Cannabicitran: A new naturally occurring tetracyclic diether from lebanese Cannabis sativa

Bercht, C.A.L.; Lousberg, R. J. J. C.; Küppers, F.J.E.M.; Salemink, C. A.

doi:10.1016/s0031-9422(00)91362-1

Cited by 27 publications

(14 citation statements)

References 8 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In the early 1970s, Dutch and Turkish cannabis volatile oil samples were compared by capillary gas chromatography [ 98 , 99 ]. The volatile oils were prepared by two methods: hydrodistillation or through nitrogen extraction; the volatile oils were identified to contain 18 total monoterpenes, seven of which had not been identified previously: cis -β-ocimene ( 203 ), trans -β-ocimene ( 204 ), α-phellandrene ( 211 ), Δ 3 -carene ( 217 ), Δ 4 -carene ( 218 ), sabinene ( 219 ) and α-thujene ( 220 ).…”

Section: Non-cannabinoidsmentioning

confidence: 99%

Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis

et al. 2021

View full text Add to dashboard Cite

Cannabis sativa is one of the oldest medicinal plants in the world. It was introduced into western medicine during the early 19th century. It contains a complex mixture of secondary metabolites, including cannabinoids and non-cannabinoid-type constituents. More than 500 compounds have been reported from C. sativa, of which 125 cannabinoids have been isolated and/or identified as cannabinoids. Cannabinoids are C21 terpeno-phenolic compounds specific to Cannabis. The non-cannabinoid constituents include: non-cannabinoid phenols, flavonoids, terpenes, alkaloids and others. This review discusses the chemistry of the cannabinoids and major non-cannabinoid constituents (terpenes, non-cannabinoid phenolics, and alkaloids) with special emphasis on their chemical structures, methods of isolation, and identification.

show abstract

Section: Non-cannabinoidsmentioning

confidence: 99%

Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis

et al. 2021

View full text Add to dashboard Cite

show abstract

“…Cannabicitran (CBT-C 5 ) was first synthesized and named citrylidene-cannabis (Crombie and Ponsford, 1971), and then isolated (Bercht et al, 1974) from Lebanese hashish. The absolute configuration of cannabicitran is not known.…”

Section: Miscellaneous Types: 14 Known (2 New)mentioning

confidence: 99%

Chemical constituents of marijuana: The complex mixture of natural cannabinoids

2005

View full text Add to dashboard Cite

“…A promising report has recently been published by Teale et al (266). Other papers involve pyrolysis of CBD (39a), isolation of can nabicitran (40), cannabinol methyl ether (41), long-chain hydrocarbons (42), non cannabinoid phenols (43), alkaloids (44), a brief note on use of mass spectrometry (45), and an account of Argentine marijuana (46).…”

mentioning

confidence: 99%

Pharmacology of Marijuana

Patón¹

1975

Annu. Rev. Pharmacol.

114

View full text Add to dashboard Cite

·: ·6617This review is concerned primarily with the papers that have appeared since the end of 1972 subsequent to the material in the book by Nahas (1) and the review volumes edited by Mechoulam (2) and by Gibbins et al (3). The main new developments have been in the biochemistry of cannabis metabolites, in cellular and toxicological effects, and in a widening of human studies. CHEMICAL ASPECTSStructure-Action Relationships (4,5,6) Variations in potency among cannabinoids by a factor of over 2000 are now recorded, which allow considerable scope for structure-action studies. But estimates of relative potency remain difficult to make because of the variability among subjects (whether animals or humans). At a deeper level, little work has been done to assess how far variations in potency reflect differences in pharmacokinetics or in metabo lism (with possible formation both of active and inactive metabolites), as against differences in effect at the ultimate site(s) of action. In addition, many of the structures involved have several isomers and are usually tested as mixtures. Finally, pharmacological study has not been sufficiently detailed to exclude major differences in type of action between the various substances. This may be important, since trial of I, l-dimethylheptyl-�3-THC (DMHP) in man showed that, while it produces pronounced tachycardia and hypotension in man, it has no psychic effect (7). The same may be true of other compounds tested only in animals.Subject to these qualifications, the following provisional generalizations may be made, characterizing the tetrahydrocannabinol (THC) molecule as possessing three rings, terpenoid, pyran, and aromatic and using the terpenoid nomenclature.

show abstract

Cannabicitran: A new naturally occurring tetracyclic diether from lebanese Cannabis sativa

Cited by 27 publications

References 8 publications

Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis

Cannabinoids, Phenolics, Terpenes and Alkaloids of Cannabis

Chemical constituents of marijuana: The complex mixture of natural cannabinoids

Pharmacology of Marijuana

Contact Info

Product

Resources

About