Chiral separation of 12 cathinone analogs by cyclodextrin‐assisted capillary electrophoresis with UV and mass spectrometry detection

Merola, Gustavo; Fu, Hanzhuo; Tagliaro, Franco; Macchia, Teodora; McCord, Bruce

doi:10.1002/elps.201400077

Cited by 71 publications

(88 citation statements)

References 48 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[31][32][33][34] Since the substance is available as hydrochloride, the polar organic mode arrangement with ethanol as the bulk mobile phase was assumed to provide the best results. [31][32][33][34] Since the substance is available as hydrochloride, the polar organic mode arrangement with ethanol as the bulk mobile phase was assumed to provide the best results.…”

Section: Enantioseparation Of Butylonementioning

confidence: 99%

Structure determination of butylone as a new psychoactive substance using chiroptical and vibrational spectroscopies

et al. 2018

View full text Add to dashboard Cite

Recently, there has been a worldwide substantial increase in the consumption of new psychoactive substances (NPS), compounds that mimic the structure of illicit drugs, such as amphetamines or ecstasy. The producers try to avoid the law by a slight modification of illicit structures, thereby developing dozens of temporarily legal NPS every year. The current trends in the detection and monitoring of such substances demand a fast and reliable analysis. Molecular spectroscopy represents a highly effective tool for the identification of NPS and chiroptical methods can provide further information on their 3D structure, which is the key for the determination of their biological activity. We present the first systematic study of NPS, specifically butylone, combining chiroptical and vibrational spectroscopies with ab initio calculations. According to density functional theory calculations, 6 stable lowest energy conformers of butylone were found and their molecular structure was described. For each conformer, the relative abundance based on the Boltzmann distribution was estimated, their population weighted spectra predicted and compared to the experimental results. Very good agreement between the experimental and the simulated spectra was achieved, which allowed not only the assignment of the absolute configuration, but also a precise description of the molecular structure.

show abstract

Section: Enantioseparation Of Butylonementioning

confidence: 99%

Structure determination of butylone as a new psychoactive substance using chiroptical and vibrational spectroscopies

et al. 2018

View full text Add to dashboard Cite

show abstract

“…In the study, it was observed that for chiral separation of a range of synthetic cathinones (2-, 3-, 4-regioisomers of methylmethcathinone, methylethcathinone and ethylethcathinone), these two β-CDs were found to be complementary on their chiral selectivities. Interestingly, another two CDs highly sulfated-γ-CD (HS-γ-CD) and native β-CD were also found to give complementary chiral separation for some synthetic cathinones [23]. Native β-CD did not separate 4-methoxymethcathinone and 4-fluoromethcathinone enantiomers but these were separated using HS-γ-CD, while HS-γ-CD did not separate N,N-dimethylcathinone, ethcathinone, pentedrone, and buphedrone enantiomers but these were separated by native β-CD.…”

Section: Capillary Electrophoresis (Ce)mentioning

confidence: 99%

Chiral and stable isotope analysis of synthetic cathinones

Tai

Morrison

2017

TrAC Trends in Analytical Chemistry

View full text Add to dashboard Cite

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.

show abstract

“…Merola et al used beta-CD and HS-gamma-CD for achieving the chiral separation of 12 cathinone analogs, belonging to the benzoylethanamine class and sold illegally as "bath salts," by means of PF-CZE-ESI-TOF MS [79]. These compounds differ from one another by the presence of substituents that may include halogen, dioxol, and alkyl groups; hence, a highly efficient and selective method for the discrimination of such closely related compounds is needed.…”

Section: Drugs Of Abusementioning

confidence: 99%