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Abstract

The legal sale of cannabis-enriched foods and beverages for medical or recreational purposes is increasing in many states and countries, especially in North America and Europe. These food-based cannabis delivery systems vary considerably in their compositions and structures, ranging from low-viscosity watery beverages to solid fatty chocolates. The rate and extent of release of the bioactive components in cannabis within the human gastrointestinal tract (GIT) affect their health and psychoactive effects. Studies with other types of hydrophobic bioactives, such as nutraceuticals and vitamins, have shown that food composition and structure have a major impact on their bioaccessibility, transformation, and absorption within the GIT, thereby influencing their bioavailability and bioactivity. This review outlines how insights on the bioavailability of other lipophilic bioactives can be used to facilitate the design of more efficacious and consistent cannabis-enriched products intended for oral consumption. In particular, the importance of food-matrix composition (such as fat type and level) and structural organization (such as fat domain dimensions) are discussed.

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2020-03-25
2024-04-18
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Literature Cited

  1. Abrams DI. 2018. The therapeutic effects of cannabis and cannabinoids: an update from the National Academies of Sciences, Engineering and Medicine report. Eur. J. Intern. Med. 49:7–11
    [Google Scholar]
  2. Akhtar MT, Mustafa NR, Verpoorte R 2015. Hydroxylation and glycosylation of delta(9)-tetrahydrocannabinol by Catharanthus roseus cell suspension culture. Biocatal. Biotransform. 33:279–86
    [Google Scholar]
  3. Alfulaij N, Meiners F, Michalek J, Small-Howard AL, Turner HC, Stokes AJ 2018. Cannabinoids, the heart of the matter. J. Am. Heart Assoc. 7:1430006489
    [Google Scholar]
  4. Beal K. 2019. Considerations in the addition of cannabis to chocolate. Curr. Opin. Food Sci. 28:14–17
    [Google Scholar]
  5. Bochicchio S, Barba AA, Grassi G, Lamberti G 2016. Vitamin delivery: carriers based on nanoliposomes produced via ultrasonic irradiation. LWT Food Sci. Technol. 69:9–16
    [Google Scholar]
  6. Bonini SA, Premoli M, Tambaro S, Kumar A, Maccarinelli G et al. 2018. Cannabis sativa: a comprehensive ethnopharmacological review of a medicinal plant with a long history. J. Ethnopharmacol. 227:300–15
    [Google Scholar]
  7. Caddeo C, Manconi M, Fadda AM, Lai F, Lampis S et al. 2013. Nanocarriers for antioxidant resveratrol: formulation approach, vesicle self-assembly and stability evaluation. Colloids Surf. B 111:327–32
    [Google Scholar]
  8. Cani PD, Plovier H, Van Hul M, Geurts L, Delzenne NM et al. 2016. Endocannabinoids: at the crossroads between the gut microbiota and host metabolism. Nat. Rev. Endocrinol. 12:133–43
    [Google Scholar]
  9. Chacón-Ordóñez T, Carle R, Schweiggert R 2018. Bioaccessibility of carotenoids from plant and animal foods. J. Sci. Food Agric. 99:73220–39
    [Google Scholar]
  10. Chen F, Liang L, Zhang ZP, Deng ZY, Decker EA, McClements DJ 2017. Inhibition of lipid oxidation in nanoemulsions and filled microgels fortified with omega-3 fatty acids using casein as a natural antioxidant. Food Hydrocoll 63:240–48
    [Google Scholar]
  11. Chen P, Rogers MA. 2019. Opportunities and challenges in developing orally-administered cannabis edibles. Curr. Opin. Food Sci. 28:7–13
