Microbial transformations of glaucine
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- Vol. 1 (1) , 1-6
- https://doi.org/10.1039/p19770000001
Abstract
Microbial transformation experiments were conducted with the aporphine alkaloid glaucine. Small-scale screening experiments provided a number of micro-organisms which produced three metabolites. In preparative scale studies, Streptomyces griseus(Ul 1158) produced norglaucine (4) and 2-O-demethylglaucine (6)(predicentrine) in 11 and 14% yield, respectively. Fusarium solani(ATCC 12823) produced didehydroglaucine (3) and a norapor-phinone (10)(an artefact) in 60 and 21% yield, respectively. With racemic glaucine, F. solani preferentially dehydrogenated (+)-(S)-glaucine, and unchanged, optically enriched (–)-(R)-glaucine was recovered from fermentations. N- and O-dealkylation did not occur in stereoselective fashion.This publication has 0 references indexed in Scilit: