Analysis of isomeric cannabinoid standards and cannabis products by UPLC‑ESI‑TWIM-MS: a comparison with GC‑MS and GC × GC-QMS
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Data
2019
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Resumo
The Cannabis sativa L. plant has a complex chemical composition, containing various chemical
compounds such as terpenes, sugars, hydrocarbons, steroids, flavonoids, and amino acids. Few
works have attempted to identify the constitutional isomers of cannabinoids that are found in the
plant. The present study reported the analysis of seven cannabinoid standards: five neutral and
two acidic, as well as Cannabis products (hashish and marijuana) and parts of the Cannabis plant
(flower and leaf) using mono-dimensional gas chromatography coupled with mass spectrometry
(GC-MS) and two-dimensional gas chromatography coupled with quadrupole MS (GC × GC-QMS),
ultra performance liquid chromatography coupled with electrospray ionization-quadrupole-time
of flight (UPLC-ESI-QTOF)-MS and UPLC-ESI-travelling wave ion mobility (TWIM)-MS. The
results of GC-MS demonstrated close retention times (∆tR = 1.303 min) in separation of the five
cannabinoid standards, whereas GC × GC-QMS provided a substantially better identification
and distinction of constitutional isomers of cannabinoids, where a total of 11 cannabinoids were
identified in the hashish sample. UPLC-QTOF-MS and UPLC-TWIM-MS data obtained complete
chemical information, in which ESI(+) revealed the presence of seven constitutional isomers
of Δ9
-tetrahydrocannabinol (∆9
-THC), whereas ESI(–) proved the presence of four isomers of
Δ9
-tetrahydrocannabinolic acid A (Δ9
-THCA A).
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Cannabinoids, Ion mobility, ∆9 -THC, Mass spectrometry, isomers
Citação
SANTOS, Nayara A. dos S. Analysis of isomeric cannabinoid standards and cannabis products by UPLC‑ESI‑TWIM-MS: a comparison with GC‑MS and GC × GC-QMS. Journal of the Brazilian Chemical Society, Campinas, v. 30, n. 1, p. 60-70, 2019. DOI: 10.21577/0103-5053.20180152. Disponível em: https://s3.sa-east-1.amazonaws.com/static.sites.sbq.org.br/jbcs.sbq.org.br/pdf/2018-0188AR.pdfhttps://jbcs.sbq.org.br/default.asp?ed=280. Acesso em: 21 jun. 2023.