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Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
Transformation of the Herbicide Sulcotrione into a Root Growth Enhancer Compound by Sequential Photolysis and
Eric Goujon1, Sandra Maruel1, Claire Richard2,3
1Université 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.
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.
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