Identification of Acetyl, Propionyl, and Butanoyl Derivatives of THC and Its Analogs, and Their Synthetic By-Products in Oils and a Herbal Product.

IF 2.6 3区医学 Q2 BIOCHEMICAL RESEARCH METHODS Drug Testing and Analysis Pub Date : 2025-03-12 DOI:10.1002/dta.3883

Rie Tanaka, Michiho Ito, Ruri Kikura-Hanajiri

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引用次数: 0

Abstract

Since 2021, products claiming to contain Δ⁹-tetrahydrocannabinol (Δ⁹-THC) analogs have been distributed online and in physical stores, including liquid cartridges for electronic cigarettes, herbal products, and gummy products. This study identified the ingredients in products claiming to contain THC analogs distributed online. Seven oil products and one herbal product were analyzed via gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-photodiode array-mass spectrometry (LC-PDA-MS). After isolating and purifying the unknown components from the products, structural analysis was performed by measuring ¹H and ¹³C nuclear magnetic resonance (NMR) spectroscopy and various two-dimensional NMR (COSY, HMQC, HMBC, and NOESY). The analysis revealed the presence of Δ⁸-tetrahydrocannabinol acetate (Δ⁸-THC-O), Δ⁹-tetrahydrocannabinol acetate (Δ⁹-THC-O), Δ⁴⁽⁸⁾-iso-THC-O-acetate, Δ⁹-tetrahydrocannabihexol acetate (Δ⁹-THCH-O), Δ⁹-tetrahydrocannabiphorol acetate (Δ⁹-THCP-O), Δ⁸-THC-O-propionate, Δ⁹-THC-O-propionate, Δ⁴⁽⁸⁾-iso-THC-O-propionate, Δ⁹-THCB-O-butanoate, and Δ⁹-THCP-O-butanoate in these products.

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来源期刊

Drug Testing and Analysis BIOCHEMICAL RESEARCH METHODS-CHEMISTRY, ANALYTICAL

CiteScore

5.90

自引率

24.10%

发文量

191

审稿时长

2.3 months

期刊介绍： As the incidence of drugs escalates in 21st century living, their detection and analysis have become increasingly important. Sport, the workplace, crime investigation, homeland security, the pharmaceutical industry and the environment are just some of the high profile arenas in which analytical testing has provided an important investigative tool for uncovering the presence of extraneous substances. In addition to the usual publishing fare of primary research articles, case reports and letters, Drug Testing and Analysis offers a unique combination of; ‘How to’ material such as ‘Tutorials’ and ‘Reviews’, Speculative pieces (‘Commentaries’ and ‘Perspectives'', providing a broader scientific and social context to the aspects of analytical testing), ‘Annual banned substance reviews’ (delivering a critical evaluation of the methods used in the characterization of established and newly outlawed compounds). Rather than focus on the application of a single technique, Drug Testing and Analysis employs a unique multidisciplinary approach to the field of controversial compound determination. Papers discussing chromatography, mass spectrometry, immunological approaches, 1D/2D gel electrophoresis, to name just a few select methods, are welcomed where their application is related to any of the six key topics listed below.