Investigation of N-(2-oxo-2H-chromen-3-carbonyl)cytisine's Molecular Structure in Solution.
Kymbat Kopbalina, Aigerim Adekenova, Zhanar Shaimerdenova, Zhanargul Kairatova, Kuanysh Shakarimova, Dmitrii Pankin, Mikhail Smirnov, Anarkul Kishkentayeva, Makpal Artykbayeva, Roza Jalmakhanbetova
Abstract
Open AccessCytisine and coumarin derivatives are promising for the creation of new drugs with antiarrhythmic, antiepileptic, antidiabetic, anti-inflammatory, and antimicrobial effects. In this study, the molecular structure of the cytisine and coumarin derivative in solution, a recently synthesized substance N-(2-oxo-2H-chromen-3-carbonyl)cytisine, was studied by NMR and UV-Vis absorption spectroscopies accompanied by a theoretical study based on density functional theory. The existence of four stable conformers associated with the rotation of the cytisine part relative to the coumarin part due to a sufficiently flexible intermediate part has been demonstrated. Their energy and concentrations were estimated. In the 1H and 13C NMR spectra, peaks were found that correspond to individual conformers and groups of conformers. The UV-visible absorption spectrum also revealed spectral features associated with different conformers. It was shown that the obtained results are consistent with earlier studies about conformational state identification in cytisine derivatives functionalized with flexible parts. The obtained theoretical and experimental results provide useful spectroscopic information for such conformer identification in this and structurally similar substances.