Sangster S A, Caldwell J, Smith R L, Farmer P B
Food Chem Toxicol. 1984 Sep;22(9):695-706. doi: 10.1016/0278-6915(84)90196-0.
The metabolic fate of the naturally occurring food flavouring trans-anethole has been investigated in rats and mice. A single 50-mg/kg dose of trans-[methoxy-14C]anethole was given orally to female Wistar albino rats and by ip injection to male CD-1 mice. The major routes of elimination of 14C were the urine and expired air (as 14CO2). Excretion of 14C in the faeces and as volatile compounds in the expired air was very low (total less than 2% of the dose). Urinary metabolites were separated by solvent extraction, TLC and HPLC and were characterized by MS and GC-MS directly and following methylation or trimethylsilylation, the results being compared where possible with authentic standards. Eleven 14C-containing urinary metabolites were identified in the rat and ten in the mouse. These compounds arose from side-chain oxidation, side-chain cleavage and various conjugations. The major urinary metabolites were two isomers of 1-(4'-methoxyphenyl)propane-1,2-diol, 2-hydroxy-1-methylthio-1-(4'-methoxyphenyl)propane and 4-methoxyhippuric acid, the first three all being excreted as glucuronides. In addition to these 14C-labelled metabolites, 4-hydroxypropenylbenzene, the unlabelled product of oxidative O-demethylation of trans-[14C]anethole, was excreted extensively in urine as the glucuronide.
已在大鼠和小鼠中研究了天然存在的食用香料反式茴香脑的代谢命运。给雌性Wistar白化大鼠口服单次剂量为50 mg/kg的反式-[甲氧基-¹⁴C]茴香脑，给雄性CD-1小鼠腹腔注射该剂量。¹⁴C的主要消除途径是尿液和呼出气体（作为¹⁴CO₂）。¹⁴C在粪便中的排泄以及作为呼出气体中的挥发性化合物的排泄非常少（总量少于剂量的2%）。通过溶剂萃取、薄层色谱法（TLC）和高效液相色谱法（HPLC）分离尿液代谢物，并通过质谱（MS）和气相色谱-质谱联用（GC-MS）直接以及在甲基化或三甲基硅烷化后对其进行表征，尽可能将结果与标准品进行比较。在大鼠中鉴定出11种含¹⁴C的尿液代谢物，在小鼠中鉴定出10种。这些化合物源于侧链氧化、侧链裂解和各种共轭反应。主要的尿液代谢物是1-(4'-甲氧基苯基)丙烷-1,2-二醇的两种异构体、2-羟基-1-甲硫基-1-(4'-甲氧基苯基)丙烷和4-甲氧基马尿酸，前三种均以葡糖醛酸苷的形式排泄。除了这些¹⁴C标记的代谢物外，反式-[¹⁴C]茴香脑氧化O-去甲基化的未标记产物4-羟基丙烯基苯以葡糖醛酸苷的形式大量排泄到尿液中。
