In this work, stereochemistry of uniconazole enantiomers and their metabolism behaviors in rat liver microsomes have been researched. Significance analysis has been applied in data processing. Absolute configurations of uniconazole enantiomers were identified through vibrational circular dichroism spectroscopy. According to their elution order from the chiral column using the CO₂-methanol (80:20, v/v) mixture, two eluted fractions were determined to be (R)-uniconazole and (S)-uniconazole, respectively. A high-efficient and sensitive LC-MS/MS chiral analysis method was established for investigating the metabolism of uniconazole enantiomers in rat liver microsomes. The metabolic half-life of (R)-uniconazole (38.7 min) in rat liver microsomes was half that of (S)-enantiomer (74.5 min), and maximum velocity of metabolism, Michaelis constant of metabolism as well as the intrinsic metabolic clearance of (R)-uniconazole were significantly higher than (S)-enantiomer (p < 0.05), which indicated that (R)-uniconazole was preferentially metabolized in rat liver microsomes. By the virtue of molecular docking, (R)-uniconazole exhibited a higher binding affinity to cytochrome CYP2D2 than (S)-enantiomer, which corroborated well with the metabolism results. This work will shed light on the risk assessment of uniconazole toward human health and the ecological environment.

在这项工作中，研究了乌环唑对映体的立体化学及其在大鼠肝微粒体中的代谢行为。显着性分析已应用于数据处理。通过振动圆二色光谱法鉴定了单环唑对映体的绝对构型。根据使用 CO ₂ -甲醇 (80:20, v /v) 混合物从手性柱中洗脱的顺序，确定两个洗脱级分分别为 ( R )- uniconazole 和 ( S )- uniconazole。建立了一种高效、灵敏的 LC-MS/MS 手性分析方法，用于研究大鼠肝微粒体中咪康唑对映异构体的代谢。( R)的代谢半衰期)-uniconazole (38.7 min) 在大鼠肝微粒体中是 ( S )-对映体 (74.5 min) 的一半，并且最大代谢速度、代谢米氏常数以及 ( R )-uniconazole的内在代谢清除率显着高于 ( S )-对映异构体 ( p  < 0.05)，这表明 ( R )- 尤康唑优先在大鼠肝微粒体中代谢。由于分子对接，( R )-uniconazole 对细胞色素 CYP2D2 的结合亲和力高于 ( S)-对映异构体，这很好地证实了代谢结果。这项工作将阐明利康唑对人类健康和生态环境的风险评估。