De Gussem Ewoud, Tehrani Kourosch Abbaspour, Herrebout Wouter A, Bultinck Patrick, Johannessen Christian
Ghent Quantum Chemistry Group, Department of Chemistry, Ghent University, Krijgslaan 281 (S3), 9000 Ghent, Belgium.
Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp, Belgium.
ACS Omega. 2019 Aug 19;4(9):14133-14139. doi: 10.1021/acsomega.9b02108. eCollection 2019 Aug 27.
The absolute configuration of the alkaloid galantamine was studied using a range of solution-state techniques; nuclear magnetic resonance (NMR), vibrational circular dichroism (VCD), and Raman optical activity (ROA). While the combined use of NMR and VCD does provide a fast, high-resolution methodology for determining the absolute configuration of galantamine, both techniques were needed in concert to achieve this goal. ROA, on the other hand, proved to be sensitive enough to assign the full absolute configuration without relying on other techniques. In both cases, statistical validation was applied to aid the determination of absolute configuration. In the case of galantamine, ROA combined with statistical validation is shown to be a powerful stand-alone tool for absolute configuration determination.
利用一系列溶液态技术研究了生物碱加兰他敏的绝对构型；这些技术包括核磁共振（NMR）、振动圆二色性（VCD）和拉曼光学活性（ROA）。虽然NMR和VCD的联合使用确实为确定加兰他敏的绝对构型提供了一种快速、高分辨率的方法，但需要这两种技术协同使用才能实现这一目标。另一方面，事实证明ROA足够灵敏，无需依赖其他技术就能确定完整的绝对构型。在这两种情况下，均应用了统计验证来辅助绝对构型的确定。对于加兰他敏而言，ROA与统计验证相结合被证明是一种强大的独立绝对构型确定工具。
