Fungal metabolism of 4-substituted amphetamines.
1. rac.-4-Ethoxyamphetamine was incubated with 14 different yeast and fungal microorganisms. 4-Hydroxyamphetamine was the major metabolite; traces of N-acetyl-4-ethoxyamphetamine were also detected. 2. The major fungal (Cunninghamella) metabolite of 4-propoxyamphetamine and 4-benzyloxyamphetamine was 4-hydroxyamphetamine. The major metabolites of 4-methoxyamphetamine were N-acetyl-4-methoxyamphetamine and 4-hydroxyamphetamine. 3. Acetoin derivatives were formed when alkoxyamphetamine substrates were incubated in the presence of various fungi and yeasts. 4. The findings indicate that Cunninghamella echinulata may be a useful microbial model for drug disposition and interaction studies.
Foster
B C
BC
Bureau of Drug Research, Sir Frederick Banting Research Centre, Ottawa, Ontario, Canada.
Nantais
L M
LM
Wilson
D L
DL
By
A W
AW
Zamecnik
J
J
Lodge
B A
BA
D000662:Amphetamines / Q000378:metabolism*; D002849:Chromatography, Gas; D005658:Fungi / Q000378:metabolism*; D013058:Mass Spectrometry; D015394:Molecular Structure; D015003:Yeasts / Q000378:metabolism*
D000662:Amphetamines; C065948:4-ethoxyamphetamine; C100230:4-methoxyamphetamine