title: Indirect chiral separation of new recreational drugs by gas chromatography-mass spectrometry using trifluoroacetyl-L-prolyl chloride as chiral derivatization reagent.
abstract: New recreational drugs such as amphetamine-, cathinone, and benzofury derivatives gained high popularity on the drug market in recent years. They can be purchased via the Internet from different providers and online portals. Most of these compounds are chiral, which makes the development of chiral separation methods necessary. Besides this, it is useful to find out if the compounds were sold as racemic mixtures. Also, it is important to check whether the new psychoactive compounds contain further ingredients or impurities. The aim of this research was the continuation of the application of a method for indirect chiral separation of 24 new psychoactive compounds recently purchased via the Internet. After derivatization with the chiral derivatization reagent trifluoroacetyl-L-prolyl chloride, chromatographic separation of diastereomers was achieved using a 30 m HP5-MS capillary column. As carrier gas, helium was used with a constant flow of 1.0 ml/min. Three different column temperature programs were tested. Under optimum conditions 13 out of 24 compounds were successfully resolved into their enantiomers obtaining Rs values up to 7.0. The use of a single quadrupole mass spectrometer as the detector allowed the identification of the compounds in multicomponent samples.
authors.affiliation: Department of Pharmaceutical Chemistry, Institute of Pharmaceutical Sciences, Karl-Franzens University Graz, Graz, Austria.
authors.forename: Jennifer A
authors.initials: JA
authors.lastname: Weiß
authors.forename: Stefan
authors.initials: S
authors.lastname: Mohr
authors.forename: Martin G
authors.initials: MG
authors.lastname: Schmid
mesh_terms: D005463:Fluoroacetates; D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods*; D013287:Illicit Drugs / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005463:Fluoroacetates; D013287:Illicit Drugs; C500395:trifluoroacetyl chloride
keywords: L-TPC; amphetamines; cathinones; enantioseparation; legal highs