Cannabinoid contents in hemp teas and estimation of their transfer into tea infusions

References

• Andre CM, Hausman J-F, Guerriero G. 2016. Cannabis sativa: the plant of the thousand and one molecules. Front Plant Sci. 7:19 doi: 10.3389/fpls.2016.00019.
   PubMed Web of Science ®Google Scholar
• BfR. 2018. Tetrahydrocannabinol levels are too high in many hemp-containing foods—health impairments are possible. BfR Opinion No 034/2018.
   Google Scholar
• Citti C, Linciano P, Russo F, Luongo L, Iannotta M, Maione S, Laganà A, Capriotti AL, Forni F, Vandelli MA, et al. 2019. A novel phytocannabinoid isolated from Cannabis sativa L. with an in vivo cannabimimetic activity higher than Δ(9)-tetrahydrocannabinol: Δ(9)-Tetrahydrocannabiphorol. Sci Rep. 9(1):20335. doi: 10.1038/s41598-019-56785-1.
   PubMed Web of Science ®Google Scholar
• Citti C, Pacchetti B, Vandelli MA, Forni F, Cannazza G. 2018. Analysis of cannabinoids in commercial hemp seed oil and decarboxylation kinetics studies of cannabidiolic acid (CBDA). J Pharm Biomed Anal. 149:532–540. doi: 10.1016/j.jpba.2017.11.044.
   PubMed Web of Science ®Google Scholar
• Coffman CB, Gentner WA. 1974. Cannabis sativa L.: Effect of drying time and temperature on cannabinoid profile of stored leaf tissue. Bulletin on Narcotics. 26:67–70.
   Google Scholar
• Crombie L, Ponsford R, Shani A, Yagnitinsky B, Mechoulam R. 1968. Hashish components. Photochemical production of cannabicyclol from cannabichromene. Tetrahedron Lett. No9 (55):5771–5772. doi: 10.1016/S0040-4039(00)76346-5.
   Google Scholar
• de Meijer EPM, van der Kamp HJ, van Eeuwijk FA. 1992. Characterisation of Cannabis accessions with regard to cannabinoid content in relation to other plant characters. Euphytica. 62(3):187–200. doi: 10.1007/BF00041753.
   Web of Science ®Google Scholar
• DIN10809 1988. Bereitung eines Aufgusses für sensorische Prüfungen. Deutsches Institut für Normung. Berlin (Germany): Beuth-Verlag.
   Google Scholar
• Dräger H, Barthlott I, Golombek P, Walch SG, Lachenmeier DW. 2022. Time trends of tetrahydrocannabinol (THC) in a 2008–2021 German National Survey of Hemp Food Products. Foods. 11(3):486. doi: 10.3390/foods11030486.
   PubMed Web of Science ®Google Scholar
• EFSA. 2015. Scientific Opinion on the risks for human health related to the presence of tetrahydrocannabinol (THC) in milk and other food of animal origin. Efsa J. 13(6)4141(European Food Safety Authority: scientific Panel on Contaminants in the Food Chain (CONTAM)):125. pp.
   Google Scholar
• EU-Regulation 2013. 1308/ Regulation (EU) No 1308/2013 of the European Parliament and of the Council of 17 December 2013 establishing a common organisation of the markets in agricultural products and repealing Council Regulations (EEC) No 922/72, (EEC) No 234/79, (EC) No 1037/2001 and (EC) No 1234/2007.L 347/608
   Google Scholar
• Fetterman PS, Keith ES, Waller CW, Guerrero O, Doorenbos NJ, Quimby MW. 1971. Mississippi-grown Cannabis sativa L: preliminary observation on chemical definition of phenotype and variations in tetrahydrocannabinol content versus age, sex, and plant part. J Pharm Sci. 60(8):1246–1249. doi: 10.1002/jps.2600600832.
   PubMed Web of Science ®Google Scholar
• Flores-Sánchez IJ, Verpoorte R. 2008. Secondary metabolism in cannabis. Phytochem Rev. 7(3):615–639. doi: 10.1007/s11101-008-9094-4.
