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首页> 外文期刊>Journal of mass spectrometry: JMS >Characterization of metabolites of sweroside in rat urine using ultra-high-performance liquid chromatography combined with electrospray ionization quadrupole time-of-flight tandem mass spectrometry and NMR spectroscopy
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Characterization of metabolites of sweroside in rat urine using ultra-high-performance liquid chromatography combined with electrospray ionization quadrupole time-of-flight tandem mass spectrometry and NMR spectroscopy

机译：超高效液相色谱结合电喷雾电离四极杆飞行时间串联质谱和NMR光谱法表征大鼠尿液中蛇毒苷的代谢物

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摘要

Sweroside, a major active iridoid in Swertia pseudochinensis Hara, is recognized as an effective agent in the treatment of liver injury. Based on previous reports, the relatively short half-life (64 min) and poor bioavailability (approximately 0.31%) in rats suggested that not only sweroside itself but also its metabolites could be responsible for the observed hepato-protective effect. However, few studies have been carried out on the metabolism of sweroside. Therefore, the present study aimed at identifying the metabolites of sweroside in rat urine after a single oral dose (100mg/kg). With ultra-high-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry (UHPLC/Q-TOFMS), the metabolic profile revealed 11 metabolites in rat urine, including phase I, phase II and aglycone-related products. The chemical structures of metabolites were proposed based on accurate mass measurements of protonated or deprotonated molecules and their fragmentation patterns. Our findings showed that the aglycone of sweroside (M05) and its glucuronide conjugate (M06) were principal circulating metabolites in rats. While several other metabolic transformations, occurring via reduction, N-heterocyclization and N-acetylation after deglycosylation, were also observed. Twometabolites (M05 andM06)were isolated from the rat urine for structural elucidation and identifcation of reaction sites. Both M05 and M06 were characterized by ~(1)H, ~(13)C and two-dimensional nuclear magnetic resonance (NMR) spectroscopy. UHPLC/Q-TOF-MS analysis has provided an important analytical platform to gather metabolic profile of sweroside.
机译：Sweroside是Swertia pseudochinensis Hara中的一种主要活性鸢尾类药物，被认为是治疗肝损伤的有效药物。根据以前的报道，大鼠相对较短的半衰期（64分钟）和较差的生物利用度（约0.31％）表明，不仅苦参甙本身而且其代谢产物也可能对观察到的肝保护作用负责。然而，关于苦参皂苷代谢的研究很少。因此，本研究旨在确定单次口服剂量（100mg / kg）后大鼠尿液中sweroside的代谢产物。结合超高效液相色谱和电喷雾电离四极杆飞行时间串联质谱（UHPLC / Q-TOFMS），代谢谱显示大鼠尿液中有11种代谢物，包括I，II和糖苷相关产品。基于质子化或去质子化分子的精确质量测量及其片段化模式，提出了代谢物的化学结构。我们的研究结果表明，苦参糖苷（M05）的糖苷配基及其葡糖醛酸苷共轭物（M06）是大鼠的主要循环代谢产物。虽然还观察到了通过还原，去糖基化后的N-杂环化和N-乙酰化发生的其他几种代谢转化。从大鼠尿液中分离出两种代谢物（M05和M06），以阐明结构和确定反应部位。 M05和M06均由〜（1）H，〜（13）C和二维核磁共振（NMR）光谱表征。 UHPLC / Q-TOF-MS分析提供了一个重要的分析平台，可收集苦参甙的代谢谱。

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