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.
MeSH terms
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Animals
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Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
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Anti-Inflammatory Agents, Non-Steroidal / pharmacology
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Brain Stem / drug effects
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Brain Stem / metabolism
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Cannabidiol / analogs & derivatives*
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Cannabidiol / chemical synthesis*
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Cannabidiol / pharmacology
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Cell Line
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In Vitro Techniques
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Macrophages / drug effects
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Macrophages / metabolism
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Male
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Mice
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Mice, Inbred BALB C
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Nitric Oxide / biosynthesis
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Radioligand Assay
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Rats
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Reactive Oxygen Species / metabolism
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Receptor, Cannabinoid, CB1 / metabolism*
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Structure-Activity Relationship
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Synaptosomes / drug effects
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Synaptosomes / metabolism
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Tumor Necrosis Factor-alpha / biosynthesis
Substances
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Anti-Inflammatory Agents, Non-Steroidal
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Reactive Oxygen Species
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Receptor, Cannabinoid, CB1
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Tumor Necrosis Factor-alpha
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Cannabidiol
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Nitric Oxide