    [Google Scholar]
  12. Cherniakov I, Izgelov D, Domb AJ, Hoffman A 2017. The effect of Pro NanoLipospheres (PNL) formulation containing natural absorption enhancers on the oral bioavailability of delta-9-tetrahydrocannabinol (THC) and cannabidiol (CBD) in a rat model. Eur. J. Pharm. Sci. 109:21–30
    [Google Scholar]
  13. Chun JY, Choi MJ, Min SG, Weiss J 2013. Formation and stability of multiple-layered liposomes by layer-by-layer electrostatic deposition of biopolymers. Food Hydrocoll 30:249–57
    [Google Scholar]
  14. Citti C, Braghiroli D, Vandelli MA, Cannazza G 2018. Pharmaceutical and biomedical analysis of cannabinoids: a critical review. J. Pharm. Biomed. Anal. 147:565–79
    [Google Scholar]
  15. Daeihamed M, Dadashzadeh S, Haeri A, Akhlaghi MF 2017. Potential of liposomes for enhancement of oral drug absorption. Curr. Drug Deliv. 14:289–303
    [Google Scholar]
  16. Das S, Chaudhury A, Ng KY 2011. Preparation and evaluation of zinc-pectin-chitosan composite particles for drug delivery to the colon: role of chitosan in modifying in vitro and in vivo drug release. Int. J. Pharm. 406:11–20
    [Google Scholar]
  17. Dash S, Xiao CT, Morgantini C, Lewis GF 2015. New insights into the regulation of chylomicron production. Annu. Rev. Nutr. 35:265–94
    [Google Scholar]
  18. Davidov-Pardo G, McClements DJ. 2015. Nutraceutical delivery systems: resveratrol encapsulation in grape seed oil nanoemulsions formed by spontaneous emulsification. Food Chem 167:205–12
    [Google Scholar]
  19. de la Ossa DHP, Gil-Alegre ME, Ligresti A, Aberturas MD, Molpeceres J et al. 2013. Preparation and characterization of delta(9)-tetrahydrocannabinol-loaded biodegradable polymeric microparticles and their antitumoral efficacy on cancer cell lines. J. Drug Target. 21:710–18
    [Google Scholar]
  20. de la Ossa DHP, Ligresti A, Gil-Alegre ME, Aberturas MR, Molpeceres J et al. 2012. Poly-epsilon-caprolactone microspheres as a drug delivery system for cannabinoid administration: development, characterization and in vitro evaluation of their antitumoral efficacy. J. Control. Release 161:927–32
    [Google Scholar]
  21. Duran-Lobato M, Martin-Banderas L, Lopes R, Goncalves LMD, Fernandez-Arevalo M, Almeida AJ 2016. Lipid nanoparticles as an emerging platform for cannabinoid delivery: physicochemical optimization and biocompatibility. Drug Dev. Ind. Pharm. 42:190–98
    [Google Scholar]
  22. Durst R, Lotan C. 2011. The potential for clinical use of cannabinoids in treatment of cardiovascular diseases. Cardiovasc. Ther. 29:17–22
    [Google Scholar]
  23. Fan YJ, Xie X, Zhang BF, Zhang ZR 2011. Absorption and antioxidant activity of lycopene nanoliposomes in vivo. Curr. Top. Nutraceutical Res. 9:131–37
    [Google Scholar]
  24. Feeney OM, Crum MF, McEvoy CL, Trevaskis NL, Williams HD et al. 2016. 50 years of oral lipid-based formulations: provenance, progress and future perspectives. Adv. Drug Deliv. Rev. 101:167–94
    [Google Scholar]
  25. Garrett ER, Tsau J. 1974. Stability of tetrahydrocannabinols 1. J. Pharm. Sci. 63:1563–74
    [Google Scholar]
  26. Gleeson JP. 2017. Diet, food components and the intestinal barrier. Nutr. Bull. 42:123–31
    [Google Scholar]
  27. Grotenhermen F. 2003. Pharmacokinetics and pharmacodynamics of cannabinoids. Clin. Pharmacokinet. 42:327–60
    [Google Scholar]
