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Comprehensive chromatographic profiling of cannabis from 23 USA States marketed for medical purposes

Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
In this research, cannabis varieties represent 23 USA States were assayed by GC-FID to generate their complex chemical profiles informative for plants clustering. Results showed that 45 cannabinoids and terpenoids were quantified in all plant samples, where 8 cannabinoids and 18 terpenoids were identified. Among organics, Δ9-THC, CBN (cannabinoids) and Fenchol (terpenoid) not only showed the highest levels overall contents, but also were the most important compounds for cannabis clustering. Among States, Washington, Oregon, California and Hawaii have the highest cannabis content. GC-FID data were subjected to PCA and HCA to find (1) the variations among cannabis chemical profiles as a result of growing environment, (2) to reveal the compounds that were responsible for grouping cultivars between clusters and (3) finally, to facilitate the future profile prediction and States clustering of unknown cannabis based on the chemical profile. The 23 cannabis USA States were grouped into three clusters based on only Δ9-THC, CBN, C1 and Fenchol content. Cannabis classification based on GCprofile will meet the practical needs of cannabis applications in clinical research, industrial production, patients’ self-production, and contribute to the standardization of commercially-available cannabis cultivars in USA.
Rocznik
Strony
78--90
Opis fizyczny
Bibliogr. 50 poz., rys., tab.
Twórcy
  • Department of Chemistry, School of Science, The University of Jordan, 11942, Amman, Jordan
  • Chemistry Department, The Hashemite University, 150459, Zarqa, Jordan
  • Department of Chemistry and Biochemistry, University of Mississippi, University, MS 38677, USA
  • National Center for Natural Products Research, University, MS 38677-1848, USA
  • Department of Pharmaceutics and Drug Delivery, School of Pharmacy, University of Mississippi University, MS 38677, USA
Bibliografia
  • 1. Brenneisen, R.; Elsohly, M. Chromatographic and spectroscopic profiles cannabis of different origins: part 1. J. Forensic. Sci. 1988, 33, 1385–404.
  • 2. http://medicalmarijuana.procon.org/view.resource.php?resourceID5000881.
  • 3. Lee, D. C.; Schlienz, N. J.; Peters, E. N.; Dworkin, R. H.; Turk, D. C.; Strain, E. C.; Vandrey, R. Systematic review of outcome domains and measures used in psychosocial and pharmacological treatment trials for cannabis use disorder. Drug. Alchol. Depen. 2019, 194, 500–17.
  • 4. Jin, D.; Jin, S.; Yu, Y.; Lee, C.; Chen, J. Classification of cannabis cultivars marketed in canada for medical purposes by quantification of cannabinoids and terpenes using HPLC-DAD and GC-MS. J. Anal. Bioanal. Tech. 2017, 8, 1–9.
  • 5. Sohly, M. E. Constituents of Cannabis Sativa; Handbook of Cannabis, 2014.
  • 6. McPartland, J. M.; Russo, E. B. Cannabis and cannabis extracts. J. Cannabis Ther. 2001, 1, 103–32.
  • 7. Brenneisen, R. Chemistry and analysis of phytocannabinoids and other Cannabis constituents. Forensic Science and Medicine: Marijuana and the Cannabinoids; Humana Press Inc: Totowa, NJ, 2007.
  • 8. ElSohly, M. A.; Stanford, D. F.; Murphy, T. P. Chemical fingerprinting of cannabis as a means of source identification. In Marijuana and the Cannabinoids, 2007, pp 51–66.
  • 9. Russo, E. B. History of cannabis and its preparations in saga, science, and sobriquet. Chem. Biodivers. 2007, 4, 1614–48.
  • 10. Pertwee, R. G. Handbook of Cannabis; Oxford University Press, 2014, pp 33–22.
  • 11. Russo, E. B. Taming THC: potential cannabis synergy and phytocannabinoid-terpenoid entourage effects. Br. J. Pharmacol. 2004, 163, 1344–64.
  • 12. Wang, M.; Wang, Y.-H.; Avula, B.; Radwan, M. M.; Wanas, A. S.; Mehmedic, Z.; van Antwerp, J.; ElSohly, M. A.; Khan, I. A. Quantitative determination of cannabinoids in cannabis and cannabis products using ultra-high-performance supercritical fluid chromatography and diode array/mass spectrometric detection. J. Forensic. Sci. 2017, 62, 602–11.
  • 13. Baron, E. Comprehensive Review of Medicinal Marijuana, Cannabinoids, and Therapeutic Implications in Medicine and Headache: What a Long Strange Trip It’s Been, 2015.
