Highly sensitive screening and analytical characterization of synthetic cannabinoids in nine different herbal mixtures

Anal Bioanal Chem. 2021 Mar;413(8):2257-2273. doi: 10.1007/s00216-021-03199-6. Epub 2021 Feb 11.

Abstract

The popularity of new psychoactive substances among drug users has become a public health concern worldwide. Among them, synthetic cannabinoids (SCs) represent the largest, most diversified and fastest growing group. Commonly known as 'synthetic marijuana' as an alternative to cannabis, these synthetic compounds are easily accessible via the internet and are sold as 'herbal incenses' under different brand names with no information about the chemical composition. In the present work, we aim to integrate gas chromatography-tandem mass spectrometry (GC-MS) and nuclear magnetic resonance (NMR) data as useful strategy for the identification and confirmation of synthetic cannabinoids present in nine seized herbal incenses. The analysis of all samples allowed the initial identification of 9 SCs, namely 5 napthoylindoles (JWH-018, JWH-073, JWH-122, JWH-210, MAM-2201), APINACA, XLR-11 and CP47,497-C8 and its enantiomer. JWH-018 was the most frequently detected synthetic compound (8 of 9 samples), while APINACA and XLR-11 were only identified in one herbal product. Other non-cannabinoid drugs, including oleamide, vitamin E and vitamin E acetate, have also been detected. Oleamide and vitamin E are two adulterants, frequently added to herbal products to mask the active ingredients or added as preservatives. However, to our knowledge, no analytical data about vitamin E acetate was reported in herbal products, being the first time that this compound is identified on this type of samples. The integration data obtained from the used analytical technologies proved to be useful, allowing the preliminary identification of the different SCs in the mixture. Furthermore, the examination of mass spectral fragment ions, as well as the results of both 1D and 2D NMR experiments, enabled the identification and confirmation of the molecular structure of SCs.

Keywords: Chemical characterization; GC-MS; Herbal incenses; NMR; Screening; Synthetic cannabinoids.

MeSH terms

  • Cannabinoids / analysis*
  • Designer Drugs / chemistry*
  • Gas Chromatography-Mass Spectrometry / methods
  • Humans
  • Plants, Medicinal / chemistry*
  • Psychotropic Drugs / analysis*
  • Tandem Mass Spectrometry

Substances

  • Cannabinoids
  • Designer Drugs
  • Psychotropic Drugs