Identification of rat urinary and fecal metabolites of a new herbicide, pyribenzoxim.

Identification of rat urinary and fecal metabolites of a new herbicide, pyribenzoxim.
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DOI:
10.1021/jf051098
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发表时间:
2005-07
影响因子:
6.1
通讯作者:
Kwang-Hyeon Liu;J. Moon;Seung-Hun Kang;S. Koo;H. Lee;Jeong-Han Kim
Kwang-Hyeon Liu;J. Moon;Seung-Hun Kang;S. Koo;H. Lee;Jeong-Han Kim
中科院分区:
农林科学1区
文献类型:
--
作者:
Kwang-Hyeon Liu;J. Moon;Seung-Hun Kang;S. Koo;H. Lee;Jeong-Han Kim

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用新型除草剂吡苯肟(O-[2,6-双[(4,6-二甲氧基-2-嘧啶基)氧基]苯甲酰基]肟)处理大鼠,研究其在尿和粪便中的相关代谢产物。采用LC/MS(电喷雾离子化)和GC/MS(电子碰撞离子化),在相对简单和快速的提取和纯化程序后,对代谢物进行了鉴定。在经口灌胃或静脉(iv)注射的尿液中鉴别出3种代谢物。它们是二苯甲酮肟(BO)、二苯甲酮肟葡糖苷酸(BOG)和2-羟基-6-(4,6-二甲氧基嘧啶-2-基氧基)苯甲酸(HDB)。二苯甲酮肟在口服给药的尿液中的含量大于BOG和HDB,而在静脉给药的尿液中的情况相反。通过酶水解明确证实了葡糖苷酸结合物。在粪便中鉴别出2,6-双(4,6-二甲氧基嘧啶-2-基氧基)苯甲酸(KIH-2023)和二苯甲酮。由于LC/MS无法生成ESI光谱,因此通过GC/MS和HPLC/DAD确认了二苯甲酮。根据所获得的结果,提出了一个代谢图谱的嘧啶肟。
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.