The relationship between CYP2C9 gene polymorphisms and azilsartan metabolism in vitro

Expert Opin Drug Metab Toxicol. 2025 Jan;21(1):95-103. doi: 10.1080/17425255.2024.2409255. Epub 2024 Sep 29.

Abstract

Background: The gene polymorphisms of the CYP2C9, as well as the substrate specificity of the enzyme, result in different clearances for different substrates by CYP2C9 variants.

Research designand methods: The CYP2C9 wild type and 38 CYP2C9 variants, expressed in insectmicrosomes, were incubated with azilsartan. The resulting metabolite,O-desethyl azilsartan, was determined by HPLC-MS/MS. The enzyme kineticparameters of the 38 variants were calculated and compared with the wild type.Subsequently, we selected CYP2C9*1, *2, and *3 as target proteins for molecular docking with azilsartan to elucidate the mechanisms underlying changes in enzyme function.

Results: Compared with CYP2C9*1, three variants (CYP2C9*29, *39, and *49) exhibited markedlyincreased CLint values (from 170%-275%, *p < 0.05), whereas 28 variants exhibited significantly decreased CLint values (from 3-63%,*p < 0.05). The molecular docking results showed that the binding energy of CYP2C9*2 and *3 was lower than that of the wild type.

Conclusion: Thisassessment revealed the effect of CYP2C9 gene polymorphisms on azilsartan metabolism, establishing a theoretical basis for further in-vivo studies and clinical applications. This study will help expand the database of CYP2C9 gene-drug pairs and identify appropriate treatment strategies for azilsartan, contributing to the field of precision medicine.

Keywords: Azilsartan; CYP2C9; Genetic polymorphism; HPLC-MS/MS; metabolism in vitro.

MeSH terms

  • Animals
  • Benzimidazoles* / metabolism
  • Benzimidazoles* / pharmacokinetics
  • Chromatography, High Pressure Liquid
  • Cytochrome P-450 CYP2C9* / genetics
  • Cytochrome P-450 CYP2C9* / metabolism
  • Humans
  • Molecular Docking Simulation*
  • Oxadiazoles* / pharmacokinetics
  • Polymorphism, Genetic*
  • Substrate Specificity
  • Tandem Mass Spectrometry*

Substances

  • Cytochrome P-450 CYP2C9
  • azilsartan
  • Oxadiazoles
  • Benzimidazoles
  • CYP2C9 protein, human