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The metabolism and pharmacokinetic study of deuterated osimertinib.

Xuyi ZhanShaoyin BaoXumei LiShaojun ZhouMaha Raja DaharNengming LinXiugui ChenChengshan NiuKaige JiYusheng WuKui ZengZhihua TangLushan Yu
Published in: Biopharmaceutics & drug disposition (2023)
Osimertinib is a highly selective third-generation irreversible inhibitor of EGFR mutant, which can be utilized to treat non-small cell lung cancer. As the substrate of cytochrome P450 enzyme, it is mainly metabolized by the CYP3A enzyme in humans. Among the metabolites produced by the osimertinib, AZ5104 and AZ7550 which are demethylated are most vital. Nowadays, deuteration is a new design approach for several drugs. This popular strategy is deemed to improve the pharmacokinetic characteristics of the original drugs. Therefore, in this study, the metabolism profiles of osimertinib and its deuterated compound (osimertinib-d3) in liver microsomes and human recombinant cytochrome P450 isoenzymes and the pharmacokinetics in rats and humans were compared. After deuteration, its kinetic isotope effect greatly inhibited the metabolic pathway that produces AZ5104. The plasma concentration of the key metabolite AZ5104 of the osimertinib-d3 in rats and humans decreased significantly compared with that of the osimertinib. This phenomenon was consistent with the results of the metabolism studies in vitro. In addition, the in vivo results indicated that osimertinib-d3 had higher systemic exposure (AUC) and peak concentration (C max ) compared with the osimertinib in rats and human body. This article is protected by copyright. All rights reserved.
Keyphrases
  • small cell lung cancer
  • epidermal growth factor receptor
  • advanced non small cell lung cancer
  • tyrosine kinase
  • endothelial cells
  • ms ms
  • mass spectrometry
  • high resolution
  • structural basis