Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects

Cannabidiol (CBD) is a major Cannabis sativa constituent, which does not cause the typical marijuana psychoactivity. However, it has been shown to be active in a numerous pharmacological assays, including mice tests for anxiety, obsessive-compulsive disorder, depression and schizophrenia. In human t...

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Autores principales: Breuer, Aviva, Haj, Christeene G., Fogaça, Manoela V., Gomes, Felipe V., Silva, Nicole Rodrigues, Pedrazzi, João Francisco, Del Bel, Elaine A., Hallak, Jaime C., Crippa, José A., Zuardi, Antonio W., Mechoulam, Raphael, Guimarães, Francisco S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Public Library of Science 2016
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4945002/
https://www.ncbi.nlm.nih.gov/pubmed/27416026
http://dx.doi.org/10.1371/journal.pone.0158779
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author Breuer, Aviva
Haj, Christeene G.
Fogaça, Manoela V.
Gomes, Felipe V.
Silva, Nicole Rodrigues
Pedrazzi, João Francisco
Del Bel, Elaine A.
Hallak, Jaime C.
Crippa, José A.
Zuardi, Antonio W.
Mechoulam, Raphael
Guimarães, Francisco S.
author_facet Breuer, Aviva
Haj, Christeene G.
Fogaça, Manoela V.
Gomes, Felipe V.
Silva, Nicole Rodrigues
Pedrazzi, João Francisco
Del Bel, Elaine A.
Hallak, Jaime C.
Crippa, José A.
Zuardi, Antonio W.
Mechoulam, Raphael
Guimarães, Francisco S.
author_sort Breuer, Aviva
collection PubMed
description Cannabidiol (CBD) is a major Cannabis sativa constituent, which does not cause the typical marijuana psychoactivity. However, it has been shown to be active in a numerous pharmacological assays, including mice tests for anxiety, obsessive-compulsive disorder, depression and schizophrenia. In human trials the doses of CBD needed to achieve effects in anxiety and schizophrenia are high. We report now the synthesis of 3 fluorinated CBD derivatives, one of which, 4'-F-CBD (HUF-101) (1), is considerably more potent than CBD in behavioral assays in mice predictive of anxiolytic, antidepressant, antipsychotic and anti-compulsive activity. Similar to CBD, the anti-compulsive effects of HUF-101 depend on cannabinoid receptors.
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spelling pubmed-49450022016-08-08 Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects Breuer, Aviva Haj, Christeene G. Fogaça, Manoela V. Gomes, Felipe V. Silva, Nicole Rodrigues Pedrazzi, João Francisco Del Bel, Elaine A. Hallak, Jaime C. Crippa, José A. Zuardi, Antonio W. Mechoulam, Raphael Guimarães, Francisco S. PLoS One Research Article Cannabidiol (CBD) is a major Cannabis sativa constituent, which does not cause the typical marijuana psychoactivity. However, it has been shown to be active in a numerous pharmacological assays, including mice tests for anxiety, obsessive-compulsive disorder, depression and schizophrenia. In human trials the doses of CBD needed to achieve effects in anxiety and schizophrenia are high. We report now the synthesis of 3 fluorinated CBD derivatives, one of which, 4'-F-CBD (HUF-101) (1), is considerably more potent than CBD in behavioral assays in mice predictive of anxiolytic, antidepressant, antipsychotic and anti-compulsive activity. Similar to CBD, the anti-compulsive effects of HUF-101 depend on cannabinoid receptors. Public Library of Science 2016-07-14 /pmc/articles/PMC4945002/ /pubmed/27416026 http://dx.doi.org/10.1371/journal.pone.0158779 Text en © 2016 Breuer et al http://creativecommons.org/licenses/by/4.0/ This is an open access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
spellingShingle Research Article
Breuer, Aviva
Haj, Christeene G.
Fogaça, Manoela V.
Gomes, Felipe V.
Silva, Nicole Rodrigues
Pedrazzi, João Francisco
Del Bel, Elaine A.
Hallak, Jaime C.
Crippa, José A.
Zuardi, Antonio W.
Mechoulam, Raphael
Guimarães, Francisco S.
Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects
title Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects
title_full Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects
title_fullStr Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects
title_full_unstemmed Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects
title_short Fluorinated Cannabidiol Derivatives: Enhancement of Activity in Mice Models Predictive of Anxiolytic, Antidepressant and Antipsychotic Effects
title_sort fluorinated cannabidiol derivatives: enhancement of activity in mice models predictive of anxiolytic, antidepressant and antipsychotic effects
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4945002/
https://www.ncbi.nlm.nih.gov/pubmed/27416026
http://dx.doi.org/10.1371/journal.pone.0158779
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