六氢色烯醚衍生物的 CP MAS NMR 和 DFT 研究。

C CP MAS NMR and DFT Studies of 6-Chromanyl Ethereal Derivatives.

机构信息

Faculty of Chemistry, University of Białystok, Ciołkowskiego 1K, 15-245 Białystok, Poland.

Department of Physical Chemistry, Chair of Physical Pharmacy and Bioanalysis, Faculty of Pharmacy, Medical University of Warsaw, Banacha 1 Str., 02-093 Warsaw, Poland.

出版信息

Molecules. 2022 Jul 20;27(14):4630. doi: 10.3390/molecules27144630.

DOI:10.3390/molecules27144630

PMID:35889502

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9323032/

Abstract

Vitamin E consists of a group of compounds including α- β- γ- and δ-tocopherols and α- β- γ- and δ-tocotrienols, containing the chroman-6-ol system. The recognition of the structural and dynamic properties of this system, present in all vitamers, seems to be important for the full explanation of the mechanism of the biological activity of vitamin E. This paper presents results of the structural analysis of the chosen 6-chromanyl ethereal derivatives using experimental ( C NMR-in solution and solid state, as well as variable temperature experiments; single crystal X-ray diffraction) and theoretical (DFT) methods. For one of the studied compounds, 2,2,5,7,8-pentamethyl-6-((tetrahydro-2H-pyran-2-yl)oxy) chroman, the splitting of some signals was observed in the C dynamic NMR spectra. This observation was explained by the application of a conformational analysis and subsequent DFT optimization, followed by the calculation of NMR properties.

摘要

维生素 E 由一组化合物组成，包括 α-、β-、γ-和 δ-生育酚以及 α-、β-、γ-和 δ-三烯生育酚，它们都含有色满-6-醇系统。对所有生育酚中存在的该系统的结构和动态特性的认识，似乎对于充分解释维生素 E 生物活性的机制非常重要。本文使用实验（溶液和固态 C NMR 以及变温实验；单晶 X 射线衍射）和理论（DFT）方法，介绍了所选 6-色满基醚衍生物的结构分析结果。在研究的化合物之一，2,2,5,7,8-五甲基-6-((四氢-2H-吡喃-2-基)氧基)色满中，在 C 动态 NMR 光谱中观察到一些信号的分裂。通过构象分析和随后的 DFT 优化的应用，以及 NMR 性质的计算，对这一观察结果进行了解释。