Kishkentayeva Anarkul, Kopbalina Kymbat, Shaimerdenova Zhanar, Shults Elvira, Gatilov Yury, Pankin Dmitrii, Smirnov Mikhail, Povolotckaia Anastasia, Turdybekov Dastan, Mazhenov Nurlan
School of Pharmacy, Karaganda Medical University, Karaganda 100012, Kazakhstan.
Department of Physics and Nanotechnology, Buketov Karaganda University, Universitetskaya 28, Karaganda 100024, Kazakhstan.
Materials (Basel). 2025 Jul 3;18(13):3153. doi: 10.3390/ma18133153.
Coumarin and cytisine and their derivatives have significant biological activity. In addition, the electronic properties of coumarin derivatives are very sensitive to the molecular environment, which allows for their use as sensors for bioluminescent imaging. Due to the fact that cytisine exhibits high activity in binding to nicotinic acetylcholine receptors, a compound combining parts of cytisine and coumarin may have a broader spectrum of biological activity and also act as a photoactive element for promising use in optoelectronic devices. This article reports the synthesis of a crystalline cytisine-coumarin complex (IUPAC: N-(2-oxo-2H-chromene-3-carbonyl)cytisine), along with the results of both theoretical and experimental investigations of its structural and electronic properties. The structure of this new compound was established on the basis of X-ray diffraction and Fourier transform infrared spectroscopy data and was confirmed through density functional theory calculations using periodic crystal and single-molecule approaches. Interpretations of the IR absorption peaks and the atomic patterns of the vibrational modes are given. The electronic band structure and the contributions of individual atoms to the electronic density of states are analyzed. The structural and optical properties considered may be useful for quality control of the compound and for studying similar matrices.
香豆素和金雀花碱及其衍生物具有显著的生物活性。此外,香豆素衍生物的电子性质对分子环境非常敏感,这使其能够用作生物发光成像的传感器。由于金雀花碱在与烟碱型乙酰胆碱受体结合方面表现出高活性,一种结合了金雀花碱和香豆素部分的化合物可能具有更广泛的生物活性谱,并且还可作为一种有前景的用于光电器件的光活性元件。本文报道了一种结晶性金雀花碱 - 香豆素配合物(IUPAC名称:N-(2-氧代-2H-色烯-3-羰基)金雀花碱)的合成,以及对其结构和电子性质的理论与实验研究结果。该新化合物的结构是基于X射线衍射和傅里叶变换红外光谱数据确定的,并通过使用周期性晶体和单分子方法的密度泛函理论计算得到证实。给出了红外吸收峰和振动模式的原子模式的解释。分析了电子能带结构以及各个原子对电子态密度的贡献。所考虑的结构和光学性质可能有助于该化合物的质量控制以及对类似基质的研究。