  28. Gruden G, Barutta F, Kunos G, Pacher P 2016. Role of the endocannabinoid system in diabetes and diabetic complications. Br. J. Pharmacol. 173:1116–27
    [Google Scholar]
  29. Haham M, Ish-Shalom S, Nodelman M, Duek I, Segal E et al. 2012. Stability and bioavailability of vitamin D nanoencapsulated in casein micelles. Food Funct 3:737–44
    [Google Scholar]
  30. Harvey DJ. 1999. Absorption, distribution, and biotransformation of cannabinoids. Marihuana and Medicine GG Nahas, KM Sutin, DJ Harvey, S Agurell 91–103 Totowa, NJ: Humana Press
    [Google Scholar]
  31. Hillard CJ, Harris RA, Bloom AS 1985. Effects of the cannabinoids on physical properties of brain membranes and phospholipid vesicles: fluorescence studies. J. Pharmacol. Exp. Ther. 232:579–88
    [Google Scholar]
  32. Hilton E. 2019. Marijuana, Cannabis, and Cannabinoids Middletown, DE: Eric Hilton
    [Google Scholar]
  33. Horvath B, Mukhopadhyay P, Hasko G, Pacher P 2012. The endocannabinoid system and plant-derived cannabinoids in diabetes and diabetic complications. Am. J. Pathol. 180:432–42
    [Google Scholar]
  34. Huang QR, Yu HL, Ru QM 2010. Bioavailability and delivery of nutraceuticals using nanotechnology. J. Food Sci. 75:R50–57
    [Google Scholar]
  35. Huestis MA. 1999. Pharmacokinetics of THC in inhaled and oral preparation. Marihuana and Medicine GG Nahas, KM Sutin, DJ Harvey, S Agurell 105–16 Totowa, NJ: Humana Press
    [Google Scholar]
  36. Huestis MA. 2007. Human cannabinoid pharmacokinetics. Chem. Biodivers. 4:1770–804
    [Google Scholar]
  37. Hung CF, Chen JK, Liao MH, Lo HM, Fang JY 2006. Development and evaluation of emulsion-liposome blends for resveratrol delivery. J. Nanosci. Nanotechnol. 6:2950–58
    [Google Scholar]
  38. Isailovic BD, Kostic IT, Zvonar A, Dordevic VB, Gasperlin M et al. 2013. Resveratrol loaded liposomes produced by different techniques. Innov. Food Sci. Emerg. Technol. 19:181–89
    [Google Scholar]
  39. Johnson RM, Brooks-Russell A, Ma M, Fairman BJ, Tolliver RL, Levinson AH 2016. Usual modes of marijuana consumption among high school students in Colorado. J. Stud. Alcohol Drugs 77:580–88
    [Google Scholar]
  40. Joyce P, Whitby CP, Prestidge CA 2016. Nanostructuring biomaterials with specific activities towards digestive enzymes for controlled gastrointestinal absorption of lipophilic bioactive molecules. Adv. Colloid Interface Sci. 237:52–75
    [Google Scholar]
  41. Joye IJ, McClements DJ. 2014. Biopolymer-based nanoparticles and microparticles: fabrication, characterization, and application. Curr. Opin. Colloid Interface Sci. 19:417–27
    [Google Scholar]
  42. Komaiko JS, McClements DJ. 2016. Formation of food-grade nanoemulsions using low-energy preparation methods: a review of available methods. Compr. Rev. Food Sci. Food Saf. 15:331–52
    [Google Scholar]
  43. Kopec RE, Failla ML. 2018. Recent advances in the bioaccessibility and bioavailability of carotenoids and effects of other dietary lipophiles. J. Food Compos. Anal. 68:16–30
    [Google Scholar]
  44. Koziolek M, Carriere F, Porter CJH 2018. Lipids in the stomach: implications for the evaluation of food effects on oral drug absorption. Pharm. Res. 35:355
    [Google Scholar]
  45. Laye C, McClements DJ, Weiss J 2008. Formation of biopolymer-coated liposomes by electrostatic deposition of chitosan. J. Food Sci. 73:N7–15
    [Google Scholar]
  46. Lazzari P, Fadda P, Marchese G, Casu GL, Pani L 2010. Antinociceptive activity of delta(9)-tetrahydrocannabinol non-ionic microemulsions. Int. J. Pharm. 393:238–43
