Absorption and Translocation of Aminocyclopyrachlor and Aminocyclopyrachlor-Methyl Ester in Canada Thistle (Cirsium arvense)

Laboratory studies were conducted using C-aminocyclopyrachlor (DPX-MAT28) and its C-methyl ester formulation (DPX-KJM44) to (1) determine the adjuvants’ effects on absorption, (2) compare the absorption and translocation of aminocyclopyrachlor free acid with the methyl ester, and (3) determine the rate at which aminocyclopyrachlor-methyl ester is metabolized to the free acid in Canada thistle. Canada thistle plants were grown from root cuttings and treated in the rosette growth stage. The effect of different adjuvants on absorption was determined by treating individual leaves with formulated herbicide plus C-herbicide alone or with methylated seed oil (MSO), crop oil concentrate, or nonionic surfactant with and without urea ammonium nitrate and ammonium sulfate. Plants were harvested 96 h after treatment (HAT). For absorption and translocation experiments, plants were oversprayed with aminocyclopyrachlor or its methyl ester at a rate of 0.14 kg ae ha in combination with 1% MSO. Formulated herbicide plus C-herbicide was then applied to a protected leaf, and plants were harvested 24 to 192 HAT. Plants were harvested and radioactivity was determined in the treated leaf and in aboveground and belowground tissues. Metabolism of aminocyclopyrachlor-methyl ester to the free acid was determined 2, 6, and 24 HAT. All aboveground biomass was analyzed by high-performance liquid chromatography to establish the ratio of methyl ester to free acid. MSO applied with either herbicide formulation resulted in the highest absorption compared with no surfactant. Significantly greater aminocyclopyrachlor-methyl ester was absorbed, compared with the free acid, which was reflected in the greater aboveground translocation for the methyl ester. Both formulations had similar amounts of translocation to the roots, with 8.6% (SE 6 3.3) for the methyl ester compared with 6.2% (SE 6 2.5) for the free acid. Approximately 80% of the methyl ester was converted to the free acid at 6 HAT. Based on this conversion rate, aminocyclopyrachlor translocated as the free acid in Canada thistle. Nomenclature: Aminocyclopyrachlor (6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylic acid); aminocyclopyrachlor-methyl ester (6-amino-5-chloro-2-cyclopropyl-4-pyrimidin methyl ester); Canada thistle, Cirsium arvense L. CIRAR.