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DOI: 10.1055/s-2007-967129
Synthesis and Spectroscopic Characterization of Cannabinolic Acid
Publication History
Received: October 20, 2006
Accepted: January 31, 2007
Publication Date:
12 March 2007 (online)

Abstract
Cannabinoids, the main constituents of the cannabis plant, are being increasingly studied for their medicinal properties. Cannabinolic acid (CBNA; 1) was synthesized from tetrahydrocannabinolic acid (THCA; 2), a major constituent of the cannabis plant, by aromatization using selenium dioxide mixed with trimethylsilyl polyphosphate as catalyst in chloroform. Purification was achieved by centrifugal partition chromatography, and the final product had a purity of over 96 % by GC analysis. Spectroscopic data on CBNA such as 1H-NMR and IR, and molar extinction coefficients, as well as chromatographic data are presented as useful references for further research on CBNA. The developed method allows production of CBNA on a preparative scale, making it available for further studies on its biological activities as well as use as a reference standard for analytical procedures.
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Arno Hazekamp
Leiden University
Department of Pharmacognosy
Gorlaeus Laboratories
Einsteinweg 55
2333CC, Leiden
The Netherlands
Phone: +31-71-527-4784
Fax: +31-71-527-4511
Email: ahazekamp@rocketmail.com
- www.thieme-connect.de/ejournals/toc/plantamedica