    [Google Scholar]
  47. Leghissa A, Hildenbrand ZL, Schug KA 2018. A review of methods for the chemical characterization of cannabis natural products. J. Sep. Sci. 41:398–415
    [Google Scholar]
  48. Lindholst C. 2010. Long term stability of cannabis resin and cannabis extracts. Aust. J. Forensic Sci. 42:181–90
    [Google Scholar]
  49. Liu X, Bi JF, Xiao H, McClements DJ 2015. Increasing carotenoid bioaccessibility from yellow peppers using excipient emulsions: impact of lipid type and thermal processing. J. Agric. Food Chem. 63:8534–43
    [Google Scholar]
  50. Lucas CJ, Galettis P, Schneider J 2018. The pharmacokinetics and the pharmacodynamics of cannabinoids. Br. J. Clin. Pharmacol. 84:2477–82
    [Google Scholar]
  51. Lundquist P, Artursson P. 2016. Oral absorption of peptides and nanoparticles across the human intestine: opportunities, limitations and studies in human tissues. Adv. Drug Deliv. Rev. 106:256–76
    [Google Scholar]
  52. Maherani B, Arab-Tehrany E, Mozafari MR, Gaiani C, Linder M 2011. Liposomes: a review of manufacturing techniques and targeting strategies. Curr. Nanosci. 7:436–52
    [Google Scholar]
  53. Malochleb M. 2019. Why cannabis edibles are creating a buzz. Food Technol 7:32–44
    [Google Scholar]
  54. Managuli RS, Raut SY, Reddy MS, Mutalik S 2018. Targeting the intestinal lymphatic system: a versatile path for enhanced oral bioavailability of drugs. Expert Opin. Drug Deliv. 15:787–804
    [Google Scholar]
  55. Mannila J, Jarvinen T, Jarvinen K, Tervonen J, Jarho P 2006. Sublingual administration of delta(9)-tetrahydrocannabinol/beta-cyclodextrin complex increases the bioavailability of delta(9)-tetrahydrocannabinol in rabbits. Life Sci 78:1911–14
    [Google Scholar]
  56. Mansbach CM, Siddiqi S. 2016. Control of chylomicron export from the intestine. Am. J. Physiol.-Gastrointest. Liver Physiol. 310:G659–68
    [Google Scholar]
  57. Marangoni IP, Marangoni AG. 2019. Cannabis edibles: dosing, encapsulation, and stability considerations. Curr. Opin. Food Sci. 28:1–6
    [Google Scholar]
  58. Martin JH, Schneider J, Lucas CJ, Galettis P 2018. Exogenous cannabinoid efficacy: merely a pharmacokinetic interaction?. Clin. Pharmacokinet. 57:539–45
    [Google Scholar]
  59. Matalanis A, Jones OG, McClements DJ 2011. Structured biopolymer-based delivery systems for encapsulation, protection, and release of lipophilic compounds. Food Hydrocoll 25:1865–80
    [Google Scholar]
  60. Maurya N, Velmurugan BK. 2018. Therapeutic applications of cannabinoids. Chemico-Biol. Interact. 293:77–88
    [Google Scholar]
  61. Mavromoustakos T, Yang DP, Charalambous A, Herbette LG, Makriyannis A 1990. Study of the topography of cannabinoids in model membranes using X-ray diffraction. Biochim. Biophys. Acta 1024:336–44
    [Google Scholar]
  62. McClements DJ. 2012. Nanoemulsions versus microemulsions: terminology, differences, and similarities. Soft Matter 8:1719–29
    [Google Scholar]
  63. McClements DJ. 2014. Nanoparticle- and Microparticle-Based Delivery Systems: Encapsulation, Protection, and Release of Active Components Boca Raton, FL: CRC Press
    [Google Scholar]
  64. McClements DJ. 2017a. Designing biopolymer microgels to encapsulate, protect and deliver bioactive components: physicochemical aspects. Adv. Colloid Interface Sci. 240:31–59
    [Google Scholar]
  65. McClements DJ. 2017b. Recent progress in hydrogel delivery systems for improving nutraceutical bioavailability. Food Hydrocoll 68:238–45
