Theoretical calculation of some chemical properties of the cannabidiol (CBD) molecule

Yıl 2021, Cilt: 3 Sayı: 2, 129 - 142, 24.08.2021

Şenol Toprak

https://doi.org/10.38058/ijsl.982145

Cited By: 4

Öz

Lately, many products with the active ingredient cannabidiol (CBD) have been sold around the world. Cannabidiol is an annual herb of the cannabis plant that is known to have no euphoric effects. Another type of terpenophenolic compound known as cannabinoids is also preserved in the structure of the cannabis plant. Products containing CBD are offered on the market as drugs, food supplements or dietary supplements. The US Food and Drug Administration FDA (Food and Drug Administration) has approved the oral solution of Epidiolex (cannabidiol) [CBD] for the treatment of epilepsy in patients aged two years and over. The legal assessment of commercial products containing cannabidiol (CBD) depends on the composition of the drugs available in pharmacies. Depending on whether the drugs also contain tetrahydrocannabinol (THC) in their structure in addition to CBD, criminal narcotics convictions are also decisive. In our study, some parameters related to the chemical structure of the cannabidiol (CBD) molecule were calculated using the Gaussian 09W program and the GaussView 5.0 interface program.

Anahtar Kelimeler

Cannabidiol, Chemical reactivity, FMOs

Kaynakça

• Artuç, S., Doğan, K. H., Demirci, Ş. 2014. Uyuşturucu maddelerde yeni trend sentetik kannabinoidler, Adli Tıp Bülteni, 19(3): 198-205.
• Atalay, S., Jarocka-Karpowicz, I., Skrzydlewska, E. 2020. Antioxidative and anti-inflammatory properties of cannabidiol, Antioxidants, 9(21): 1-20.
• Borges, R. S., Batista, J., Viana, R. B., Baetas, A. C., Orestes, E. et. al. 2013. Understanding the molecular aspects of tetrahydrocannabinol and cannabidiol as antioxidants, Molecules, 18(10): 12663-12674.
• Burstein, S. 2015. Cannabidiol (CBD) and its analogs: a review of their effects on inflammation, Bioorganic and Medicinal Chemistry, 23(7): 1377-1385.
• ChemSpider, An Online Chemical Information Resource, http:// www. chemspider. com/ Chemical-Structure, (August 2021).
• Cramer, C. J. 2004. Essentials of computational chemistry: theories and models, computational chemistry. John Wiley & Sons Ltd, England.
• De Gregorio, D., McLaughlin, R. J., Posa, L., Ochoa-Sanchez, R., Enns, J. et. al. 2019. Cannabidiol modulates serotonergic transmission and reverses both allodynia and anxiety-like behavior in a model of neuropathic pain, Pain, 160: 136-150.
• Devane, W. A., Dysarz, F., Johnson, M. R., Melvin, L. S., Howlett, A. C. 1988. Determination and characterization of a cannabinoid receptor in rat brain, Molecular Pharmacology, 34(5): 605-613.
• Elias, R., Raheb, M., Istasy, M., Mekhaiel, D., Sidhu, G., et. al. 2019. Knowledge of cannabinoids among patients, physicians, and pharmacists, Archives of Psychiatry and Behavioral Sciences, 2(1): 25-28.
• Elmes, M. W., Kaczocha, M., Berger, W. T., Leung, K., Ralph, B. P., et. al. 2015. Fatty acid-binding proteins (FABPs) are intracellular carriers for Δ9-tetrahydrocannabinol (THC) and cannabidiol (CBD), Journal of Biological Chemistry, 290(14): 8711-8721.
• Frisch, M. J., Trucks, G. W., Schlegel, H. B., Scuseria, G. E., Robb, M. A. et. al. 2009. GAUSSIAN 09. Revision D. 01. Gaussian Inc. Wallingford. CT, USA.
• Gaoni, Y., Mechoulam, R. 1964. Isolation, structure, and partial synthesis of an active constituent of hashish, Journal of the American Chemical Society, 86(8): 1646-1647.
• Kosović, E., Sýkora, D., Kuchař, M. 2021. Stability study of cannabidiol in the form of solid powder and sunflower oil solution, Pharmaceutics, 13(412): 1-10.
• Kumer, A., Sarker, N., Paul, S., and Zannat, A. 2019. The theoretical prediction of thermophysical properties, HOMO, LUMO, QSAR and biological indics of cannabinoids (CBD) and tetrahhdrocannabinol (THC) by computational chemistry, Advanced Journal of Chemistry-Section A, 2(3): 190-202.
• Lehmann, T. 1995. Chemische profilierung von Cannabis sativa L. [Chemical profile of Cannabis sativa L.]. PhD Thesis. Pharmazeutisches Institut Universität Bern.
• Levine, I. N. 2000. Many‐electron atoms. Quantum chemistry. Prentice‐ Hall Inc, New Jersey.
• Mechoulam, R., Shvo, Y. 1963. Hashish—I: the structure of cannabidiol. Tetrahedron, 19(12): 2073-2078. Munro, S., Thomas, K. L., Abu-Shaar, M. 1993. Molecular characterization of a peripheral receptor for cannabinoids, Nature, 365(6441): 61-65.
• Roy, D., Todd, K., John, M. 2009. Gauss View; Version 5; Semichem. Inc.: Shawnee Mission, KS, USA. Sigworth, K. 2020. Raman spectroscopy study of delta-9-tetrahydrocannabinol and cannabidiol and their hydrogen-bonding activities. Honors Theses. University of Mississippi, USA.
• Ulugöl, A. 2018. Kannabis bitkisi ve kannabinoidlere giriş. Turkiye Klinikleri Pharmacology-Special Topics, 6(1): 1-5.
• United Nations Office on Drugs, and Crime. 2009. Recommended methods for the identification and analysis of cannabis and cannabis products: Manual for use by national drug testing laboratories. United Nations Publications, https://www. unodc.org/ documents/ scientific/ST-NAR-40-Ebook_1.pdf, (August, 2021).