Solid-state vibrational circular dichroism: Methodology and application for amphetamine derivatives

K Dobšíková; T Taušová; P Fagan; N Paškanová; M Kuchař; J Čejka; V Setnička

doi:10.1016/j.saa.2023.123486

Solid-state vibrational circular dichroism: Methodology and application for amphetamine derivatives

Spectrochim Acta A Mol Biomol Spectrosc. 2024 Jan 15:305:123486. doi: 10.1016/j.saa.2023.123486. Epub 2023 Oct 5.

Authors

K Dobšíková¹, T Taušová¹, P Fagan¹, N Paškanová², M Kuchař³, J Čejka⁴, V Setnička⁵

Affiliations

¹ Department of Analytical Chemistry, University of Chemistry and Technology, Technická 5, Prague 6 166 28, Czech Republic.
² Forensic Laboratory of Biologically Active Substances, Department of Chemistry of Natural Compounds, University of Chemistry and Technology, Technická 5, Prague 6 166 28, Czech Republic.
³ Forensic Laboratory of Biologically Active Substances, Department of Chemistry of Natural Compounds, University of Chemistry and Technology, Technická 5, Prague 6 166 28, Czech Republic; Psychedelic Research Centre, National Institute of Mental Health, Topolová 748, Klecany 250 67, Czech Republic.
⁴ Department of Solid State Chemistry, University of Chemistry and Technology, Technická 5, Prague 6 166 28, Czech Republic.
⁵ Department of Analytical Chemistry, University of Chemistry and Technology, Technická 5, Prague 6 166 28, Czech Republic. Electronic address: Vladimir.Setnicka@vscht.cz.

PMID: 37820493
DOI: 10.1016/j.saa.2023.123486

Abstract

Amphetamine derivatives are considered most seized substances worldwide. In this study, solid-state vibrational circular dichroism (VCD) measurements of enantiomerically pure substances were performed for spectroscopic discrimination between (S)- and (R)-enantiomers. First, we have developed a universal experimental approach to obtain reliable and reproducible solid-state VCD spectra. First, the samples were prepared as pellets composed of mixtures of camphor as a model compound and a crystalline matrix powder. In order to obtain the best results without artifacts and with a maximum signal-to-noise ratio, the following experimental conditions were optimized: pellet thickness and diameter and sample rotation speed. The optimized parameters were then used for the analysis of amphetamine and its derivatives (methamphetamine and 3,4-methylendioxymethamphetamine). Our high-quality spectra and results suggest that solid-state VCD spectroscopy represents a cost-effective and easy-to-use method for the analysis of conformation changes and molecular packing in solid-state with potential applications in pharmaceutical and forensic practice.

Keywords: Amphetamine derivatives; Chiroptical spectroscopy; Methodology; Solid-state vibrational circular dichroism.