    [Google Scholar]
  66. McClements DJ. 2018. Enhanced delivery of lipophilic bioactives using emulsions: a review of major factors affecting vitamin, nutraceutical, and lipid bioaccessibility. Food Funct 9:22–41
    [Google Scholar]
  67. McClements DJ, Gumus CE. 2016. Natural emulsifiers: biosurfactants, phospholipids, biopolymers, and colloidal particles: molecular and physicochemical basis of functional performance. Adv. Colloid Interface Sci. 234:3–26
    [Google Scholar]
  68. McClements DJ, Li F, Xiao H 2015a. The nutraceutical bioavailability classification scheme: classifying nutraceuticals according to factors limiting their oral bioavailability. Annu. Rev. Food Sci. Technol. 6:299–327
    [Google Scholar]
  69. McClements DJ, Rao J. 2011. Food-grade nanoemulsions: formulation, fabrication, properties, performance, biological fate, and potential toxicity. Crit. Rev. Food Sci. Nutr. 51:285–330
    [Google Scholar]
  70. McClements DJ, Xiao H. 2014. Excipient foods: designing food matrices that improve the oral bioavailability of pharmaceuticals and nutraceuticals. Food Funct 5:1320–33
    [Google Scholar]
  71. McClements DJ, Zou LQ, Zhang RJ, Salvia-Trujillo L, Kumosani T, Xiao H 2015b. Enhancing nutraceutical performance using excipient foods: designing food structures and compositions to increase bioavailability. Compr. Rev. Food Sci. Food Saf. 14:824–47
    [Google Scholar]
  72. McGee H. 2004. On Food and Cooking: The Science and Lore of the Kitchen New York: Scribner
    [Google Scholar]
  73. Menendez-Aguirre O, Kessler A, Stuetz W, Grune T, Weiss J, Hinrichs J 2014. Increased loading of vitamin D-2 in reassembled casein micelles with temperature-modulated high pressure treatment. Food Res. Int. 64:74–80
    [Google Scholar]
  74. Michelon M, Mantovani RA, Sinigaglia-Coimbra R, De La Torre LG, Cunha RL 2016. Structural characterization of β-carotene-incorporated nanovesicles produced with non-purified phospholipids. Food Res. Int. 79:95–105
    [Google Scholar]
  75. Mikulcova V, Kasparkova V, Humpolicek P, Bunkova L 2017. Formulation, characterization and properties of hemp seed oil and its emulsions. Molecules 22:5E700
    [Google Scholar]
  76. Millar SA, Stone NL, Yates AS, O'Sullivan SE 2018. A systematic review on the pharmacokinetics of cannabidiol in humans. Front. Pharmacol. 9:1365
    [Google Scholar]
  77. Minekus M, Alminger M, Alvito P, Ballance S, Bohn T et al. 2014. A standardised static in vitro digestion method suitable for food: an international consensus. Food Funct 5:1113–24
    [Google Scholar]
  78. Mitra S, Dungan SR. 2001. Cholesterol solubilization in aqueous micellar solutions of quillaja saponin, bile salts, or nonionic surfactants. J. Agric. Food Chem. 49:384–94
    [Google Scholar]
  79. Molnar A, Fu SL. 2016. Techniques and technologies for the bioanalysis of Sativex®, metabolites and related compounds. Bioanalysis 8:829–45
    [Google Scholar]
  80. Mozafari MR, Johnson C, Hatziantoniou S, Demetzos C 2008. Nanoliposomes and their applications in food nanotechnology. J. Liposome Res. 18:309–27
    [Google Scholar]
  81. Muchtar S, Almog S, Torracca MT, Saettone MF, Benita S 1992. A submicron emulsion as ocular vehicle for delta-8-tetrahydrocannabinol: effect on intraocular pressure in rabbits. Ophthalmic Res 24:142–49
    [Google Scholar]
