Root canal sealers are commonly used to endodontically treat teeth with periapical infections. Some root canal sealers based on epoxy resin contain bisphenol A diglycidyl ether (BADGE) and bisphenol F diglycidyl ether (BFDGE). The presence of these chemicals is of concern due to the close contact to the blood stream at the apex and the long setting times of up to 24 hours. These chemicals, or any of their degradation products or metabolites, can then exert their toxic effects before being excreted. This study aimed to identify the phase I in vitro biotransformation products of BADGE and BFDGE using human liver microsomes. During incubation with microsomal fractions, the epoxides were rapidly hydrolysed in a NADPH independent manner resulting in the formation of BADGE.2H2O and BFDGE.2H2O. Further, oxidative reactions, such as hydroxylation and carboxylation, generated other BADGE metabolites, such as BADGE.2H2O-OH and BADGE.H2O.COOH, respectively. For BFDGE, further oxidation of BFDGE.2H2O led to the newly reported carboxylic acid, BFDGE.H2O.COOH. In total, three specific metabolites have been identified which can serve in future human biomonitoring studies of BADGE and BFDGE.

中文翻译：

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两种双酚二缩水甘油醚 BADGE 和 BFDGE 的人 I 期体外肝脏代谢

根管封闭剂通常用于牙髓治疗有根尖周感染的牙齿。一些基于环氧树脂的根管封闭剂含有双酚 A 二缩水甘油醚 (BADGE) 和双酚 F 二缩水甘油醚 (BFDGE)。这些化学物质的存在令人担忧，因为它们与心尖部的血流密切接触，而且凝固时间长达 24 小时。这些化学物质，或者它们的任何降解产物或代谢物，在被排出体外之前都会发挥它们的毒性作用。本研究旨在利用人肝微粒体鉴定 BADGE 和 BFDGE 的 I 期体外生物转化产物。在与微粒体部分孵育期间，环氧化物以独立于 NADPH 的方式快速水解，导致形成 BADGE.2H2O 和 BFDGE.2H2O。此外，氧化反应，如羟基化和羧化，分别生成其他 BADGE 代谢物，如 BADGE.2H2O-OH 和 BADGE.H2O.COOH。对于 BFDGE，BFDGE.2H2O 的进一步氧化导致新报告的羧酸 BFDGE.H2O.COOH。总共确定了三种特定的代谢物，可用于未来对 BADGE 和 BFDGE 的人体生物监测研究。