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New cannabidiol derivatives: synthesis, binding to cannabinoid receptor, and evaluation of their antiinflammatory activity.
J Med Chem. 2006 Feb 09; 49(3):1113-7.JM

Abstract

Cannabidiol (CBD) and cannabidiol dimethyl hephtyl (CBD-DMH) were hydrogenated to give four different epimers. The new derivatives were evaluated for their ability to modulate the production of reactive oxygen intermediates (ROI), nitric oxide (NO), and tumor necrosis factor (TNF-alpha) by murine macrophages, and for their binding to the cannabinoid receptor (CB(1)). Surprisingly, we found that these derivatives exhibit good binding to CB(1). In addition hydrogenated CBD and CBD-DMH demonstrate bioactivities different from their original compounds.

Authors+Show Affiliations

Department of Pharmacology and School of Pharmacy, Faculty of Health Sciences, Ben-Gurion University of the Negev, Beer Sheva 84105, Israel. sbs@bgu.ac.ilNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

16451075

Citation

Ben-Shabat, Shimon, et al. "New Cannabidiol Derivatives: Synthesis, Binding to Cannabinoid Receptor, and Evaluation of Their Antiinflammatory Activity." Journal of Medicinal Chemistry, vol. 49, no. 3, 2006, pp. 1113-7.
Ben-Shabat S, Hanus LO, Katzavian G, et al. New cannabidiol derivatives: synthesis, binding to cannabinoid receptor, and evaluation of their antiinflammatory activity. J Med Chem. 2006;49(3):1113-7.
Ben-Shabat, S., Hanus, L. O., Katzavian, G., & Gallily, R. (2006). New cannabidiol derivatives: synthesis, binding to cannabinoid receptor, and evaluation of their antiinflammatory activity. Journal of Medicinal Chemistry, 49(3), 1113-7.
Ben-Shabat S, et al. New Cannabidiol Derivatives: Synthesis, Binding to Cannabinoid Receptor, and Evaluation of Their Antiinflammatory Activity. J Med Chem. 2006 Feb 9;49(3):1113-7. PubMed PMID: 16451075.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - New cannabidiol derivatives: synthesis, binding to cannabinoid receptor, and evaluation of their antiinflammatory activity. AU - Ben-Shabat,Shimon, AU - Hanus,Lumír O, AU - Katzavian,Galia, AU - Gallily,Ruth, PY - 2006/2/3/pubmed PY - 2006/3/30/medline PY - 2006/2/3/entrez SP - 1113 EP - 7 JF - Journal of medicinal chemistry JO - J Med Chem VL - 49 IS - 3 N2 - Cannabidiol (CBD) and cannabidiol dimethyl hephtyl (CBD-DMH) were hydrogenated to give four different epimers. The new derivatives were evaluated for their ability to modulate the production of reactive oxygen intermediates (ROI), nitric oxide (NO), and tumor necrosis factor (TNF-alpha) by murine macrophages, and for their binding to the cannabinoid receptor (CB(1)). Surprisingly, we found that these derivatives exhibit good binding to CB(1). In addition hydrogenated CBD and CBD-DMH demonstrate bioactivities different from their original compounds. SN - 0022-2623 UR - https://www.unboundmedicine.com/medline/citation/16451075/New_cannabidiol_derivatives:_synthesis_binding_to_cannabinoid_receptor_and_evaluation_of_their_antiinflammatory_activity_ L2 - https://doi.org/10.1021/jm050709m DB - PRIME DP - Unbound Medicine ER -