Summary
Microorganisms were screened for their ability to modify 2 synthetic cannabinoid substrates (I andII). Structure analyses revealed that microorganisms transformed the substrates by (a) primary oxidation of the side chain, β-oxidation of the side chain, ketone formation on the side chain or cyclohexene ring, (b) secondary hydroxylation on the side chain, (c) aromatization of the cyclohexene ring, and (d) tertiary hydroxylation at the b/c ring juncture.
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The dibenzopyran number system is used. See table 1 for positions and numbers.
R. Mechoulam, Marijuana. Academic Press, New York 1973.
Anon., Chem. Eng. News, Sept. 30, 15 (1974).
P. Stark and R. A. Archer, Pharmacologist17, 210 (1975).
L. Lemberger and H. Rowe, Pharmacologist17, 210 (1975).
A. C. Van der Linden and G. J. E. Thijsse, Adv. Enzym.27, 469 (1965).
B. J. Abbott, A. I. Laskin and C. J. McCoy, Appl. Microbiol.25, 787 (1973).
L. D. Boeck, M. M. Hoehn, J. E. Westhead, R. K. Wolter and D. N. Thomas, J. Antibiot.28, 95 (1975).
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Abbott, B.J., Fukuda, D.S. & Archer, R.A. Microbiological transformation of cannabinoids. Experientia 33, 718–720 (1977). https://doi.org/10.1007/BF01944147
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DOI: https://doi.org/10.1007/BF01944147