  82. Murgia S, Fadda P, Colafemmina G, Angelico R, Corrado L et al. 2013. Characterization of the Solutol® HS15/water phase diagram and the impact of the delta(9)-tetrahydrocannabinol solubilization. J. Colloid Interface Sci. 390:129–36
    [Google Scholar]
  83. Murti M, Baumann N. 2017. Pediatric presentations and risks from consuming cannabis edibles. B.C. Med. J. 59:398–99
    [Google Scholar]
  84. Narang AS, Delmarre D, Gao D 2007. Stable drug encapsulation in micelles and microemulsions. Int. J. Pharm. 345:9–25
    [Google Scholar]
  85. Natl. Acad. Sci 2017. The Health Effects of Cannabis and Cannabinoids: The Current State of Evidence and Recommendations for Research Washington, DC: Natl. Acad. Press
    [Google Scholar]
  86. Naveh N, Weissman C, Muchtar S, Benita S, Mechoulam R 2000. A submicron emulsion of HU-211, a synthetic cannabinoid, reduces intraocular pressure in rabbits. Graefes Arch. Clin. Exp. Ophthalmol. 238:334–38
    [Google Scholar]
  87. Newton-Howes G. 2018. The challenges of “medical cannabis” and mental health: a clinical perspective. Br. J. Clin. Pharmacol. 84:2499–501
    [Google Scholar]
  88. Nguyen TA, Tang QD, Doan DCT, Dang MC 2016. Micro and nano liposome vesicles containing curcumin for a drug delivery system. Adv. Nat. Sci. Nanosci. Nanotechnol. 7:035003
    [Google Scholar]
  89. Niu ZG, Conejos-Sanchez I, Griffin BT, O'Driscoll CM, Alonso MJ 2016. Lipid-based nanocarriers for oral peptide delivery. Adv. Drug Deliv. Rev. 106:337–54
    [Google Scholar]
  90. Olivecrona G. 2016. Role of lipoprotein lipase in lipid metabolism. Curr. Opin. Lipidol. 27:233–41
    [Google Scholar]
  91. Pacher P, Steffens S, Hasko G, Schindler TH, Kunos G 2018. Cardiovascular effects of marijuana and synthetic cannabinoids: the good, the bad, and the ugly. Nat. Rev. Cardiol. 15:151–66
    [Google Scholar]
  92. Perezreyes M, Wall ME. 1982. Presence of delta-9-tetrahydrocannabinol in human milk. New Engl. J. Med. 307:819–20
    [Google Scholar]
  93. Peschel W. 2016. Quality control of traditional cannabis tinctures: pattern, markers, and stability. Sci. Pharm. 84:567–84
    [Google Scholar]
  94. Peters J, Chien J. 2018. Contemporary routes of cannabis consumption: a primer for clinicians. J. Am. Osteopath. Assoc. 118:67–70
    [Google Scholar]
  95. Porter CJH, Trevaskis NL, Charman WN 2007. Lipids and lipid-based formulations: optimizing the oral delivery of lipophilic drugs. Nat. Rev. Drug Discov. 6:231–48
    [Google Scholar]
  96. Qian C, Decker EA, Xiao H, McClements DJ 2012. Nanoemulsion delivery systems: influence of carrier oil on β-carotene bioaccessibility. Food Chem 135:1440–47
    [Google Scholar]
  97. Raikos V, Konstantinidi V, Duthie G 2015. Processing and storage effects on the oxidative stability of hemp (Cannabis sativa L.) oil-in-water emulsions. Int. J. Food Sci. Technol. 50:2316–22
    [Google Scholar]
  98. Richardson TH. 2010. Cannabis use and mental health: a review of recent epidemiological research. Int. J. Pharmacol. 6:796–807
    [Google Scholar]
  99. Rossi F, Punzo F, Umano GR, Argenziano M, Del Giudice EM 2018. Role of cannabinoids in obesity. Int. J. Mol. Sci. 19:6E2690
    [Google Scholar]
  100. Roy A, Saha S, Choudhury A, Bahadur S 2016. Bioenhancement of curcumin by combined approaches of adjuvants and liposomal fabrication. Asian J. Pharm. 10:S688–92
    [Google Scholar]
  101. Russell C, Rueda S, Room R, Tyndall M, Fisher B 2018. Routes of administration for cannabis use—basic prevalence and related health outcomes: a scoping review and synthesis. Int. J. Drug Policy 52:87–96
