PDF(Pubmed)
Abstract：
In this work, we synthesized and confirmed the structure of several alkaloid N-oxides using mass spectrometry and Fourier-transform infrared spectroscopy. We also investigated their reduction mechanisms using voltammetry. For the first time, we obtained alkaloid N-oxides using an oxidation reaction with potassium peroxymonosulfate as an oxidant. The structure was established based on the obtained fragmentation mass spectra recorded by LC-Q-ToF-MS. In the FT-IR spectra of the alkaloid N-oxides, characteristic signals of N-O group vibrations were recorded (bands in the range of 928 cm⁻1 to 971 cm⁻1), confirming the presence of this functional group. Electrochemical reduction studies demonstrated the reduction of alkaloid N-oxides at mercury-based electrodes back to the original form of the alkaloid. For the first time, the products of the electrochemical reduction of alkaloid N-oxides were detected by mass spectrometry. The findings provide insights into the structural characteristics and reduction behaviors of alkaloid N-oxides, offering implications for pharmacological and biochemical applications. This research contributes to a better understanding of alkaloid metabolism and degradation processes, with potential implications for drug development and environmental science.
摘要：
在这项工作中,我们使用质谱和傅里叶变换红外光谱合成并确认了几种生物碱N-氧化物的结构。我们还使用伏安法研究了它们的还原机理。第一次,我们使用过氧单硫酸钾作为氧化剂的氧化反应获得了生物碱N-氧化物。基于通过LC-Q-ToF-MS记录的获得的碎裂质谱建立结构。在生物碱N-氧化物的FT-IR光谱中，记录了N-O组振动的特征信号（范围为928cm-1至971cm-1），确认此功能组的存在。电化学还原研究表明，汞基电极上的生物碱N-氧化物还原为生物碱的原始形式。第一次,通过质谱检测生物碱N-氧化物的电化学还原产物。这些发现为生物碱N-氧化物的结构特征和还原行为提供了见解，为药理学和生物化学应用提供启示。这项研究有助于更好地了解生物碱的代谢和降解过程，对药物开发和环境科学有潜在的影响。
