title: Transformation of the Herbicide Sulcotrione into a Root Growth Enhancer Compound by Sequential Photolysis and Hydrolysis.
abstract: Xanthene-1,9-dione-3,4-dihydro-6-methylsulfonyl (1), the main product of sulcotrione phototransformation on plant leaves, was slowly hydrolyzed into 2-hydroxy-4-methylsulfonylbenzoic acid (2) and 1,3-cyclohexanedione (3) in aqueous solution. Interestingly, the rate of hydrolysis was significantly enhanced in the presence of roots of monocotyledonous plants, while the same treatment showed adverse effects on broadleaf weeds. Root growth enhancement varied according to the plant species and concentrations of compound 2, as shown with Zea mays roots. Compound 2 is a derivative of salicylic acid that is known to be a plant signaling messenger. Compound 2 was, therefore, able to mimic some known effects of this phytohormone. This work showed that a pesticide like sulcotrione was transformed into a compound exhibiting a positive impact on plant growth. This study exemplified a rarely reported situation where chemical and biological chain reactions transformed a xenobiotic into a compound exhibiting potential beneficial effects.
authors.affiliation: Université Blaise Pascal, UMR 547-UBP/Institut National de la Recherche Agronomique (INRA) Unité Mixte de Recherche Physique et Physiologie Intégratives de l'Arbre Fruitier et Forestier (PIAF), Clermont Université , Campus Universitaire des Cézeaux, 8 Avenue Blaise Pascal, TSA 60026, CS 60026, 63178 Aubière Cedex, France.
authors.forename: Eric
authors.initials: E
authors.lastname: Goujon
authors.affiliation: Université Blaise Pascal, UMR 547-UBP/Institut National de la Recherche Agronomique (INRA) Unité Mixte de Recherche Physique et Physiologie Intégratives de l'Arbre Fruitier et Forestier (PIAF), Clermont Université , Campus Universitaire des Cézeaux, 8 Avenue Blaise Pascal, TSA 60026, CS 60026, 63178 Aubière Cedex, France.
authors.forename: Sandra
authors.initials: S
authors.lastname: Maruel
authors.affiliation: Institut de Chimie de Clermont-Ferrand (ICCF), UMR 6296, Equipe Photochimie Centre National de la Recherche Scientifique (CNRS) , 63178 Aubière, France.|Institut de Chimie de Clermont-Ferrand (ICCF), Université Blaise Pascal, UMR 6296, Centre National de la Recherche Scientifique (CNRS), Clermont Université , 8 Avenue Blaise Pascal, TSA 60026, CS 60026, 63178 Aubière Cedex, France.
authors.forename: Claire
authors.initials: C
authors.lastname: Richard
authors.affiliation: Université Blaise Pascal, UMR 547-UBP/Institut National de la Recherche Agronomique (INRA) Unité Mixte de Recherche Physique et Physiologie Intégratives de l'Arbre Fruitier et Forestier (PIAF), Clermont Université , Campus Universitaire des Cézeaux, 8 Avenue Blaise Pascal, TSA 60026, CS 60026, 63178 Aubière Cedex, France.
authors.forename: Pascale
authors.initials: P
authors.lastname: Goupil
authors.affiliation: Université Blaise Pascal, UMR 547-UBP/Institut National de la Recherche Agronomique (INRA) Unité Mixte de Recherche Physique et Physiologie Intégratives de l'Arbre Fruitier et Forestier (PIAF), Clermont Université , Campus Universitaire des Cézeaux, 8 Avenue Blaise Pascal, TSA 60026, CS 60026, 63178 Aubière Cedex, France.
authors.forename: Gérard
authors.initials: G
authors.lastname: Ledoigt
mesh_terms: D003512:Cyclohexanones / Q000737:chemistry* / Q000494:pharmacology; D006540:Herbicides / Q000737:chemistry* / Q000494:pharmacology; D006868:Hydrolysis; D008698:Mesylates / Q000737:chemistry* / Q000494:pharmacology; D015394:Molecular Structure; D010782:Photolysis; D018517:Plant Roots / Q000187:drug effects / Q000254:growth & development*; D003313:Zea mays / Q000187:drug effects* / Q000254:growth & development
chemical_list: D003512:Cyclohexanones; D006540:Herbicides; D008698:Mesylates; C079906:sulcotrione
keywords: hydrolysis; photoproducts; plant root growth; salicylic acid derivative; sulcotrione