Metabolism of 3,4-Dichloropropionanifide in Plants: The Metabolic Fate of the 3,4-Dichloroaniline Moiety

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Abstract
Studies to elucidate the fate of 3,4-dichloropropionanilide (propanil) in rice ( Oryza sativa L. var. Nato) plants have shown that the propanil molecule is cleaved and the propionic acid moiety metabolized. To ascertain the fate of the 3,4-dichloroaniline moiety of propanil, rice plants were exposed to propanil in liquid culture. The roots and shoots of treated rice plants were extracted and quantitatively assayed for four aniline-containing metabolites. One of the four metabolites proved to be 3,4-dichloroaniline, while the remaining three metabolites contained complexed 3,4-dichloroaniline. N -(3,4-dichlorophenyl)-glucosylamine was identified as one of the complexes. A time-course study of the four metabolites indicated the appearance of the 3,4-dichloroaniline-containing metabolites within 6 hours. After 14 days of treatment, the complexed aniline metabolites amounted to only 10 percent of the total propanil administered to the rice plants.