Preparative isolation of cannabinoids from Cannabis sativa by centrifugal partition chromatography

被引:75
作者
Hazekamp, A [1 ]
Simons, R [1 ]
Peltenburg-Looman, A [1 ]
Sengers, M [1 ]
van Zweden, R [1 ]
Verpoorte, R [1 ]
机构
[1] Leiden Univ, Inst Biol, Div Pharmacognosy, NL-2300 RA Leiden, Netherlands
关键词
Cannabis sativa; cannabinoids; isolation; preparative scale; centrifugal partition chromatography;
D O I
10.1081/JLC-200028170
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A simple method is presented for the preparative isolation of seven major cannabinoids from Cannabis sativa plant material. Separation was performed by centrifugal partition chromatography (CPC), a technique that permits large-scale preparative isolations. Using only two different solvent systems, it was possible to obtain pure samples of the cannabinoids; (-)-Delta(9)-(trans)-tetrahydrocannabinol (Delta(9)-THC), cannabidiol (CBD), cannabinol (CBN), cannabigerol (CBG), (-)-Delta(9)-(trans)-tetrahydrocannabinolic acid-A (THCA), cannabigerolic acid (CBGA), and cannabidiolic acid (CBDA). A drug-type and a fiber-type cannabis cultivar were used for the isolation. All isolates were shown to be more than 90% pure by gas chromatography. This method makes acidic cannabinoids available on a large scale for biological testing. The method described in this report can also be used to isolate additional cannabinoids from cannabis plant material.
引用
收藏
页码:2421 / 2439
页数:19
相关论文
共 21 条
[1]  
BRENNEISEN R, 1988, J FORENSIC SCI, V33, P1385
[2]   MASSENSPEKTROSKOPIE UND IHRE ANWENDUNG AUF STRUKTURELLE UND STEREOCHEMISCHE PROBLEME .68. MASSENSPEKTROSKOPISCHE UNTERSUCHUNG DER INHALTSTOFFE VON HASCHISCH [J].
BUDZIKIEWICZ, H ;
ALPIN, RT ;
LIGHTNER, DA ;
DJERASSI, C ;
MECHOULAM, R ;
GAONI, Y .
TETRAHEDRON, 1965, 21 (07) :1881-+
[3]  
CORRIGAN D, 1980, PLANTA MED, P163
[4]  
Foucault A.P., 1994, Centrifugal Partition Chromatography
[6]  
Grotenhermen F., 2002, CANNABIS CANNABINOID, P55
[7]   Quantitative analysis of cannabinoids from Cannabis sativa using 1H-NMR [J].
Hazekamp, A ;
Choi, YH ;
Verpoorte, R .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2004, 52 (06) :718-721
[8]   Application of centrifugal partition chromatography in a general separation and dereplication procedure for plant extracts [J].
Ingkaninan, K ;
Hazekamp, A ;
Hoek, AC ;
Balconi, S ;
Verpoorte, R .
JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, 2000, 23 (14) :2195-2208
[9]   QUANTITATIVE-DETERMINATION OF DELTA-9-TETRAHYDROCANNABINOL AND DELTA-9-TETRAHYDROCANNABINOLIC ACID IN MARIHUANA BY HIGH-PRESSURE LIQUID-CHROMATOGRAPHY [J].
KANTER, SL ;
MUSUMECI, MR ;
HOLLISTER, LE .
JOURNAL OF CHROMATOGRAPHY, 1979, 171 (APR) :504-508
[10]   TETRAHYDROCANNABINOLCARBOXYLIC ACID A COMPONENT OF HASHISH [J].
KORTE, F ;
HAAG, M ;
CLAUSSEN, U .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1965, 4 (10) :872-&