Regioselective transformation of ciprofloxacin to N-acetylciprofloxacin by the fungus Mucor ramannianus

FEMS Microbiol Lett. 1999 Aug 1;177(1):131-5. doi: 10.1111/j.1574-6968.1999.tb13723.x.

Abstract

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.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Acetylation
  • Biotransformation
  • Chromatography, High Pressure Liquid
  • Ciprofloxacin / analogs & derivatives*
  • Ciprofloxacin / metabolism*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Mucor / metabolism*

Substances

  • Ciprofloxacin