   Google Scholar
• Gigopulu O, Geskovski N, Stefkov G, Stoilkovska Gjorgievska V, Slaveska Spirevska I, Huck CW, Makreski P. 2022. A unique approach for in-situ monitoring of the THCA decarboxylation reaction in solid state. Spectrochim Acta A Mol Biomol Spectrosc. 267(Pt 2):120471. doi: 10.1016/j.saa.2021.120471.
   PubMedGoogle Scholar
• Hanuš LO, Meyer SM, Muñoz E, Taglialatela-Scafati O, Appendino G. 2016. Phytocannabinoids: a unified critical inventory. Nat Prod Rep. 33(12):1357–1392. doi: 10.1039/c6np00074f.
   PubMed Web of Science ®Google Scholar
• Hazekamp A, Bastola K, Rashidi H, Bender J, Verpoorte R. 2007. Cannabis tea revisited: a systematic evaluation of the cannabinoid composition of cannabis tea. J Ethnopharmacol. 113(1):85–90. doi: 10.1016/j.jep.2007.05.019.
   PubMed Web of Science ®Google Scholar
• Hillig KW, Mahlberg PG. 2004. A chemotaxonomic analysis of cannabinoid variation in Cannabis (Cannabaceae). Am J Bot. 91(6):966–975. doi: 10.3732/ajb.91.6.966.
   PubMed Web of Science ®Google Scholar
• Knezevic F, Nikolai A, Marchart R, Sosa S, Tubaro A, Novak J. 2021. Residues of herbal hemp leaf teas–How much of the cannabinoids remain? Food Control. 127:108146. doi: 10.1016/j.foodcont.2021.108146.
   Web of Science ®Google Scholar
• Lachenmeier DW, Kroener L, Musshoff F, Madea B. 2004. Determination of cannabinoids in hemp food products by use of headspace solid-phase microextraction and gas chromatography–mass spectrometry. Anal Bioanal Chem. 378(1):183–189. doi: 10.1007/s00216-003-2268-4.
   PubMed Web of Science ®Google Scholar
• Lindholst C. 2010. Long term stability of cannabis resin and cannabis extracts. Aust J Forensic Sci. 42(3):181–190. doi: 10.1080/00450610903258144.
   Web of Science ®Google Scholar
• McPartland JM, Small E. 2020. A classification of endangered high-THC cannabis (Cannabis sativa subsp. indica) domesticates and their wild relatives. PhytoKeys. 144:81–112. doi: 10.3897/phytokeys.144.46700.
   PubMedGoogle Scholar
• Meija J, McRae G, Miles CO, Melanson JE. 2022. Thermal stability of cannabinoids in dried cannabis: a kinetic study. Anal Bioanal Chem. 414(1):377–384. doi: 10.1007/s00216-020-03098-2.
   PubMed Web of Science ®Google Scholar
• Moreno T, Dyer P, Tallon S. 2020. Cannabinoid decarboxylation: a comparative kinetic study. Ind Eng Chem Res. 59(46):20307–20315. doi: 10.1021/acs.iecr.0c03791.
   Web of Science ®Google Scholar
• Morimoto S, Komatsu K, Taura F, Shoyama Y. 1998. Purification and characterization of cannabichromenic acid synthase from Cannabis sativa. Phytochemistry. 49(6):1525–1529. doi: 10.1016/s0031-9422(98)00278-7.
   PubMed Web of Science ®Google Scholar
• Pacifico D, Miselli F, Carboni A, Moschella A, Mandolino G. 2008. Time course of cannabinoid accumulation and chemotype development during the growth of Cannabis sativa L. Euphytica. 160(2):231–240. doi: 10.1007/s10681-007-9543-y.
   Web of Science ®Google Scholar
• Perrotin-Brunel H, Buijs W, Spronsen J, Roosmalen MJEv, Peters CJ, Verpoorte R, Witkamp G-J. 2011. Decarboxylation of Δ9-tetrahydrocannabinol: kinetics and molecular modeling. J Mol Struct. 987(1-3):67–73. doi: 10.1016/j.molstruc.2010.11.061.
