Tag: Flavonoid

Chemotaxonomic features associated with flavonoids of cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) in relation to hops (Humulus lupulus L.)

Vanhoenacker G, Van Rompaey P, De Keukeleire D, Sandra P.

Nat Prod Lett. 2002 Feb;16(1):57-63.

DOI: 10.1080/1057563029001/4863

The major flavonoids present in the leaves and flowers of the cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) cultivars Felina and Futura are orientin (1), vitexin (2), luteolin-7-O-beta-D-glucuronide (3), and apigenin-7-O-beta-D-glucuronide (4), while prenylated flavonoids, to which the potent estrogenicity of hops (Humilus lupulus L.) is associated, are absent. The different composition of flavonoids has chemotaxonomic value.

Abstract

Microbial metabolism of cannflavin A and B isolated from Cannabis sativa

Ibrahim, A. K., Radwan, M. M., Ahmed, S. A., Slade, D., Ross, S. A., ElSohly, M. A., & Khan, I. A. 

Phytochemistry, 71(8-9), 1014-1019. (2010).
 
doi: 10.1016/j.phytochem.2010.02.011

Microbial metabolism of cannflavin A (1) and B (2), two biologically active flavonoids isolated from Cannabis sativa L., produced five metabolites (3–7). Incubation of 1 and 2 with Mucor ramannianus (ATCC 9628) and Beauveria bassiana (ATCC 13144), respectively, yielded 600S,700-dihydroxycannflavin A (3), 600S,700-dihydroxycannflavin A 7-sulfate (4) and 600S,700-dihydroxycannflavin A 40 -O-a-L-rhamnopyranoside (5), and cannflavin B 7-O-b-D-4000-O-methylglucopyranoside (6) and cannflavin B 7-sulfate (7), respectively. All compounds were evaluated for antimicrobial and antiprotozoal activity.

Abstract

Flavonoid glycosides and cannabinoids from the pollen of Cannabis sativa L.

Ross, S. A., ElSohly, M. A., Sultana, G. N. N., Mehmedic, Z., Hossain, C. F., & Chandra, S. 

Phytochemical Analysis, 16(1), 45–48. (2005). 

doi: 10.1002/pca.809

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 ∆9 – tetrahydrocannabiorcol, cannabidivarin, cannabicitran, ∆9 -tetrahydrocannabivarin, cannabicyclol, cannabidiol, cannabichromene, ∆9 -tetrahydrocannabinol, cannabigerol, cannabinol, dihydrocannabinol, cannabielsoin, 6a, 7, 10a-trihydroxytetrahydrocannabinol , 9, 10-epoxycannabitriol, 10-O-ethylcannabitriol, and 7, 8-dehydro-10-Oethylcannabitriol.

Abstract