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采用液相色谱-串联质谱法鉴定虹鳟鱼中咪鲜胺的主要代谢产物。

Identification of the major metabolites of prochloraz in rainbow trout by liquid chromatography and tandem mass spectrometry.

作者信息

Debrauwer L, Rathahao E, Boudry G, Baradat M, Cravedi J P

机构信息

Laboratoire des Xénobiotiques, INRA, B.P. 3, 31931 Toulouse Cedex 9, France.

出版信息

J Agric Food Chem. 2001 Aug;49(8):3821-6. doi: 10.1021/jf0100550.

DOI:10.1021/jf0100550
PMID:11513673
Abstract

The metabolic pattern of the imidazole fungicide prochloraz [N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboximide] was investigated in rainbow trout (Oncorhynchus mykiss). Following a single oral administration of [(14)C]prochloraz, levels 4.3 +/- 4.1 and 3.9 +/- 1.8% of the dose were excreted in the bile after 48 h in male and female animals, respectively. Urinary radioactivity accounted for 1.3 +/- 0.4 and 2.4 +/- 1.1% of the dose over the same period in males and females. Metabolites from both matrices were separated by reversed-phase HPLC with radioactive detection and analyzed by positive and/or negative electrospray ionization mass spectrometry. No unchanged prochloraz was detected in the analyzed excreta. The major biotransformation products in bile were the aldehyde corresponding to the cleavage of the imidazole ring, N-2-(2,4,6-trichlorophenoxy)ethylurea, and the glucuronide conjugate of 2,4,6-trichlorophenoxyethanol. In urine, the major metabolite was 2,4,6-trichlorophenoxyacetic acid. On the basis of enzymatic hydrolysis by beta-glucuronidase and LC-MS analyses, this study demonstrates that rainbow trout are able to biotransform prochloraz, mainly as glucuronide conjugates.

摘要

在虹鳟鱼(Oncorhynchus mykiss)中研究了咪唑类杀菌剂咪鲜胺[N-丙基-N-[2-(2,4,6-三氯苯氧基)乙基]咪唑-1-甲酰胺]的代谢模式。单次口服[(14)C]咪鲜胺后,雄性和雌性动物在48小时后胆汁中排出的剂量分别为4.3±4.1%和3.9±1.8%。同期雄性和雌性尿液中的放射性分别占剂量的1.3±0.4%和2.4±1.1%。两种基质中的代谢物通过反相高效液相色谱与放射性检测分离,并通过正离子和/或负离子电喷雾电离质谱分析。在所分析的排泄物中未检测到未变化的咪鲜胺。胆汁中的主要生物转化产物是对应于咪唑环裂解的醛、N-2-(2,4,6-三氯苯氧基)乙基脲以及2,4,6-三氯苯氧基乙醇的葡萄糖醛酸共轭物。在尿液中,主要代谢物是2,4,6-三氯苯氧基乙酸。基于β-葡萄糖醛酸酶的酶促水解和液相色谱-质谱分析,本研究表明虹鳟鱼能够生物转化咪鲜胺,主要以葡萄糖醛酸共轭物的形式。

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