photolysis was much faster than the rate of penetration into the wax; photolysis should be, thus, a relevant process in real conditions.
Ter Halle
Alexandra
A
Laboratoire de Photochimie Moléculaire et Macromoléculaire, UMR CNRS- Université Blaise Pascal 6505, 63177 Aubière, France.
Drncova
Daniela
D
Richard
Claire
C
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D003512:Cyclohexanones / Q000737:chemistry* / Q000378:metabolism; D006540:Herbicides / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D008027:Light; D008698:Mesylates / Q000737:chemistry* / Q000378:metabolism; D008956:Models, Chemical; D010573:Pesticide Residues; D010782:Photolysis; D019441:Plant Epidermis / Q000378:metabolism; D018515:Plant Leaves / Q000187:drug effects; D010944:Plants; D013997:Time Factors; D014885:Waxes / Q000378:metabolism; D003313:Zea mays / Q000187:drug effects / Q000378:metabolism*
D003512:Cyclohexanones; D006540:Herbicides; D008698:Mesylates; D010573:Pesticide Residues; D014885:Waxes; C079906:sulcotrione