苯乙烯代谢中的芳烃氧化物，苯乙烯毒性的新视角？

Arene oxides in styrene metabolism, a new perspective in styrene toxicity?

作者信息

Pantarotto C, Fanelli R, Bidoli F, Morazzoni P, Salmona M, Szczawinska K

出版信息

Scand J Work Environ Health. 1978;4 Suppl 2:67-77.

Abstract

The metabolism of styrene was studied in the rat after intraperitoneal administration of the cold and the 14C-labeled compound. In addition to phenylethylene glycol, mandelic acid, benzoic acid and hippuric acid, phenolic metabolites, namely, 4-vinylphenol, p-hydroxymandelic acid, p-hydroxybenzoic acid, and p-hydroxyhippuric acid, were identified in the urine of the treated animals. These biotransformation products were characterized by mass spectrometry and by comparative thin layer chromatography with standard compounds. Results of covalent binding studies of 14C-phenylethylene glycol to rat liver microsomal proteins suggest that these phenolic compounds may be formed as a result of chemical rearrangements of unstable arene oxides, reactive intermediates possibly implicated in styrene toxicity.

摘要

在大鼠腹腔注射冷的和14C标记的苯乙烯化合物后，对其代谢情况进行了研究。除了苯乙二醇、扁桃酸、苯甲酸和马尿酸外，在处理过的动物尿液中还鉴定出了酚类代谢产物，即4-乙烯基苯酚、对羟基扁桃酸、对羟基苯甲酸和对羟基马尿酸。这些生物转化产物通过质谱分析以及与标准化合物的比较薄层色谱法进行了表征。14C-苯乙二醇与大鼠肝微粒体蛋白的共价结合研究结果表明，这些酚类化合物可能是不稳定的芳烃氧化物发生化学重排的结果，而芳烃氧化物是可能与苯乙烯毒性有关的反应性中间体。