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Effect of temperature in the degradation of cannabinoids: From a brief residence in the gas chromatography inlet port to a longer period in thermal treatments

The substantial increase in legalization and subsequent regulation of cannabis has intensified the control and analytical monitoring of cannabis products to assure sample quality and control the cannabinoid content of the crop. In this sense, the restriction on cultivating legal cannabis plants has...

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Autores principales: García-Valverde, María Teresa, Sánchez-Carnerero Callado, Carolina, Díaz-Liñán, Maríadel Carmen, Sánchez de Medina, Verónica, Hidalgo-García, Jesús, Nadal, Xavier, Hanuš, Lumír, Ferreiro-Vera, Carlos
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9664148/
https://www.ncbi.nlm.nih.gov/pubmed/36385981
http://dx.doi.org/10.3389/fchem.2022.1038729
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author García-Valverde, María Teresa
Sánchez-Carnerero Callado, Carolina
Díaz-Liñán, Maríadel Carmen
Sánchez de Medina, Verónica
Hidalgo-García, Jesús
Nadal, Xavier
Hanuš, Lumír
Ferreiro-Vera, Carlos
author_facet García-Valverde, María Teresa
Sánchez-Carnerero Callado, Carolina
Díaz-Liñán, Maríadel Carmen
Sánchez de Medina, Verónica
Hidalgo-García, Jesús
Nadal, Xavier
Hanuš, Lumír
Ferreiro-Vera, Carlos
author_sort García-Valverde, María Teresa
collection PubMed
description The substantial increase in legalization and subsequent regulation of cannabis has intensified the control and analytical monitoring of cannabis products to assure sample quality and control the cannabinoid content of the crop. In this sense, the restriction on cultivating legal cannabis plants has been limited to 0.2–0.3% of Δ(9)-THC content, depending on the host country’s laws. Thereby, cannabis flowers containing more than this limit are considered illicit drug-type cultivations and require the obtention of specific permits to work with them. The official method established by the European Commission set the gas chromatography/flame ionization detector (GC-FID) as the proper instrument to analyze the delta-9 tetrahydrocannabinol (Δ(9)-THC) content. In the present work, the potential drawbacks associated with the utilization of the official method for the evaluation of the Δ9-THC content have been described. Thus, the effect of the GC injector port temperature in the degradation of cannabinoids was evaluated, observing the degradation of CBD by 20%, generating Δ(9)-THC and CBN as by-products. Likewise, 17.2% of Δ(9)-THC was degraded, producing CBN as a by-product. Therefore, despite the brief residence of cannabinoids in the GC inlet, the effect of temperature is noteworthy and must be considered. Derivatization of cannabinoids should be a mandatory step to prevent the thermal degradation of cannabinoids, assuring the accuracy of the results. Furthermore, the evaluation of cannabinoid degradation thermally treated for longer periods of time was carried out. The kinetic degradation of CBD was evaluated in this way, observing a degradation of 0.22 μg/L per second. At the same time, the kinetics of the appearance of Δ(9)-THC demonstrates the intermediate nature of this cannabinoid, being degraded at 0.03 s(−1) μM(−1). The degradation of CBD also produced CBN and CBE as by-products.
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spelling pubmed-96641482022-11-15 Effect of temperature in the degradation of cannabinoids: From a brief residence in the gas chromatography inlet port to a longer period in thermal treatments García-Valverde, María Teresa Sánchez-Carnerero Callado, Carolina Díaz-Liñán, Maríadel Carmen Sánchez de Medina, Verónica Hidalgo-García, Jesús Nadal, Xavier Hanuš, Lumír Ferreiro-Vera, Carlos Front Chem Chemistry The substantial increase in legalization and subsequent regulation of cannabis has intensified the control and analytical monitoring of cannabis products to assure sample quality and control the cannabinoid content of the crop. In this sense, the restriction on cultivating legal cannabis plants has been limited to 0.2–0.3% of Δ(9)-THC content, depending on the host country’s laws. Thereby, cannabis flowers containing more than this limit are considered illicit drug-type cultivations and require the obtention of specific permits to work with them. The official method established by the European Commission set the gas chromatography/flame ionization detector (GC-FID) as the proper instrument to analyze the delta-9 tetrahydrocannabinol (Δ(9)-THC) content. In the present work, the potential drawbacks associated with the utilization of the official method for the evaluation of the Δ9-THC content have been described. Thus, the effect of the GC injector port temperature in the degradation of cannabinoids was evaluated, observing the degradation of CBD by 20%, generating Δ(9)-THC and CBN as by-products. Likewise, 17.2% of Δ(9)-THC was degraded, producing CBN as a by-product. Therefore, despite the brief residence of cannabinoids in the GC inlet, the effect of temperature is noteworthy and must be considered. Derivatization of cannabinoids should be a mandatory step to prevent the thermal degradation of cannabinoids, assuring the accuracy of the results. Furthermore, the evaluation of cannabinoid degradation thermally treated for longer periods of time was carried out. The kinetic degradation of CBD was evaluated in this way, observing a degradation of 0.22 μg/L per second. At the same time, the kinetics of the appearance of Δ(9)-THC demonstrates the intermediate nature of this cannabinoid, being degraded at 0.03 s(−1) μM(−1). The degradation of CBD also produced CBN and CBE as by-products. Frontiers Media S.A. 2022-11-01 /pmc/articles/PMC9664148/ /pubmed/36385981 http://dx.doi.org/10.3389/fchem.2022.1038729 Text en Copyright © 2022 García-Valverde, Sánchez-Carnerero Callado, Díaz-Liñán, Sánchez de Medina, Hidalgo-García, Nadal, Hanuš and Ferreiro-Vera. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
García-Valverde, María Teresa
Sánchez-Carnerero Callado, Carolina
Díaz-Liñán, Maríadel Carmen
Sánchez de Medina, Verónica
Hidalgo-García, Jesús
Nadal, Xavier
Hanuš, Lumír
Ferreiro-Vera, Carlos
Effect of temperature in the degradation of cannabinoids: From a brief residence in the gas chromatography inlet port to a longer period in thermal treatments
title Effect of temperature in the degradation of cannabinoids: From a brief residence in the gas chromatography inlet port to a longer period in thermal treatments
title_full Effect of temperature in the degradation of cannabinoids: From a brief residence in the gas chromatography inlet port to a longer period in thermal treatments
title_fullStr Effect of temperature in the degradation of cannabinoids: From a brief residence in the gas chromatography inlet port to a longer period in thermal treatments
title_full_unstemmed Effect of temperature in the degradation of cannabinoids: From a brief residence in the gas chromatography inlet port to a longer period in thermal treatments
title_short Effect of temperature in the degradation of cannabinoids: From a brief residence in the gas chromatography inlet port to a longer period in thermal treatments
title_sort effect of temperature in the degradation of cannabinoids: from a brief residence in the gas chromatography inlet port to a longer period in thermal treatments
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9664148/
https://www.ncbi.nlm.nih.gov/pubmed/36385981
http://dx.doi.org/10.3389/fchem.2022.1038729
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