여름정기학술대회
2022여름초록
발표자 및 발표 내용
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접수자
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Decarboxylation
of cannabidiolic acid (CBDA) is an important step for efficient production of
the active component, cannabidiol (CBD), in Cannabis species. Acidic
cannabinoids (ACBs) can be easily transformed into neutral cannabinoids via
the loss of carbon dioxide when exposed to heat or hot refluxing. During
thermal process, other transformed products including psychotropic
tetrahydrocannabinol (THC) isomers were also produced through decarboxylation,
dehydration, and isomerization and were identified by UPLC-Q/TOF MS. Their
identification was carried out using authentic standards and by interpretation
of mass fragmentations. To investigate decarboxylation of CBDA, isolation of CBDA
from inflorescence of Cannabis was performed through ultrasonication
extraction and two-step column chromatography. To optimize the decarboxylation
conditions of isolated CBDA and ACBs in Cannabis
extract, reaction temperatures (110 – 130 oC) and time (5 – 60 min)
were examined. Time profiles of CBDA degradation and CBD formation were
obtained over reaction temperatures. Especially, most CBDA was converted into
CBD at 130 oC for 20 min and then CBD was partially transformed to
psychotropic THC isomers via cyclization reaction. Besides THC isomers,
cannabielsoin acid (CBEA) and cannabielsoin (CBE) were also observed as minor
transformed products. Based on their identification and profiling data, thermal
transformation pathways of CBDA is plausibly suggested. These results on
decarboxylation of ACBs will provide important information on production of
neutral cannabinoids, especially for CBD and THC in Cannabis plants and
quality control of Cannabis based products in pharmaceutical and cosmetic
industry.
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