{Reference Type}: Journal Article
{Title}: Structural Characterization and Electrochemical Studies of Selected Alkaloid N-Oxides.
{Author}: Dushna O;Dubenska L;Gawor A;Karasińki J;Barabash O;Ostapiuk Y;Blazheyevskiy M;Bulska E;
{Journal}: Molecules
{Volume}: 29
{Issue}: 12
{Year}: 2024 Jun 7
{Factor}: 4.927
{DOI}: 10.3390/molecules29122721
{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.