Photochemistry of Cannabidiol (CBD) Revised. A Combined Preparative and Spectrometric Investigation

Cannabis is a plant with an astonishing ability to biosynthesize cannabinoids, and more than 100 molecules belonging to this class have been isolated. Among them in recent years cannabidiol (CBD) has received the interest of pharmacology as the major nonpsychotropic cannabinoid with many potential c...

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Published inJournal of natural products (Washington, D.C.) Vol. 84; no. 11; pp. 2858 - 2865
Main Authors Seccamani, Paolo, Franco, Chiara, Protti, Stefano, Porta, Alessio, Profumo, Antonella, Caprioglio, Diego, Salamone, Stefano, Mannucci, Barbara, Merli, Daniele
Format Journal Article
LanguageEnglish
Published United States American Chemical Society and American Society of Pharmacognosy 26.11.2021
Subjects
Cannabidiol - chemistry
Gas Chromatography-Mass Spectrometry
Magnetic Resonance Spectroscopy
Photolysis
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Summary:Cannabis is a plant with an astonishing ability to biosynthesize cannabinoids, and more than 100 molecules belonging to this class have been isolated. Among them in recent years cannabidiol (CBD) has received the interest of pharmacology as the major nonpsychotropic cannabinoid with many potential clinical applications. Although the reactivity of CBD has been widely investigated, only little attention has been given to the possible photodegradation of this cannabinoid, and the data available in the literature are outdated and, in some cases, conflicting. The aim of the present work is providing a characterization of the photochemical behavior of CBD in organic solvents, through a detailed GC-MS analyses, isolation, and NMR characterization of the photoproducts obtained.
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content type line 23
ISSN:0163-3864
1520-6025
1520-6025
DOI:10.1021/acs.jnatprod.1c00567