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Comparative study of the vibrational optical activity techniques in structure elucidation : the case of galantamine

Authors
  • De Gussem, Ewoud
  • Tehrani, Kourosch Abbaspour
  • Herrebout, Wouter A.
  • Bultinck, Patrick
  • Johannessen, Christian
Publication Date
Jan 01, 2019
Identifiers
DOI: 10.1021/acsomega.9b02108
OAI: oai:archive.ugent.be:8642682
Source
Ghent University Institutional Archive
Keywords
Language
English
License
Green
External links

Abstract

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.

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