Stability of cannabidiol (CBD) in solvents and formulations: A GC–MS approach

The stability of cannabidiol (CBD) under thermal (heating, microwave irradiation, presence of Bronsted and Lewis acids) and photochemical conditions has been tested in organic solvents, including glycerol and propylene glycol that are traditionally employed in the preparation of CBD-containing formu...

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Main Authors: Chiara Franco, Stefano Protti, Alessio Porta, Federica Pollastro, Antonella Profumo, Barbara Mannucci, Daniele Merli
Format: Article
Language:English
Published: Elsevier 2022-01-01
Series:Results in Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2211715622001849
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author Chiara Franco
Stefano Protti
Alessio Porta
Federica Pollastro
Antonella Profumo
Barbara Mannucci
Daniele Merli
author_facet Chiara Franco
Stefano Protti
Alessio Porta
Federica Pollastro
Antonella Profumo
Barbara Mannucci
Daniele Merli
author_sort Chiara Franco
collection DOAJ
description The stability of cannabidiol (CBD) under thermal (heating, microwave irradiation, presence of Bronsted and Lewis acids) and photochemical conditions has been tested in organic solvents, including glycerol and propylene glycol that are traditionally employed in the preparation of CBD-containing formulation (e-liquid) for e-cigarettes.The results obtained in the present investigation point out the instability of CBD in the realistic scenario of pharmaceutical preparations and commercial products (e.g., e-liquids). In simulated e-liquid, among the by-products, the psychotropic THCs were found in negligible amounts (<5% added CBD) unless acidic catalysts are used (i.e., 40 mg/L strong acid). Cannabielsoin, Δ8-isoTHC and Δ8-THC were commonly found both as photochemical and thermal degradation products in methanol, acetonitrile and n-hexane. In the experiments performed in methanol, differently from acetonitrile and n-hexane, the solvent tends to be incorporated in the cannabinoids obtained as final products.
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spelling doaj.art-233fcab10cf044aca848454d37b436d72022-12-22T03:00:40ZengElsevierResults in Chemistry2211-71562022-01-014100465Stability of cannabidiol (CBD) in solvents and formulations: A GC–MS approachChiara Franco0Stefano Protti1Alessio Porta2Federica Pollastro3Antonella Profumo4Barbara Mannucci5Daniele Merli6Department of Chemistry, University of Pavia, Viale Taramelli 10, 27100 Pavia, ItalyDepartment of Chemistry, University of Pavia, Viale Taramelli 10, 27100 Pavia, ItalyDepartment of Chemistry, University of Pavia, Viale Taramelli 10, 27100 Pavia, ItalyDepartment of Pharmaceutical Sciences, University of Piemonte Orientale, Largo Donegani 2/3, 28100 Novara, Italy; PlantaChem Srls, via Amico Canobio, 28100 Novara, ItalyDepartment of Chemistry, University of Pavia, Viale Taramelli 10, 27100 Pavia, ItalyCentro Grandi Strumenti, University of Pavia, Via Bassi 21, 27100 Pavia, ItalyDepartment of Chemistry, University of Pavia, Viale Taramelli 10, 27100 Pavia, Italy; INFN Sezione di Milano-Bicocca, Piazza della Scienza 3, 20126 Milano, Italy; Corresponding author at: Department of Chemistry, University of Pavia, Viale Taramelli 10, 27100 Pavia, Italy.The stability of cannabidiol (CBD) under thermal (heating, microwave irradiation, presence of Bronsted and Lewis acids) and photochemical conditions has been tested in organic solvents, including glycerol and propylene glycol that are traditionally employed in the preparation of CBD-containing formulation (e-liquid) for e-cigarettes.The results obtained in the present investigation point out the instability of CBD in the realistic scenario of pharmaceutical preparations and commercial products (e.g., e-liquids). In simulated e-liquid, among the by-products, the psychotropic THCs were found in negligible amounts (<5% added CBD) unless acidic catalysts are used (i.e., 40 mg/L strong acid). Cannabielsoin, Δ8-isoTHC and Δ8-THC were commonly found both as photochemical and thermal degradation products in methanol, acetonitrile and n-hexane. In the experiments performed in methanol, differently from acetonitrile and n-hexane, the solvent tends to be incorporated in the cannabinoids obtained as final products.http://www.sciencedirect.com/science/article/pii/S2211715622001849CBDTHCPhotochemistryDecomposition productsGC–MSE-cigarettes (e-cig)
spellingShingle Chiara Franco
Stefano Protti
Alessio Porta
Federica Pollastro
Antonella Profumo
Barbara Mannucci
Daniele Merli
Stability of cannabidiol (CBD) in solvents and formulations: A GC–MS approach
Results in Chemistry
CBD
THC
Photochemistry
Decomposition products
GC–MS
E-cigarettes (e-cig)
title Stability of cannabidiol (CBD) in solvents and formulations: A GC–MS approach
title_full Stability of cannabidiol (CBD) in solvents and formulations: A GC–MS approach
title_fullStr Stability of cannabidiol (CBD) in solvents and formulations: A GC–MS approach
title_full_unstemmed Stability of cannabidiol (CBD) in solvents and formulations: A GC–MS approach
title_short Stability of cannabidiol (CBD) in solvents and formulations: A GC–MS approach
title_sort stability of cannabidiol cbd in solvents and formulations a gc ms approach
topic CBD
THC
Photochemistry
Decomposition products
GC–MS
E-cigarettes (e-cig)
url http://www.sciencedirect.com/science/article/pii/S2211715622001849
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