   Web of Science ®Google Scholar
• Pertwee RG, Howlett AC, Abood ME, Alexander SPH, Di Marzo V, Elphick MR, Greasley PJ, Hansen HS, Kunos G, Mackie K, et al. 2010. international union of basic and clinical pharmacology. LXXIX. Cannabinoid receptors and their ligands: beyond CB1 and CB2. Pharmacol Rev. 62(4):588–631. doi: 10.1124/pr.110.003004.
   PubMed Web of Science ®Google Scholar
• Petri G, Oroszlán P, Fridvalszky L. 1988. Histochemical detection of hemp trichomes and their correlation with the THC content. Acta Biol Hung. 39(1):59–73.
   PubMed Web of Science ®Google Scholar
• Piluzza G, Delogu G, Cabras A, Marceddu S, Bullitta S. 2013. Differentiation between fibre and drug types of hemp (Cannabis sativa L.) from a collection of wild and domesticated accessions. Genet Resour Crop Evol. 60(8):2331–2342. doi: 10.1007/s10722-013-0001-5.
   Web of Science ®Google Scholar
• Sawler J, Stout JM, Gardner KM, Hudson D, Vidmar J, Butler L, Page JE, Myles S. 2015. The genetic structure of marijuana and hemp. PLoS One. 10(8):e0133292. doi: 10.1371/journal.pone.0133292.
   PubMed Web of Science ®Google Scholar
• Seo C, Jeong M, Lee S, Kim EJ, Rho S, Cho M, Lee YS, Hong J. 2022. Thermal decarboxylation of acidic cannabinoids in Cannabis species: identification of transformed cannabinoids by UHPLC-Q/TOF–MS. J Anal Sci Technol. 13(1):42. doi: 10.1186/s40543-022-00351-4.
   Web of Science ®Google Scholar
• Small E, Beckstead HD. 1973. Cannabinoid phenotypes in Cannabis sativa. Nature. 245(5421):147–148. doi: 10.1038/245147a0.
   PubMed Web of Science ®Google Scholar
• Small E, Cronquist A. 1976. A practical and natural taxonomy for cannabis. TAXON. 25(4):405–435. doi: 10.2307/1220524.
   Web of Science ®Google Scholar
• Taura F, Sirikantaramas S, Shoyama Y, Yoshikai K, Shoyama Y, Morimoto S. 2007. Cannabidiolic-acid synthase, the chemotype-determining enzyme in the fibre-type Cannabis sativa. FEBS Lett. 581(16):2929–2934. doi: 10.1016/j.febslet.2007.05.043.
   PubMed Web of Science ®Google Scholar
• Turner CE, Elsohly MA, Boeren EG. 1980. Constituents of Cannabis sativa L. XVII. A review of the natural constituents. J Nat Prod. 43(2):169–234. doi: 10.1021/np50008a001.
   PubMed Web of Science ®Google Scholar
• Turner CE, Hadley KW, Fetterman PS, Doorenbos NJ, Quimby MW, Waller C. 1973. Constituents of Cannabis sativa L. IV: stability of cannabinoids in stored plant material. J Pharm Sci. 62(10):1601–1605. doi: 10.1002/jps.2600621005.
   PubMed Web of Science ®Google Scholar
• Wang M, Wang Y-H, Avula B, Radwan MM, Wanas AS, van Antwerp J, Parcher JF, ElSohly MA, Khan IA. 2016. Decarboxylation study of acidic cannabinoids: a novel approach using ultra-high-performance supercritical fluid chromatography/photodiode array-mass spectrometry. Cannabis Cannabinoid Res. 1(1):262–271. doi: 10.1089/can.2016.0020.
   PubMedGoogle Scholar
• Zamengo L, Bettin C, Badocco D, Di Marco V, Miolo G, Frison G. 2019. The role of time and storage conditions on the composition of hashish and marijuana samples: a four-year study. Forensic Sci Int. 298:131–137. doi: 10.1016/j.forsciint.2019.02.058.
   PubMed Web of Science ®Google Scholar