Chiral separations of cathinone and amphetamine-derivatives: Comparative study between capillary electrochromatography, supercritical fluid chromatography and three liquid chromatographic modes

Albals, Dima; Heyden, Yvan Vander; Schmid, Martin G.; Chankvetadze, Bezhan; Mangelings, Debby

doi:10.1016/j.jpba.2015.12.007

Cited by 67 publications

(40 citation statements)

References 34 publications

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“…However, only half of the experimented enantiomeric pairs were baseline separated. Following this study, seven synthetic cathinones (four in common) with a number of stationary phases were used to compare the chiral chromatographic performance of CEC directly with HPLC and supercritical fluid chromatography (SFC) [48]. Multiple stationary phases were required in each of the techniques for chiral separation of different synthetic cathinones.…”

Section: Other Separation Methodsmentioning

confidence: 99%

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Chiral and stable isotope analysis of synthetic cathinones

Tai

Morrison

2017

TrAC Trends in Analytical Chemistry

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In the past decade synthetic cathinones have appeared in drug markets worldwide. Chiral analysis can provide information on relative enantiomeric abundances of synthetic cathinones in their drug products, potentially giving a signature of these products and hence linking the products or excluding them from possible sources. Additionally, due to natural variations of relative stable isotopic abundances of elements, stable isotope analysis of synthetic cathinone drug products provides the stable isotopic signature of the products and hence also has potential to provide additional information for the purpose of drug intelligence. Therefore, both molecular (chirality) and physicochemical (relative stable isotopic abundances) properties are important for forensic chemists to investigate. Chiral and isotope ratio mass spectrometric analysis are becoming increasingly important to forensic chemists and therefore this review will focus on an overview of these techniques applied to the synthetic cathinones.

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Section: Other Separation Methodsmentioning

confidence: 99%

“…Enantioselective isolation of tertiary amine synthetic cathinones [9] 7 a CEC-DAD, HPLC-DAD, SFC-DAD [48] 3,4-MDPV X-Ray Crystallography, NMR, HPLC-DAD, Polarimetry (±)-2'-Bromotartranilic acid (X-Ray Crystallography),…”

Section: Msmentioning

confidence: 99%

Chiral and stable isotope analysis of synthetic cathinones

Tai

Morrison

2017

TrAC Trends in Analytical Chemistry

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“…In a very recent work, Albals et al . compared the results achieved with CEC, HPLC, and SFC for the separation of cathinone and amphetamine‐derivatized enantiomers . The authors used four chiral stationary phases based on modified cellulose or amylose, resolving 9 out of 10 racemic compounds by CEC.…”

Section: Selected Applications Related To Chiral Separationmentioning

confidence: 99%

“…An MP containing 5 mM phosphate buffer at pH 11.5/acetonitrile (30:70, v/v) was used. Best results were achieved utilizing amylose tris (3,5‐dimethylphenylcarbamate) (ADH) and cellulose tris (4‐chloro‐3‐ methylphenylcarbamate) (LC4) …”

Section: Selected Applications Related To Chiral Separationmentioning

confidence: 99%

Chiral Separations using Miniaturized Techniques: State of the Art and Perspectives

Fanali

2016

Israel Journal of Chemistry

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The separation and analysis of chiral compounds is an important topic of research, because these analytes are involved in various processes, e.g., biological, pharmacological, human health, etc. Their separation has also been recently obtained utilizing microfluidic techniques, such as capillary electrophoresis (CE), electrochromatography (CEC), and capillary/nano‐liquid chromatography (CLC/nano‐LC). Enantiomeric separation is mainly obtained by applying the direct resolution method, where a chiral selector (CS) is present in the separation system, either added to the mobile phase (MP) or bonded to the stationary phase or to the capillary wall. Among the several CSs used in microfluidic techniques, cyclodextrins, proteins, peptides, glycopeptide antibiotics, and modified polysaccharides are the most employed. Microfluidic techniques can offer several advantages over conventional analytical tools, e.g., high efficiency, high mass sensitivity, and reduced volumes of MP and sample. Optimized methods have been applied in different fields, such as biomedical, food chemistry, environment, pharmaceutical, etc. Excellent results have been achieved in CE and nano‐LC. Although CEC can offer higher efficiency due to the use of a strong electroosmotic flow, its use is less popular than the other. This limitation can be explained with the limited number of the stationary phases (SPs) commercially available.

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“…22,34,35 Moreover, newly synthesized drugs called "legal highs" belong likewise to BACs. 36 The "legal highs" used in this work are derivatives of amphetamine or benzofuran. Mostly, they are "abused" similarly as prohibited addictive substances, with the difference that there is insufficient legislation that would punish this permitted activity.…”

Section: Introductionmentioning

confidence: 99%

Enantioselective potential of polysaccharide‐based chiral stationary phases in supercritical fluid chromatography

2017

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The enantioselective potential of two polysaccharide-based chiral stationary phases for analysis of chiral structurally diverse biologically active compounds was evaluated in supercritical fluid chromatography using a set of 52 analytes. The chiral selectors immobilized on 2.5 μm silica particles were tris-(3,5-dimethylphenylcarmabate) derivatives of cellulose or amylose. The influence of the polysaccharide backbone, different organic modifiers, and different mobile phase additives on retention and enantioseparation was monitored. Conditions for fast baseline enantioseparation were found for the majority of the compounds. The success rate of baseline and partial enantioseparation with cellulose-based chiral stationary phase was 51.9% and 15.4%, respectively. Using amylose-based chiral stationary phase we obtained 76.9% of baseline enantioseparations and 9.6% of partial enantioseparations of the tested compounds. The best results on cellulose-based chiral stationary phase were achieved particularly with propane-2-ol and a mixture of isopropylamine and trifluoroacetic acid as organic modifier and additive to CO , respectively. Methanol and basic additive isopropylamine were preferred on amylose-based chiral stationary phase. The complementary enantioselectivity of the cellulose- and amylose-based chiral stationary phases allows separation of the majority of the tested structurally different compounds. Separation systems were found to be directly applicable for analyses of biologically active compounds of interest.

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Chiral separations of cathinone and amphetamine-derivatives: Comparative study between capillary electrochromatography, supercritical fluid chromatography and three liquid chromatographic modes

Cited by 67 publications

References 34 publications

Chiral and stable isotope analysis of synthetic cathinones

Chiral and stable isotope analysis of synthetic cathinones

Chiral Separations using Miniaturized Techniques: State of the Art and Perspectives

Enantioselective potential of polysaccharide‐based chiral stationary phases in supercritical fluid chromatography

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