GC-MS Metabolite Profile and Identification of Unusual Homologous Cannabinoids in High Potency Cannabis sativa

Josep Basas-Jaumandreu; F. Xavier C. de las Heras

doi:10.1055/a-1110-1045

Planta Medica, Inhaltsverzeichnis

Planta Med 2020; 86(05): 338-347
DOI: 10.1055/a-1110-1045

Natural Product Chemistry and Analytical Studies

Original Papers

Georg Thieme Verlag KG Stuttgart · New York

GC-MS Metabolite Profile and Identification of Unusual Homologous Cannabinoids in High Potency Cannabis sativa

Josep Basas-Jaumandreu

Department of Mining, Industrial and ICT, Escola Politècnica Superior dʼEnginyeria de Manresa (EPSEM), Universitat Politècnica de Catalunya (UPC-BarcelonaTech), Manresa, Catalonia, Spain

,

F. Xavier C. de las Heras

Department of Mining, Industrial and ICT, Escola Politècnica Superior dʼEnginyeria de Manresa (EPSEM), Universitat Politècnica de Catalunya (UPC-BarcelonaTech), Manresa, Catalonia, Spain

› Institutsangaben

Abstract

Phytochemical investigation of the lipids extracted from seeds of Cannabis sativa by GC-MS showed 43 cannabinoids, 16 of which are new. The extract is dominated by Δ⁹-tetrahydrocannabinolic acid (A) and its neutral derivative trans-Δ⁹-tetrahydrocannabinol-C₅ (THC) Cis and trans-Δ⁹-tetrahydrocannabinol-C₇ isomers with an ethyl-pentyl branched chain together with minor amounts of trans-Δ⁹-tetrahydrocannabinol with a methyl-pentyl C₆ branched side chain were identified as new natural compounds. Four cannabichromene isomers with a C₅ side chain are postulated to be derived from the double bond migration at the terminal isoprenyl unit. C₇ cannabichromene together with the neutral and acidic forms of cannabinol-C₇ were also detected. The mass spectrum of these homologues as trimethylsilyl (TMS) derivatives are presented, and the fragmentation patterns are discussed.

Key words

Cannabinoids - Cannabis sativa - Cannabaceae - phytochemical analysis - GC-MS

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Referenzen

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