Qin Xuan, Chen Si, Hakenjos John M, Wang Jian, Guo Lei, Dogra Ashish, Hu Zhaoyong, MacKenzie Kevin R, Li Feng
Center for Drug Discovery, Department of Pathology & Immunology, Baylor College of Medicine, Houston, TX 77030, United States; NMR and Drug Metabolism Core, Advanced Technology Cores, Baylor College of Medicine, Houston, TX 77030, United States.
Division of Biochemical Toxicology, National Center for Toxicological Research/US Food and Drug Administration (FDA), Jefferson, AR 72079, United States.
J Pharm Biomed Anal. 2025 Nov 15;265:117034. doi: 10.1016/j.jpba.2025.117034. Epub 2025 Jun 16.
Pexidartinib (PEX, TURALIO®), a tyrosine kinase inhibitor, is approved for treating tenosynovial giant cell tumor in adults. However, its potential to cause fatal liver injury has prompted the U.S. FDA to issue a black box warning, and the mechanisms underlying its hepatotoxicity remain largely unknown. As biotransformation may contribute to PEX-induced hepatotoxicity, understanding its metabolism is essential. Our previous research indicated that PEX forms reactive metabolites in human and mouse liver microsomes and in human hepatocytes. We investigated PEX metabolism and liver distribution in mice with a focus on metabolite characterization. Our data shows that PEX is mainly excreted into mouse feces as an unchanged drug, in line with findings in humans. Thirty phase I metabolites reported in our previous in vitro studies were detected in mouse feces, urine, plasma, and/or liver; these include the products of unusual carbon-carbon bond cleavages. Twenty-eight phase II PEX metabolites were tentatively identified, including 12 glucuronides, 6 sulfates, 1 glucose conjugate, 2 glutathione, 1 cysteinyl-glycine, and 6 N-acetylcysteine adducts; 24 of these have not previously been reported. The detection of glutathione-PEX adducts and their degradation products indicates that reactive PEX metabolites are generated in mice, consistent with our previous findings in liver microsomes. Since glutathione-PEX adducts are also generated in human primary hepatocytes, the discovery of these new metabolites may help others to clarify the previously unknown metabolic fates of some PEX in human studies and provide starting points for investigations into PEX toxicity by further assessing the safety of its metabolites.
培西达替尼(PEX,商品名TURALIO®)是一种酪氨酸激酶抑制剂,已被批准用于治疗成人腱鞘巨细胞瘤。然而,其导致致命肝损伤的可能性促使美国食品药品监督管理局(FDA)发布了黑框警告,其肝毒性的潜在机制在很大程度上仍不清楚。由于生物转化可能导致培西达替尼诱发肝毒性,了解其代谢情况至关重要。我们之前的研究表明,培西达替尼在人和小鼠肝微粒体以及人肝细胞中会形成反应性代谢产物。我们以代谢产物特征为重点,研究了培西达替尼在小鼠体内的代谢和肝脏分布情况。我们的数据表明,培西达替尼主要以原形药物的形式排泄到小鼠粪便中,这与在人类中的研究结果一致。在我们之前的体外研究中报道的30种I期代谢产物在小鼠粪便、尿液、血浆和/或肝脏中被检测到;这些代谢产物包括不寻常的碳 - 碳键断裂产物。初步鉴定出28种II期培西达替尼代谢产物,包括12种葡萄糖醛酸苷、6种硫酸盐、1种葡萄糖共轭物、2种谷胱甘肽、1种半胱氨酰甘氨酸和6种N - 乙酰半胱氨酸加合物;其中24种此前未曾报道过。谷胱甘肽 - 培西达替尼加合物及其降解产物的检测表明,培西达替尼在小鼠体内会生成反应性代谢产物,这与我们之前在肝微粒体中的研究结果一致。由于在人原代肝细胞中也会生成谷胱甘肽 - 培西达替尼加合物,这些新代谢产物的发现可能有助于其他人在人体研究中阐明培西达替尼一些此前未知的代谢归宿,并通过进一步评估其代谢产物的安全性为培西达替尼毒性研究提供切入点。