Metabolism of Tolclofos-methyl in Lettuce (Lactuca sativa)

• Published in: Journal of Pesticide Science Vol. 29; no. 4; pp. 322 - 327
• Main Authors: Ichise-Shibuya, Keiko, Katagi, Toshiyuki, Fujisawa, Takuo, Takimoto, Yoshiyuki
• Format: Journal Article
• Language: English
• Published: Tokyo Pesticide Science Society of Japan 01.01.2004; Japan Science and Technology Agency
• Subjects: Biological and medical sciences; Control; Fundamental and applied biological sciences. Psychology; Fungal plant pathogens; Lactuca sativa; malonylglucose conjugate; metabolism in lettuce; Metabolites; Pesticides; Phenols; Phytopathology. Animal pests. Plant and forest protection; tolclofos-methyl; Vegetables; metabolism in lettuce; Pesticides; Compositae; Metabolism; Fungicide; Lactuca saliva; malonylglucose conjugate; Lettuce; Dicotyledones; Angiospermae; Benzenic compound; Spermatophyta; Lactuca sativa; Organic compounds; tolclofos-methyl
• ISSN: 1348-589X; 0385-1559; 1349-0923
• DOI: 10.1584/jpestics.29.322

The metabolic fate of tolclofos-methyl labeled with 14C at the phenyl ring was studied in greenhouse-grown lettuce after a single application to leaves at two different rates (75 and 750 g a.i./ha). At 7 days after the application, more than half of the recovered 14C was detected as unaltered tolclofos-methyl. In the lettuce, tolclofos-methyl mainly underwent cleavage of the P-O-aryl linkage and oxidation of the aryl methyl group, followed by a rapid formation of malonylglucose and glucose conjugates, respectively. The chemical structure of the malonylglucose conjugate was determined by LC-ESI-MS and NMR analyses of the metabolite isolated from leaf discs of lettuce treated with the corresponding 14C-labeled phenol. © Pesticide Science Society of Japan