Identification of rat urinary and fecal metabolites of a new herbicide, pyribenzoxim.
Rats were treated with pyribenzoxim (O-[2,6-bis[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzoyl]oxime), a new herbicide, to investigate the related metabolites in urine and feces. Metabolites were identified using LC/MS (electrospray ionization) and GC/MS (electron impact ionization) following the relatively simple and rapid extraction and purification procedures. Three metabolites were identified in urine either 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)benzoic acid (HDB). Benzophenone oxime was present in larger quantity than BOG and HDB in urine from oral treatment, while the case was opposite in urine from iv treatment. Glucuronide conjugate was confirmed 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/MS and 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.
Liu
Kwang-Hyeon
KH
Department of Pharmacology and PharmacoGenomics Research Center, Inje University College of Medicine, Busan 614-735, School of Agricultural Biotechnology, Sillimdong, Kwanakgu, Seoul 151-742, Korea.
Moon
Joon-Kwan
JK
Kang
Seung-Hun
SH
Koo
Sukjin
S
Lee
Hye-Suk
HS
Kim
Jeong-Han
JH
D000818:Animals; D001577:Benzophenones / Q000032:analysis* / Q000493:pharmacokinetics / Q000652:urine*; D002853:Chromatography, Liquid; D005243:Feces / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D006540:Herbicides / Q000032:analysis* / Q000652:urine*; D006868:Hydrolysis; D008297:Male; D051381:Rats; D017207:Rats, Sprague-Dawley; D021241:Spectrometry, Mass, Electrospray Ionization
D001577:Benzophenones; D006540:Herbicides; C454324:benzophenone O-(2,6-bis(4,6-dimethoxypyrimidin-2-yloxy)benzoyl)oxime