The fungus Pestalotiopsis guepini as a model for biotransformation of ciprofloxacin and norfloxacin

Appl Microbiol Biotechnol. 2001 Aug;56(3-4):474-7. doi: 10.1007/s002530100672.

Abstract

The metabolism of the fluoroquinolone drugs ciprofloxacin and norfloxacin by Pestalotiopsis guepini strain P-8 was investigated. Cultures were grown at 28 degrees C in sucrose/peptone broth for 18 days after dosing with ciprofloxacin (300 microM) or norfloxacin (313 microM). Four major metabolites were produced from each drug; and these were purified by high-performance liquid chromatography and identified by mass spectrometry and proton nuclear magnetic resonance spectroscopy. Ciprofloxacin metabolites included N-acetylciprofloxacin (52.0%), desethylene-N-acetylciprofloxacin (9.2%), N-formylciprofloxacin (4.2%), and 7-amino-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (2.3%). Norfloxacin metabolites included N-acetylnorfloxacin (55.4%), desethylene-N-acetylnorfloxacin (8.8%), N-formylnorfloxacin (3.6%), and 7-amino-1-ethyl-6-fluoro4-oxo-1,4-dihydroquinoline-3-carboxylic acid (2.1%). N-Formylciprofloxacin and the four transformation products from norfloxacin are all known to be mammalian metabolites.

Publication types

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

MeSH terms

  • Anti-Infective Agents / metabolism*
  • Biodegradation, Environmental
  • Chromatography, High Pressure Liquid
  • Ciprofloxacin / metabolism*
  • Culture Media, Conditioned / chemistry
  • Fungi / growth & development*
  • Fungi / metabolism
  • Magnetic Resonance Spectroscopy
  • Norfloxacin / metabolism*

Substances

  • Anti-Infective Agents
  • Culture Media, Conditioned
  • Ciprofloxacin
  • Norfloxacin