Literature DB >> 24909415

Chiral separation of cathinone and amphetamine derivatives by HPLC/UV using sulfated ß-cyclodextrin as chiral mobile phase additive.

Magdalena Taschwer1, Yvonne Seidl, Stefan Mohr, Martin G Schmid.   

Abstract

In the last years the identification of new legal and illegal highs has become a huge challenge for the police and prosecution authorities. In an analytical context, only a few analytical methods are available to identify these new substances. Moreover, many of these recreational drugs are chiral and it is supposed that the enantiomers differ in their pharmacological potency. Since nonenantioselective synthesis is easier and cheaper, they are mainly sold as racemic mixtures. The goal of this research work was to develop an inexpensive method for the chiral separation of cathinones and amphetamines. This should help to discover if the substances are sold as racemic mixtures and give further information about their quality as well as their origin. Chiral separation of a set of 6 amphetamine and 25 cathinone derivatives, mainly purchased from various Internet shops, is presented. A LiChrospher 100 RP-18e, 250 x 4 mm, 5 µm served as the stationary phase. The chiral mobile phase consisted of methanol, water, and sulfated ß-cyclodextrin. Measurements were performed under isocratic conditions in reversed phase mode using UV detection. Four model compounds of the two substance classes were used to optimize the mobile phase. Under final conditions (methanol:water 2.5:97.5 + 2% sulfated ß-cyclodextrin) enantiomers of amphetamine and five derivatives were baseline separated within 23 min. In all, 17 cathinones were completely or partially chirally separated. However, as only 3 of 25 cathinones were baseline resolved, the application of this method is limited for cathinone analogs. Additionally, the results were compared with an RP-8e column.
Copyright © 2014 Wiley Periodicals, Inc.

Entities:  

Keywords:  amphetamine; cathinone; chiral separation; sulfated ß-cyclodextrin

Mesh:

Substances:

Year:  2014        PMID: 24909415     DOI: 10.1002/chir.22341

Source DB:  PubMed          Journal:  Chirality        ISSN: 0899-0042            Impact factor:   2.437


  9 in total

1.  Analytical Enantioseparation of β-Substituted-2-Phenylpropionic Acids by High-Performance Liquid Chromatography with Hydroxypropyl-β-Cyclodextrin as Chiral Mobile Phase Additive.

Authors:  Shengqiang Tong; Hu Zhang; Jizhong Yan
Journal:  J Chromatogr Sci       Date:  2016-01-10       Impact factor: 1.618

2.  Chiral enantioresolution of cathinone derivatives present in "legal highs", and enantioselectivity evaluation on cytotoxicity of 3,4-methylenedioxypyrovalerone (MDPV).

Authors:  Bárbara Silva; Carla Fernandes; Maria Elizabeth Tiritan; Madalena M M Pinto; Maria João Valente; Márcia Carvalho; Paula Guedes de Pinho; Fernando Remião
Journal:  Forensic Toxicol       Date:  2016-06-13       Impact factor: 4.096

3.  Simultaneous Quantitative Determination of Synthetic Cathinone Enantiomers in Urine and Plasma Using GC-NCI-MS.

Authors:  Rashed Alremeithi; Mohammed A Meetani; Anas A Alaidaros; Adnan Lanjawi; Khalid Alsumaiti
Journal:  J Anal Methods Chem       Date:  2018-04-01       Impact factor: 2.193

4.  Enantioseparation and Determination of Mephedrone and Its Metabolites by Capillary Electrophoresis Using Cyclodextrins as Chiral Selectors.

Authors:  Pavel Řezanka; Denisa Macková; Radek Jurok; Michal Himl; Martin Kuchař
Journal:  Molecules       Date:  2020-06-23       Impact factor: 4.411

5.  Chiral separation of cathinone derivatives using β-cyclodextrin-assisted capillary electrophoresis-Comparison of four different β-cyclodextrin derivatives used as chiral selectors.

Authors:  Johannes S Hägele; Eva-Maria Hubner; Martin G Schmid
Journal:  Electrophoresis       Date:  2019-06-04       Impact factor: 3.535

Review 6.  Synthetic Cathinones: Recent Developments, Enantioselectivity Studies and Enantioseparation Methods.

Authors:  Ana Sofia Almeida; Bárbara Silva; Paula Guedes de Pinho; Fernando Remião; Carla Fernandes
Journal:  Molecules       Date:  2022-03-22       Impact factor: 4.411

7.  Enantioseparation of Citalopram by RP-HPLC, Using Sulfobutyl Ether-β-Cyclodextrin as a Chiral Mobile Phase Additive.

Authors:  Yangfeng Peng; Quan Sophia He; Jiang Cai
Journal:  Int J Anal Chem       Date:  2016-01-05       Impact factor: 1.885

8.  Determination of the chiral status of different novel psychoactive substance classes by capillary electrophoresis and β-cyclodextrin derivatives.

Authors:  Johannes S Hägele; Eva-Maria Hubner; Martin G Schmid
Journal:  Chirality       Date:  2020-07-15       Impact factor: 2.437

Review 9.  [Research progress on chiral separation of amphetamines, ketamine, cathinones].

Authors:  Wenchuan Tang; Jing Chang; Yuanfeng Wang; Aihua Wang; Ruihua Wang
Journal:  Se Pu       Date:  2021-03
  9 in total

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