    [Google Scholar]
  102. Salvia-Trujillo L, Qian C, Martin-Belloso O, McClements DJ 2013. Modulating beta-carotene bioaccessibility by controlling oil composition and concentration in edible nanoemulsions. Food Chem 139:878–84
    [Google Scholar]
  103. Sawant RR, Torchilin VP. 2010. Liposomes as “smart” pharmaceutical nanocarriers. Soft Matter 6:4026–44
    [Google Scholar]
  104. Schimpel C, Teubl B, Absenger M, Meindl C, Frohlich E et al. 2014. Development of an advanced intestinal in vitro triple culture permeability model to study transport of nanoparticles. Mol. Pharm. 11:808–18
    [Google Scholar]
  105. Schwartz DA. 2018. Cannabis and the lung. Int. J. Ment. Health Addict. 16:797–800
    [Google Scholar]
  106. Sidney S. 2016. Marijuana use and type 2 diabetes mellitus: a review. Curr. Diabetes Rep. 16:11117
    [Google Scholar]
  107. Silva AC, Lopes CM, Lobo JMS, Amaral MH 2015. Delivery systems for biopharmaceuticals. Part II: liposomes, micelles, microemulsions and dendrimers. Curr. Pharm. Biotechnol. 16:955–65
    [Google Scholar]
  108. Sledzinski P, Zeyland J, Slomski R, Nowak A 2018. The current state and future perspectives of cannabinoids in cancer biology. Cancer Med 7:765–75
    [Google Scholar]
  109. Stott CG, White L, Wright S, Wilbraham D, Guy GW 2013. A phase I study to assess the effect of food on the single dose bioavailability of the THC/CBD oromucosal spray. Eur. J. Clin. Pharmacol. 69:825–34
    [Google Scholar]
  110. Takahashi M, Uechi S, Takara K, Asikin Y, Wada K 2009. Evaluation of an oral carrier system in rats: bioavailability and antioxidant properties of liposome-encapsulated curcumin. J. Agric. Food Chem. 57:9141–46
    [Google Scholar]
  111. Takechi-Haraya Y, Sakai-Kato K, Abe Y, Kawanishi T, Okuda H, Goda Y 2016. Atomic force microscopic analysis of the effect of lipid composition on liposome membrane rigidity. Langmuir 32:6074–82
    [Google Scholar]
  112. Taschwer M, Schmid MG. 2015. Determination of the relative percentage distribution of THCA and delta(9)-THC in herbal cannabis seized in Austria: impact of different storage temperatures on stability. Forensic Sci. Int. 254:167–71
    [Google Scholar]
  113. Taylor TM, Davidson PM, Bruce BD, Weiss J 2005. Liposomal nanocapsules in food science and agriculture. Crit. Rev. Food Sci. Nutr. 45:587–605
    [Google Scholar]
  114. Toniazzo T, Berbel IF, Cho S, Favaro-Trindade CS, Moraes ICF, Pinho SC 2014. β-Carotene-loaded liposome dispersions stabilized with xanthan and guar gums: physico-chemical stability and feasibility of application in yogurt. LWT Food Sci. Technol. 59:1265–73
    [Google Scholar]
  115. Torres O, Murray B, Sarkar A 2016. Emulsion microgel particles: novel encapsulation strategy for lipophilic molecules. Trends Food Sci. Technol. 55:98–108
    [Google Scholar]
  116. Torres O, Murray B, Sarkar A 2017. Design of novel emulsion microgel particles of tuneable size. Food Hydrocoll 71:47–59
    [Google Scholar]
  117. Trofin IG, Dabija G, Vaireanu DI, Filipescu L 2012a. Long-term storage and cannabis oil stability. Rev. Chim. 63:293–97
    [Google Scholar]
  118. Trofin IG, Dabija G, Vaireanu DI, Filipescu L 2012b. The influence of long-term storage conditions on the stability of cannabinoids derived from cannabis resin. Rev. Chim. 63:422–27
    [Google Scholar]
