GC-MS metabolite profile and identification of unusual homologous cannabinoids in high potency Cannabis sativa

Basas Jaumandreu, Josep; Heras Cisa, F. Xavier de las

doi:10.1055/a-1110-1045

dc.contributor.author	Basas Jaumandreu, Josep
dc.contributor.author	Heras Cisa, F. Xavier de las
dc.contributor.other	Universitat Politècnica de Catalunya. Departament d'Enginyeria Minera, Industrial i TIC
dc.date.accessioned	2020-05-21T11:12:34Z
dc.date.available	2021-03-01T01:27:09Z
dc.date.issued	2020-02-13
dc.identifier.citation	Basas, J.; de las Heras, F.X.C. GC-MS metabolite profile and identification of unusual homologous cannabinoids in high potency Cannabis sativa. "Planta medica", 13 Febrer 2020, vol. 86, núm. 5, p. 338-347.
dc.identifier.issn	0032-0943
dc.identifier.uri	http://hdl.handle.net/2117/188476
dc.description.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 ¿9-tetrahydrocannabinolic acid (A) and its neutral derivative trans-¿9-tetrahydrocannabinol-C5 (THC) Cis and trans-¿9-tetrahydrocannabinol-C7 isomers with an ethyl-pentyl branched chain together with minor amounts of trans-¿9-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.
dc.description.sponsorship	We thank Dr. Simon (Universitat de Barcelona) for the identification of the hemp. We are also grateful to the editors and to two anonymous reviewers for providing constructing criticisms on the earlier version of this manuscript.
dc.format.extent	10 p.
dc.language.iso	eng
dc.subject	Àrees temàtiques de la UPC::Enginyeria agroalimentària::Ciències de la terra i de la vida::Botànica
dc.subject	Àrees temàtiques de la UPC::Enginyeria química::Química analítica
dc.subject.lcsh	Hemp
dc.subject.lcsh	Cannabinoids
dc.subject.lcsh	Cannabaceae
dc.subject.lcsh	Cannabis
dc.subject.lcsh	Phytochemicals
dc.subject.lcsh	Plant lipids
dc.subject.other	Cannabinoids
dc.subject.other	Cannabis sativa
dc.subject.other	Cannabaceae
dc.subject.other	Phytochemical analysis
dc.subject.other	GC-MS
dc.title	GC-MS metabolite profile and identification of unusual homologous cannabinoids in high potency Cannabis sativa
dc.type	Article
dc.subject.lemac	Cànem
dc.subject.lemac	Cannabinoides
dc.subject.lemac	Cànnabis
dc.subject.lemac	Fitoquímics
dc.subject.lemac	Lípids vegetals
dc.contributor.group	Universitat Politècnica de Catalunya. BIOGAP - Grup de Tractament Biològic de Contaminants Gasosos i Olors
dc.identifier.doi	10.1055/a-1110-1045
dc.description.peerreviewed	Peer Reviewed
dc.relation.publisherversion	https://www.thieme-connect.de/products/ejournals/abstract/10.1055/a-1110-1045
dc.rights.access	Open Access
local.identifier.drac	28444242
dc.description.version	Postprint (author's final draft)
local.citation.author	Basas, J.; de las Heras, F.X.C.
local.citation.publicationName	Planta medica
local.citation.volume	86
local.citation.number	5
local.citation.startingPage	338
local.citation.endingPage	347