Identification of Rat Urinary and Fecal Metabolites of a New Herbicide, Pyribenzoxim
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Rats were treated with pyribenzoxim (O-[2,6-bis[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzoyl]oxime), anew herbicide, to investigate the related metabolites in urine and feces. Metabolites were identifiedusing LC/MS (electrospray ionization) and GC/MS (electron impact ionization) following the relativelysimple and rapid extraction and purification procedures. Three metabolites were identified in urineeither from oral gavage or intravenous (iv) injection. They were benzophenone oxime (BO),benzophenone oxime glucuronide (BOG), and 2-hydroxy-6-(4,6-dimethoxypyrimidin-2-yloxy)benzoicacid (HDB). Benzophenone oxime was present in larger quantity than BOG and HDB in urine fromoral treatment, while the case was opposite in urine from iv treatment. Glucuronide conjugate wasconfirmed unambiguously by enzyme hydrolysis. 2,6-Bis(4,6-dimethoxypyrimidin-2-yloxy)benzoic acid(KIH-2023) and benzophenone were identified in feces. Benzophenone was confirmed by GC/MSand HPLC/DAD since LC/MS could not produce an ESI spectrum. On the basis of the results obtained,a metabolic map of pyribenzoxim is proposed.Keywords: Pyribenzoxim; herbicide; LC/MS; GC/MS; metabolites; rat

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