Hirose M, Hagiwara A, Inoue K, Ito N, Kaneko H, Saito K, Matsunaga H, Isobe N, Yoshitake A, Miyamoto J
First Department of Pathology, Nagoya City University Medical School, Japan.
Toxicology. 1988 Dec 16;53(1):33-43. doi: 10.1016/0300-483x(88)90234-x.
The urinary and fecal metabolites of orally administered 2-tert-butyl-4-hydroxyanisole (2-BHA) and 3-tert-butyl-4-hydroxyanisole (3-BHA) in rats were identified. Samples of 2-day pooled urine and feces of rats given a single intragastric dose of 1 g/kg body wt of tert[butyl-14C]3-BHA (*Bu-3-BHA). tert[butyl-14C]2-BHA (*Bu-2-BHA), [methyl-14C]3-BHA (*Me-3-BHA) or [methyl-14C]-2-BHA (*Me-2-BHA) were analyzed by comparing thin-layer chromatography (TLC) retentions with authentic standards. Conjugated metabolites were identified after enzymatic hydrolysis. Proton magnetic resonance spectroscopy and electron impact mass spectrometry were used for confirmation of the authentic standards. In rats given 3-BHA, a major metabolite in the urine was 3-BHA-glucuronide with a smaller amount of tert-butylhydroquinone (TBHQ)-sulfate, while unchanged 3-BHA and 3-BHA-glucuronide were detected in the feces. In rats given 2-BHA, the main metabolites were the sulfate conjugates of 2-BHA, 4-tert-butyl-5-methoxy-1,2-benzoquinone (2-TBOQ) and the glucuronide of 2-BHA in the urine, while unchanged 2-BHA was found in the feces.
对大鼠口服2-叔丁基-4-羟基苯甲醚（2-BHA）和3-叔丁基-4-羟基苯甲醚（3-BHA）后的尿液和粪便代谢产物进行了鉴定。给大鼠单剂量胃内注射1 g/kg体重的叔丁基-14C标记的3-BHA（*Bu-3-BHA）、叔丁基-14C标记的2-BHA（*Bu-2-BHA）、甲基-14C标记的3-BHA（*Me-3-BHA）或甲基-14C标记的2-BHA（*Me-2-BHA），收集2天的尿液和粪便样本，通过与标准品比较薄层色谱（TLC）保留时间进行分析。酶解后鉴定结合代谢产物。采用质子磁共振光谱和电子轰击质谱对标准品进行确认。给大鼠服用3-BHA后，尿液中的主要代谢产物是3-BHA-葡萄糖醛酸苷，还有少量叔丁基对苯二酚（TBHQ）-硫酸盐，而粪便中检测到未变化的3-BHA和3-BHA-葡萄糖醛酸苷。给大鼠服用2-BHA后，尿液中的主要代谢产物是2-BHA、4-叔丁基-5-甲氧基-1,2-苯醌（2-TBOQ）的硫酸盐结合物以及2-BHA的葡萄糖醛酸苷，而粪便中发现未变化的2-BHA。
