Flavonoid glycosides and cannabinoids from the pollen of Cannabis sativa L.
Chemical investigation of the pollen grain collected from male plants of Cannabis sativa L. resulted in the isolation for the first time of two flavonol glycosides from the methanol extract, and the identification of 16 cannabinoids in the hexane extract. The two glycosides were identified as kaempferol 3-O-sophoroside and quercetin 3-O-sophoroside by spectroscopic methods including high-field two-dimensional NMR experiments. The characterisation of each cannabinoid was performed by GC-FID and GC-MS analyses and by comparison with both available reference cannabinoids and reported data. The identified cannabinoids were delta9-tetrahydrocannabiorcol, cannabidivarin, cannabicitran, delta9-tetrahydrocannabivarin, cannabicyclol, cannabidiol, cannabichromene, delta9-tetrahydrocannabinol, cannabigerol, cannabinol, dihydrocannabinol, cannabielsoin, 6a, 7, 10a-trihydroxytetrahydrocannabinol, 9, 10-epoxycannabitriol, 10-O-ethylcannabitriol, and 7, 8-dehydro-10-O-ethylcannabitriol.
Ross
Samir A
SA
National Center for Natural Products Research, University of Mississippi, University, Mississippi 38677-1848, USA. sross@olemiss.edu
ElSohly
Mahmoud A
MA
Sultana
Gazi N N
GN
Mehmedic
Zlatko
Z
Hossain
Chowdhury F
CF
Chandra
Suman
S
D002186:Cannabinoids / Q000302:isolation & purification*; D002188:Cannabis / Q000737:chemistry*; D002845:Chromatography / Q000379:methods; D002849:Chromatography, Gas / Q000379:methods; D044949:Kaempferols / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D011058:Pollen / Q000737:chemistry*; D011794:Quercetin / Q000031:analogs & derivatives* / Q000302:isolation & purification*
D002186:Cannabinoids; D044949:Kaempferols; C055545:quercetin-3-O-sophoroside; C064309:kaempferol 3-O-sophoroside; D011794:Quercetin