  119. Turgeman I, Bar-Sela G. 2019. Cannabis for cancer—illusion or the tip of an iceberg: a review of the evidence for the use of cannabis and synthetic cannabinoids in oncology. Expert Opin. Investig. Drugs 28:285–96
    [Google Scholar]
  120. 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. 62:1601–5
    [Google Scholar]
  121. Vandrey R, Herrmann ES, Mitchell JM, Bigelow GE, Flegel R et al. 2017. Pharmacokinetic profile of oral cannabis in humans: blood and oral fluid disposition and relation to pharmacodynamic outcomes. J. Anal. Toxicol. 41:83–99
    [Google Scholar]
  122. Velasco G, Sanchez C, Guzman M 2016. Anticancer mechanisms of cannabinoids. Curr. Oncol. 23:S23–32
    [Google Scholar]
  123. Vincekovic M, Viskic M, Juric S, Giacometti J, Kovacevic DB et al. 2017. Innovative technologies for encapsulation of Mediterranean plants extracts. Trends Food Sci. Technol. 69:1–12
    [Google Scholar]
  124. Vo KT, Horng H, Li K, Ho RY, Wu AHB et al. 2018. Cannabis intoxication case series: the dangers of edibles containing tetrahydrocannabinol. Ann. Emerg. Med. 71:306–13
    [Google Scholar]
  125. Walsh Z, Gonzalez R, Crosby K, Thiessen MS, Carroll C, Bonn-Miller MO 2017. Medical cannabis and mental health: a guided systematic review. Clin. Psychol. Rev. 51:15–29
    [Google Scholar]
  126. Wang TY, Liu M, Portincasa P, Wang DQ 2013. New insights into the molecular mechanism of intestinal fatty acid absorption. Eur. J. Clin. Investig. 43:1203–23
    [Google Scholar]
  127. Waterreus A, Di Prinzio P, Watts GF, Castle D, Galletly C, Morgan VA 2016. Metabolic syndrome in people with a psychotic illness: Is cannabis protective. ? Psychol. Med. 46:1651–62
    [Google Scholar]
  128. Worth T. 2019. Unpicking the entourage effect. Nature 572:S12–13
    [Google Scholar]
  129. Yao MF, Xiao H, McClements DJ 2014. Delivery of lipophilic bioactives: assembly, disassembly, and reassembly of lipid nanoparticles. Annu. Rev. Food Sci. Technol. 5:53–81
    [Google Scholar]
  130. Yeap YY, Trevaskis NL, Porter CJ 2013. Lipid absorption triggers drug supersaturation at the intestinal unstirred water layer and promotes drug absorption from mixed micelles. Pharm. Res. 30:3045–58
    [Google Scholar]
  131. Zanda MT, Fattore L. 2018. Old and new synthetic cannabinoids: lessons from animal models. Drug Metab. Rev. 50:54–64
    [Google Scholar]
  132. Zengin G, Menghini L, Di Sotto A, Mancinelli R, Sisto F et al. 2018. Chromatographic analyses, in vitro biological activities, and cytotoxicity of Cannabis sativa L. essential oil: a multidisciplinary study. Molecules 23:12E3266
    [Google Scholar]
  133. Zgair A, Lee JB, Wong JCM, Taha DA, Aram J et al. 2017. Oral administration of cannabis with lipids leads to high levels of cannabinoids in the intestinal lymphatic system and prominent immunomodulation. Sci. Rep. 7:14542
    [Google Scholar]
  134. Zgair A, Wong JCM, Lee JB, Mistry J, Sivak O et al. 2016. Dietary fats and pharmaceutical lipid excipients increase systemic exposure to orally administered cannabis and cannabis-based medicines. Am. J. Transl. Res. 8:3448–59
    [Google Scholar]
  135. Zhang ZP, Zhang RJ, McClements DJ 2016. Encapsulation of β-carotene in alginate-based hydrogel beads: impact on physicochemical stability and bioaccessibility. Food Hydrocoll 61:1–10
    [Google Scholar]
  136. Zhao LS, Temelli F, Curtis JM, Chen LY 2017. Encapsulation of lutein in liposomes using supercritical carbon dioxide. Food Res. Int. 100:168–79
    [Google Scholar]
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