Biotransformation of Olivetol by Syncephalastrum racemosum
- 1 September 1984
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 47 (5) , 828-834
- https://doi.org/10.1021/np50035a013
Abstract
A study of the biotransformation of olivetol by S. racemosum ATCC 18192 led to the isolation of 3 metabolites, which were identified as 4''-hydroxyolivetol, 3-(3,5-dihydroxyphenyl)-1-propanol and 3-(3,5-dihydroxyphenyl)-1-propanoic acid. The structures of the isolated metabolites were deduced by comparison of their spectral properties (PMR, CMR [carbon magnetic resonance], MS [mass spectrometry] with those of olivetol. The absolute configuration of 4''-hydroxyolivetol was determined to be R by the Horeau partial resolution method. Biotransformation of olivetol therefore appears to occur by a subterminal oxidation process.This publication has 1 reference indexed in Scilit:
- Carbon-13 nuclear magnetic resonance spectroscopy of naturally occurring substances. 47. Cannabinoid compoundsThe Journal of Organic Chemistry, 1977