Cis-Δ9-tetrahydrocannabinolic acid occurrence in Cannabis sativa L.

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00027006%3A_____%2F22%3A10175258" target="_blank" >RIV/00027006:_____/22:10175258 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61989592:15310/22:73616561

Výsledek na webu

<a href="https://www.sciencedirect.com/journal/journal-of-pharmaceutical-and-biomedical-analysis/vol/219/suppl/C" target="_blank" >https://www.sciencedirect.com/journal/journal-of-pharmaceutical-and-biomedical-analysis/vol/219/suppl/C</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jpba.2022.114958" target="_blank" >10.1016/j.jpba.2022.114958</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Cis-Δ9-tetrahydrocannabinolic acid occurrence in Cannabis sativa L.

Popis výsledku v původním jazyce

Cannabidiolic acid (CBDA) and trans-Δ9-tetrahydrocannabinolic acid (trans-Δ9-THCA) are known to be the major phytocannabinoids in Cannabis sativa L., along with their decarboxylated derivatives cannabidiol (CBD) and trans-Δ9-tetrahydrocannabinol (trans-Δ9-THC). The cis isomer of Δ9-THC has been recently identified, characterized and quantified in several Cannabis sativa varieties, which had been heated (decarboxylated) before the analysis. Since decarboxylation alters the original phytocannabinoids composition of the plant, this work reports the identification and characterization of the carboxylated precursor cis-Δ9-THCA. The compound was also synthesized and used as analytical standard for the development and validation of a liquid chromatography coupled to high resolution mass spectrometry-based method for its quantification in ten Cannabis sativa L. samples from different chemotypes. The highest concentrations of cis-Δ9-THCA were found in CBD-rich varieties, lower levels were observed in cannabigerol (CBG)-rich varieties (chemotype IV) and in those varieties with a balanced level of both CBD and THC (chemotype III), while its levels were not detectable in cannabichromene (CBC)-rich varieties (chemotype VI). The presence of the cis isomer of THC and THCA raises the question on whether to include or not this species in the calculation of the total amount of THC to classify a cannabis variety as a drug-type or a fiber-type (hemp).

Název v anglickém jazyce

Cis-Δ9-tetrahydrocannabinolic acid occurrence in Cannabis sativa L.

Popis výsledku anglicky

Cannabidiolic acid (CBDA) and trans-Δ9-tetrahydrocannabinolic acid (trans-Δ9-THCA) are known to be the major phytocannabinoids in Cannabis sativa L., along with their decarboxylated derivatives cannabidiol (CBD) and trans-Δ9-tetrahydrocannabinol (trans-Δ9-THC). The cis isomer of Δ9-THC has been recently identified, characterized and quantified in several Cannabis sativa varieties, which had been heated (decarboxylated) before the analysis. Since decarboxylation alters the original phytocannabinoids composition of the plant, this work reports the identification and characterization of the carboxylated precursor cis-Δ9-THCA. The compound was also synthesized and used as analytical standard for the development and validation of a liquid chromatography coupled to high resolution mass spectrometry-based method for its quantification in ten Cannabis sativa L. samples from different chemotypes. The highest concentrations of cis-Δ9-THCA were found in CBD-rich varieties, lower levels were observed in cannabigerol (CBG)-rich varieties (chemotype IV) and in those varieties with a balanced level of both CBD and THC (chemotype III), while its levels were not detectable in cannabichromene (CBC)-rich varieties (chemotype VI). The presence of the cis isomer of THC and THCA raises the question on whether to include or not this species in the calculation of the total amount of THC to classify a cannabis variety as a drug-type or a fiber-type (hemp).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

40106 - Agronomy, plant breeding and plant protection; (Agricultural biotechnology to be 4.4)

Projekt

<a href="/cs/project/EF18_053%2F0016953" target="_blank" >EF18_053/0016953: Mobilita vědeckých pracovníků pro podporu nových trendů a metod zemědělského výzkumu</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2022

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS

ISSN

0731-7085

e-ISSN

—

Svazek periodika

219

Číslo periodika v rámci svazku

SEP 20 2022

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

9

Strana od-do

114958

Kód UT WoS článku

000843015300003

EID výsledku v databázi Scopus

2-s2.0-85135323878