ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Microbiological Transformations of Nonsteroidal Structures, IX Microbiological Hydroxylation of Δ8TetrahydrocannabinolΔ8Tetrahydrocannabinol (5) is hydroxylated at the ring system and the side chain by fermentations with Pellicularia flilamentosa or Streptomyces lavendulae. P. filamentosa yields the compounds 7β,3′- (1) und 7β,4′-dihydroxy-Δ8-tetrahydrocannabinol (3) as well as 8β,9α-dihydroxy-(2a) und 8β,9α,4′-trihydroxy-6a,10a-trans-hexahydrocannabinol (4a), whereas S. lavendulae leads to 7α-hydroxy- (6), 7α,2′- (7), 7α,3′- (8), 7α4′-Dihydroxy-Δ8-tetrahydrocannabinol (9) und 4′-hydroxy-7-oxo-Δ8-tetrahydrocannabinol (10).
Notes:
Δ8Tetrahydrocannabinol (5) wird durch Fermentationen mit Pellicularia filamentosa oder Streptomyces lavendulae gleichzeitig am Ringsystem und in der Seitenkette hydroxyliert. P. filamentosa ergibt die Produkte 7β,3′- (1) und 7β,4′-Dihydroxy-Δ8-tetrahydrocannabinol (3) sowie 8β,9α-Dihydroxy-(2a) und 8β,9α,4′-Trihydroxy-6A,10a-trans-hexahydrocannabinol (4a), während S. lavendulae zu 7α-Hydroxy-(6), 7α,2′- (7), 7α,3′- (8), 7α4′-Dihydroxy-Δ8-tetrahydrocannabinol (9) und 4′-Hydroxy-7-oxo-Δ8-tetrahydrocannabinol (10) führt.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19761091114
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