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Metabolism of cisanilide (cis-2,5-dimethyl-1-pyrrolidinecarboxanilide) by excised leaves and cell suspension cultures of carrot and cotton
Authors:DS Frear  HR Swanson
Institution:Metabolism and Radiation Research Laboratory, Agricultural Research Service, U. S. Department of Agriculture, Fargo, North Dakota 58102 USA
Abstract:Major methanol-soluble metabolites of cisanilide (cis-2,5-dimethyl-1-pyrrolidinecarboxanilide) were isolated from excised, pulse-treated carrot and cotton leaves. They were identified as O-glucoside conjugates of primary aryl and alkyl oxidation products, 2,5-dimethyl-1-pyrrolidine-4-hydroxycarboxanilide and 2,5-dimethyl-3-hydroxy-1-pyrrolidinecarboxanilide. Comparative studies with carrot and cotton cell cultures showed similar initial pathways of cisanilide metabolism. Time-course studies with 14C-pyrrolidine]- and 14C-phenyl]cisanilide showed little, if any, cleavage of the herbicide molecule in either excised leaves or cell cultures. Quantitative differences in the metabolism of cisanilide by cell cultures and excised leaves included; a reduced capacity of cell cultures to form secondary glycoside conjugates and an increased ability of cell cultures to form methanol-insoluble residues.
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