Regioselective transformation of ciprofloxacin to N-acetylciprofloxacin by the fungus Mucor ramannianus.
A strain of the saprobic fungus Mucor ramannianus, isolated from a forest, was used to demonstrate the potential for ciprofloxacin biotransformation by zygomycetes in the environment. The fungus carried out the regioselective N-acetylation of ciprofloxacin to a single product, which was purified from culture extracts by high-performance liquid chromatography. The metabolite was identified by mass and nuclear magnetic resonance spectrometry as 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-acetyl-1-piperazinyl)-3- quinolinecarboxylic acid.
Parshikov
I A
IA
Division of Microbiology, National Center for Toxicological Research, Food and Drug Administration, Jefferson, AR 72079, USA.
Freeman
J P
JP
Lay
J O
JO
Beger
R D
RD
Williams
A J
AJ
Sutherland
J B
JB
D000107:Acetylation; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D002939:Ciprofloxacin / Q000031:analogs & derivatives* / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009089:Mucor / Q000378:metabolism*
D002939:Ciprofloxacin