  • 14. Schier, A. R.; Ribeiro, N. P.; Silva, A. C.; Hallak, J. E.; Crippa, J. A.; Nardi, A. E.; Zuardi, A. W. Cannabidiol, a Cannabis sativa constituent, as an anxiolytic drug. Rev. Bras. Psiquiatr. 2012, 34, S104–17.
  • 15. Porter, B.; Jacobson, C. Report of a parent survey of cannabidiolenriched cannabis use in pediatric treatment-resistant epilepsy, 2013.
  • 16. http://www.hc-sc.gc.ca/dhp-mps/marihuana/med/infoprof-eng.php.
  • 17. Amar, M. B. Cannabinoids in medicine: A review of their therapeutic potential. J. Ethnopharmacol. 2016, 105, 1–25.
  • 18. Hazekamp, A.; Grotenhermen, F. Review on clinical studies with cannabis and cannabinoids 2005–2009. Cannabinoids 2010, 5, 1–21.
  • 19. Hillig, K. W.; Mahlberg, P. G. A chemotaxonomic analysis of cannabinoid variation in cannabis (cannabaceae). Am. J. Bot 2004, 91, 966–75.
  • 20. Hillig, K. W. A chemotaxonomic analysis of terpenoid variation in Cannabis. Biochem. Syst. Ecol. 2004, 32, 875–91.
  • 21. Hillig, K. Genetic evidence for speciation in Cannabis (Cannabaceae). Genet. Resour. Crop Evol. 2005, 52, 161–80.
  • 22. Szabady, B.; Hidvégi, E.; Nyiredy, Sz. Determination of neutral cannabinoids in hemp samples by overpressured-layer chromatography. Chromatographia 2002, 65, S165–S168.
  • 23. Zuardi, A. W.; Hallak, J. E. C.; Crippa, J. A. S. Interaction between cannabidiol (CBD) and Δ 9-tetrahydrocannabinol (THC): influence of administration interval and dose ratio between the cannabinoids. Psychopharmacology 2012, 219, 247–9.
  • 24. Stromberg, L. Minor components of Cannabis Resin III: Comparative Gas chromatographic analysis of hashish. J. Chro. 1972, 68, 253–8.
  • 25. Novotny, M.; Lee, M.L.; Low, C.-E.; Raymond, A. Analysis of marijuana samples from different origins by high-resolution gasliquid chromatography for forensic application. Anal. Chem. 1976, 48, 24–9.
  • 26. Hazekamp, A.; Fischedickm, J. T. Cannabis—from cultivar to chemovar, Drug Test. Analysis; Wiley Online Library, 2012.
  • 27. Ndjoko, K.; Wolfender, J.-L.; Hostettmann, K. Analysis of cannabinoids by liquid chromatography—Thermospray mass spectrometry and liquid chromatography—Tandem mass spectrometry. Chromatographia 1998, 47, 72–6.
  • 28. Van der Kooy, F.; Maltese, F.; Choi, Y. H.; Kim, H. K.; Verpoorte, R. Quality control of herbal material and phytopharmaceuticals with MS and NMR based metabolic fingerprinting. Planta. Med. 2009, 75, 763–75.
  • 29. Politi, M.; Peschel, W.; Wilson, N.; Zloh, M.; Prieto, J. M.; Heinrich, M. Direct NMR analysis of cannabis water extracts and tinctures and semiquantitative data on D9-THC and D9-THC-acid. Phytochemistry 2008, 69, 562–70.
  • 30. Choi, Y. H.; Kim, H. K.; Hazekamp, A.; Erkelens, C.; Lefeber, A. W. M.; Verpoorte, R. Metabolomic differentiation of Cannabis sativa cultivars using 1H NMR spectroscopy and principal component analysis. J. Nat. Prod. 2004, 67, 953–7.
  • 31. Breitenbach, S.; Rowe, W. F.; McCord, B.; Lurie, I. S. Assessment of ultra high performance supercritical fluid chromatography as a separation technique for the analysis of seized drugs: Applicability to synthetic cannabinoids. J. Chrom. A 2016, 1440, 201–11.
  • 32. Toyo’oka, T.; Kikura-Hanajiri, R. A reliable method for the separation and detection of synthetic cannabinoids by supercritical fluid chromatography with mass spectrometry, and its application to plant products. Chem. Pharm. Bull. 2015, 63, 762–9.
  • 33. Bäckström, B.; Cole, M. D.; Carrott, M. J.; Jones, D. C.; Davidson, G.; Coleman, K. A preliminary study of the analysis of Cannabis by supercritical fluid chromatography with atmospheric pressure chemical ionisation mass spectroscopic detection. Sci. Justice 1997, 37, 91–97.
