Malaysian
Journal of Analytical Sciences Vol 25 No 5
(2021): 867 - 881
EXTRACTION AND ISOLATION OF HIGH QUANTITIES OF CANNABIDIOL,
CANNABINOL, AND DELTA-9-TETRAHYDROCANNABINOL FROM Cannabis sativa L.
(Pengekstrakan dan Pengasingan Kuantiti Tinggi
bagi Cannabidiol, Cannabinol dan
Delta-9-Tetrahidrocannabinol dari Cannabis sativa L.)
Fameera Madaka1,2*, Natawat Chankana2,3,
Nanthaphong Khamthong4, Athip Maha2, Thanapat Songsak2,5
1Drug and Herbal Product Research and
Development Center
2Medicinal Cannabis Research Institute
3Sun Herb Thai-Chinese Manufacturing
4College of Oriental Medicine
5Department of Pharmacognosy
College of Pharmacy, Rangsit University,
Thailand
*Corresponding author: fameera.m@rsu.ac.th
Received: 4 August 2021;
Accepted: 7 October 2021; Published: 25
October 2021
Abstract
This study aimed to develop the extraction and
isolation methods of cannabinoids including cannabidiol (CBD), cannabinol
(CBN), and delta-9-tetrahydrocannabinol (THC), from Cannabis sativa L.
using supercritical fluid extraction (SFE) and flash chromatography,
respectively. SFE was performed at different pressures (190-300 bar),
temperatures (42-50 oC), and ethanol as co-solvent (0-4%). The
effect of SFE parameters on the yield, and the contents of CBD, CBN, and THC in
the crude extracts were investigated. Among the seventeen samples, the highest
extraction yields of 7.02, 6.90, and 4.61% were obtained, respectively. Under
the setting pressure of 250 bar, the temperature of 50 oC, and the
co-solvent of 1-2%, high-
performance liquid chromatography
(HPLC) analysis showed the highest contents of CBD (14.53% w/w), CBN (26.75%
w/w), and THC (3.21% w/w). Three extracts with high CBD, CBN, and THC contents
were selected and further purified by flash chromatography, and the three
isolated cannabinoids were analyzed by nuclear magnetic resonance (NMR) and
HPLC. Our sequential SFE and flash chromatography process could be employed to
obtain a high quantity of cannabinoids which proved that a high purity could be
achieved for CBD, CBN, and
THC.
Keywords: Cannabis sativa L., cannabidiol, cannabinol,
delta-9-tetrahydrocannabinol, supercritical fluid extraction
Abstrak
Kajian ini bertujuan untuk mengembangkan kaedah
pengekstrakan dan pengasingan kanabinoid termasuk cannabidiol (CBD), cannabinol
(CBN), dan delta-9-tetrahidrocannabinol (THC), dari Cannabis sativa L.
menggunakan masing-masing pengekstrakan cecair supergenting (SFE) dan
kromatografi kilat. SFE dilakukan pada tekanan yang berbeza (190-300 bar), suhu
(42-50oC), dan etanol sebagai pelarut bersama (0-4%). Pengaruh
parameter SFE terhadap hasil, dan kandungan CBD, CBN, dan THC dalam ekstrak mentah
disiasat. Di antara tujuh belas sampel, hasil pengekstrakan tertinggi
masing-masing adalah 7.02, 6.90, dan 4.61%. Di bawah tekanan penetapan 250 bar,
suhu 50oC, dan pelarut bersama 1-2%, analisis kromatografi cecair berprestasi tinggi (HPLC) menunjukkan kandungan CBD tertinggi
(14.53% w/w), CBN (26.75% w/w), dan THC (3.21% w/w). Tiga ekstrak dengan
kandungan CBD, CBN, dan THC yang tinggi dipilih dan selanjutnya dimurnikan
dengan kromatografi kilat, dan tiga kanabinoid yang diasingkan dianalisis mengunakan
magnetic resonan nukleus (NMR) dan HPLC. Proses kromatografi kilat dan SFE
berurutan kami dapat digunakan untuk mendapatkan jumlah kanabinoid yang tinggi
yang membuktikan bahawa kemurnian tinggi dapat dicapai untuk CBD, CBN, dan THC.
Kata kunci: Cannabis sativa L., cannabidiol, cannabinol,
delta-9-tetrahidrocannabinol, pengekstrakan cecair supergenting
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