Direct de/carboxylation of cannabidiolic acid (CBDA) and cannabidiol (CBD) from hemp plant material under supercritical CO2

IF 1.3 3区 医学 Q3 CHEMISTRY, APPLIED Journal of Asian Natural Products Research Pub Date : 2024-04-27 DOI:10.1080/10286020.2024.2345825
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Abstract

Many organic reactions rely on CO2 sources to generate important structural units and valuable chemicals. In this study, we compared the effects of cannabidiol (CBD) and cannabidiolic acid (CBDA) on the supercritical CO2 (scCO2)-induced de/carboxylation reaction. The results showed that CBD was directly carboxylated in the ortho-position to form CBDA with up to 62% conversion. Meanwhile, CBDA decarboxylation occurred on hemp plant material via varying composition. Mechanistic studies revealed that CBD carboxylation was influenced not only by the physical properties of scCO2, but also by the vegetable matrix.

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在超临界二氧化碳条件下从大麻植物材料中直接脱/羧化大麻二醇酸(CBDA)和大麻二酚(CBD)。
许多有机反应都依赖二氧化碳来生成重要的结构单元和有价值的化学物质。在这项研究中,我们比较了大麻二酚(CBD)和大麻二酸(CBDA)对超临界二氧化碳(scCO2)诱导的脱/羧化反应的影响。结果表明,CBD 在正交位直接羧化生成 CBDA,转化率高达 62%。同时,CBDA 通过不同的成分在大麻植物材料上发生脱羧反应。机理研究表明,CBD 羧化不仅受 scCO2 物理性质的影响,还受植物基质的影响。
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来源期刊
CiteScore
3.20
自引率
5.90%
发文量
47
审稿时长
2.3 months
期刊介绍: The Journal of Asian Natural Products Research (JANPR) publishes chemical and pharmaceutical studies in the English language in the field of natural product research on Asian ethnic medicine. The journal publishes work from scientists in Asian countries, e.g. China, Japan, Korea and India, including contributions from other countries concerning natural products of Asia. The journal is chemistry-orientated. Major fields covered are: isolation and structural elucidation of natural constituents (including those for non-medical uses), synthesis and transformation (including biosynthesis and biotransformation) of natural products, pharmacognosy, and allied topics. Biological evaluation of crude extracts are acceptable only as supporting data for pure isolates with well-characterized structures. All published research articles in this journal have undergone rigorous peer review, based on initial editor screening and anonymized refereeing by at least two expert referees.
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