  • 34. Later, D. W.; Richter, B. E.; Knowles, D. E.; Andersen, M. R. Analysis of various classes of drugs by capillary supercritical fluid chromatography. J. Chromatogr. Sci. 1986, 24, 249–53.
  • 35. Lehmann, T.; Brenneisen, R. High performance liquid chromatographic profiling of cannabis products. J. Liq. Chrom. 1995, 18, 689–700.
  • 36. Crispino, C.; Fernandes, K.; Kamogawa, M.; Nóbrega, J.; Nogueira, A. R.; Ferreira M. Multivariate classification of cigarettes according to their elemental content determined by inductively coupled plasma optical emission spectrometry. Anal. Sci. 2007, 23, 435–438.
  • 37. Al Bakain, R.; Rivals, I.; Sassiat, P.; Thiébaut, D.; Hennion, M.-C.; Euvrard, G.; Vial, J. Comparison of different statistical approaches to evaluate the orthogonality of chromatographic separations: Application to reverse phase systems. J. Chrom. A 2011, 1218, 2963–2975.
  • 38. Al Bakain, R.; Rivals, I.; Sassiat, P.; Thiébaut, D.; Hennion, M.-C.; Euvrard, G.; Vial J. Impact of the probe solutes set on orthogonality evaluation in reverse phase chromatographic systems. J. Chrom. A 2012, 1232, 231–241.
  • 39. Al Bakain, R. Z.; Al-Degs, Y.; Andri, B.; Thiébaut, D.; Vial, J.; Rivals, I. Supercritical fluid chromatography of drugs: parallel factor analysis for column testing in a wide range of operational conditions. J. Anal. Methods. Chem. 2017, 2017, 1–13.
  • 40. Al Bakain, R. Z.; Al-Degs, Y. S.; Cizdziel, J. V.; Elsohly, M. A. Comprehensive classification of USA cannabis samples based on chemical profiles of major cannabinoids and terpenoids. J. Liq. Chrom. Relat Tech., 2019, doi: 10.1080/10826076.2019.1701015.
  • 41. Andri, B.; Dispas, A.; Marini, R. D. E.; Hubert, P.; Sassiat, P.; Al Bakain, R.; Thiébaut, D.; Vial, J. Combination of partial least squares regression and design of experiments to model the retention of pharmaceutical compounds in supercritical fluid chromatography. J. Chrom. A. 2017, 1491, 182–194.
  • 42. Nunes, C. A.; Freitas, M. P.; Pinheiro, A. C. M.; Bastos, S. C. Chemoface: a novel free user-friendly interface for chemometrics. J. the Brazil. Chem. Soc. 2012, 23, 2003–10.
  • 43. Fischedick, J. T.; Hazekamp, A.; Erkelens, T.; Choi, Y. H.; Verpoorte, R. Metabolic fingerprinting of Cannabis sativa L., cannabinoids and terpenoids for chemotaxonomic and drug standardization purposes. Phytochemistry 2010, 71, 2058–73.
  • 44. Turner, C. E.; Ma, C. Y.; Russell, M. H.; Elsohly, M. A. Analysis of micro-encapsulated d-limonene dimercaptan, a possible herbicide marker for Cannabis sprayed with paraquat, using gas chromatography. Bull. Narc. 1981, 33, 43–54.
  • 45. Turner, C. E.; Ma, C. Y.; Elsohly, M. A. Constituents of Erythroxylon coca II. Gas-chromatographic analysis of cocaine and other alkaloids in coca leaves. J. Ethnopharmacol. 1981, 3, 293–8.
  • 46. http://www.maximumyield.com/definition/3932/fenchol.
  • 47. Broséus, J.; Anglada, F.; Esseiva, P. The differentiation of fibre- and drug type Cannabis seedlings by gas chromatography/mass spectrometry and chemometric tools. Forensic Sci. Int. 2010, 200, 87–92.
  • 48. United Nations Office on Drug Crime. Recommended method for the identification and analysis of cannabis and cannabis products; Vienna, Austria UNODC 39-41, 2014.
  • 49. Brereton, R. G. Applied Chemometrics for Scientists. John Wiley & Sons: England, 2007.
  • 50. Otto, M. Chemometrics: Statistics and Computer Application in Analytical Chemistry, 3rd ed.; Wiley-VCH, Weinheim, 2016.
Uwagi
Opracowanie rekordu ze środków MNiSW, umowa Nr 461252 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2021).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-f94e5cdc-1ee1-4d3c-987f-826c7f8a08a8
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