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Erschienen in: Forensic Toxicology 1/2020

28.06.2019 | Original Article

Complexation of cathinones by 4-tert-butylcalix[4]arene tetra-acetate as a possible technique for forensic analysis

verfasst von: Tatiana V. Shishkanova, Lenka Vatrsková, Dita Spálovská, František Králík, Petra Cuřínová, Maximilian Winkler, Jan Budka, Bronislav Jurásek, Martin Kuchař, Vladimír Setnička

Erschienen in: Forensic Toxicology | Ausgabe 1/2020

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Abstract

Purpose

Cathinone derivatives are new psychoactive substance(s) (NPSs) with amphetamine-like effects and currently represent a great problem for public health. For this reason it is necessary to develop new sensitive, selective fast and inexpensive methods for large-scale screening of NPSs. The purpose of this study was to evaluate the capabilities of 4-tert-butylcalix[4]arene tetra-acetate as a receptor of potentiometric sensor to recognize NPSs based on cathinone derivatives and one aminoindane for comparison.

Methods

Potentiometry was used to determine the selectivity of a 4-tert-butylcalix[4]arene tetra-acetate towards cathinone derivatives. Density functional theory (DFT) computations and nuclear magnetic resonance (NMR) titration were used to explain the binding modes of the calix[4]arene derivative towards selected NPSs.

Results

The basic binding mode of the calix[4]arene derivative for NPSs, namely a hydrogen bonding towards the NH group, was confirmed using DFT calculations and NMR titration. Importantly, the calix[4]arene derivative as the receptor of the potentiometric sensor provides (1) discrimination between cathinone derivatives themselves and cathinones from aminoindane as well as the (2) possibility of detection of buphedrone in samples containing the mixture of the different NPSs including cathinones (Sr ≤ 0.11).

Conclusions

A potentiometric sensor based on calix[4]arene derivative provided a rapid and perspective technique for the detection of cathinone derivatives. These results show that potentiometric sensors can become promising future tools for NPSs detection.
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Metadaten
Titel
Complexation of cathinones by 4-tert-butylcalix[4]arene tetra-acetate as a possible technique for forensic analysis
verfasst von
Tatiana V. Shishkanova
Lenka Vatrsková
Dita Spálovská
František Králík
Petra Cuřínová
Maximilian Winkler
Jan Budka
Bronislav Jurásek
Martin Kuchař
Vladimír Setnička
Publikationsdatum
28.06.2019
Verlag
Springer Singapore
Erschienen in
Forensic Toxicology / Ausgabe 1/2020
Print ISSN: 1860-8965
Elektronische ISSN: 1860-8973
DOI
https://doi.org/10.1007/s11419-019-00489-8