37
THC or CBD with CBC increases inflammatory modulation, suggesting a strong synergistic effect [20]. Studies in the 1970s suggested that CBC was the second most abundant cannabinoid in cannabis plants, although today that is no longer the case. This is due to selective breeding favouring plants high in THC and CBD, with varieties originating from the tropics with initially high concentrations of CBC having little resemblance to modern commercial hybrids [20].
Conclusion
The data demonstrates the utility of orthogonal methodology employed within a reversed-phase platform to determine the identity of an unknown constituent in Vermont hemp extract as CBC-A. In the case presented, the data obtained from the proposed ‘turn- key’ separation at a single pH, was not enough alone to draw unequivocal conclusions regarding the identity of the compound of interest. The data also reveals the utility of MS, PDA-UV, and a fraction collector such as the WFM-A, as important tools to distinguish isobaric constituents in C. sativa extract such as CBD-A, THC-A and CBC-A.
Acknowledgements
We would like to acknowledge Dr Christopher Hudalla at ProVerde Laboratories (Milford, MA, USA) for contribution of the raw hemp material.
References
1. Atakan, Zerrin. “Cannabis, a Complex Plant: Different Compounds and Different Effects on Individuals.” Therapeutic Advances in Psychopharmacology 2(6): 241–254. 2012.
2. Li, H. ”An Archaeological and Historical Account of Cannabis in China”. Economic Botany 28: 437–448. 1973.
3. Gould, J. “The Cannabis Crop”. Nature 525 S2–S3. 2015.
4. Wagner, H. “Synergy Research: Approaching a New Generation of Phytopharmaceuticals”. Phytomedicine. 16 (2-3): 97–110. 2009.
5.Burnett, Malik. “Medical Marijuana: Much More Than Just THC and CBD”. Medical Jane.
6. Mechoulam, R. and Ben-Shabat, S. “From gan-zi-gun-nu to anandamideand 2-arachidonoylglycerol: The Ongoing Story of Cannabis”. Nat. Prod. Rep.16: 131–143. 1999.
7. Plus CBDiol. “What is CBD”.
www.pluscbdoil. com. Date accessed December 26, 2017.
Figure 5: PDA-UV and QDa-MS spectra of (A) the unknown eluting at 2.1 mins in hemp extract and (B) CBC-A reference standard.
Figure 4: Overlay of the CBC-A reference standard before and after decarboxylation with partial conversion to the neutral form CBC. The chemical structure [16] is shown next to the respective peak.
8. Leafly. “Understanding the Hemptourage Effect and the Diversity of Compounds”. www.
leafly.com. Date accessed December 26, 2017.
9. Ross S. A., Mehmedic Z., Murphy T. P., ElSohly M. A. “GC-MS Analysis of the Total Δ9-THC Content of Both Drug- and Fiber-type Cannabis Seeds”. J. Anal. Toxicol. 4 715–717. 2000.
10. Stout J. M., Boubakir Z., Ambrose S. J., Purves R. W., Page J. E. “The Hexanoyl-CoA Precursor for Cannabinoid Biosynthesis is Formed by an Acyl-activating Enzyme in Cannabis Sativa Trichomes”. Plant J. 71 353–365. 2012.
11. Ross S. A., ElSohly M. A., Sultana G. N. N., Mehmedic Z., Hossain C. F., Chandra S. “Flavonoid Glycosides and Cannabinoids from the Pollen of Cannabis sativa L”. Phytochem. Anal. 16 45–48. 2005.
12.Khan B., Warner P., Wang H.” Antibacterial Properties of Hemp and Other Natural Fiber Plants: A Review”. Bioresources 9 3642–3659. 2014.
13. Flores-Sanchez I. J., Verpoorte R. “Secondary Metabolism in Cannabis”. Phytochem. Rev. 7, 615–639. 2008.
14 .Vandrey, R
et.al. “Cannabinoid Dose and Label Accuracy in Edible Medical Cannabis
Products”. JAMA. 313(24):2491-2493. 2015.
15. Egerton, David. “Defining Cannabis Standards in a Green Market”. American Laboratory. February 17, 2017.
16. Royal Society of Chemistry. http://www.
chemspider.com . Date accessed December 22, 2017.
17. Argentine MD, Owens PK, Olsen BA. “Strategies for the Investigation and Control of Process-Related Impurities in Drug Substances”. Advanced Drug Delivery. 59(1):12-28. Rev. January 10, 2007.
18. Layton, Catharine. “Beginners Guide to Preparative Chromatography”. Waters Corporation. Library of Congress Number 2017933626. 2017.
19. Wang,Mei
et.al. “Decarboxylation Study of Acidic Cannabinoids: A Novel Approach Using Ultra-High Performance Supercritical Fluid Chromatography/Photodiode Array Mass Spectrometry”. Cannabis Cannabinoid Research. 1(1): 262–271. 2016.
20. Alchimia. “Cannabichromene (CBC); Therapeutic Potential”. https://www.
alchimiaweb.com. Date accessed December 22, 2017.
Page 1 |
Page 2 |
Page 3 |
Page 4 |
Page 5 |
Page 6 |
Page 7 |
Page 8 |
Page 9 |
Page 10 |
Page 11 |
Page 12 |
Page 13 |
Page 14 |
Page 15 |
Page 16 |
Page 17 |
Page 18 |
Page 19 |
Page 20 |
Page 21 |
Page 22 |
Page 23 |
Page 24 |
Page 25 |
Page 26 |
Page 27 |
Page 28 |
Page 29 |
Page 30 |
Page 31 |
Page 32 |
Page 33 |
Page 34 |
Page 35 |
Page 36 |
Page 37 |
Page 38 |
Page 39 |
Page 40 |
Page 41 |
Page 42 |
Page 43 |
Page 44 |
Page 45 |
Page 46 |
Page 47 |
Page 48 |
Page 49 |
Page 50 |
Page 51 |
Page 52 |
Page 53 |
Page 54 |
Page 55 |
Page 56 |
Page 57 |
Page 58 |
Page 59 |
Page 60 |
Page 61 |
Page 62 |
Page 63 |
Page 64 |
Page 65 |
Page 66 |
Page 67 |
Page 68