Defluorinated Sparfloxacin as a New Photoproduct Identified by Liquid Chromatography Coupled with UV Detection and Tandem Mass Spectrometry

Author:

Engler Michael1,Rüsing Guido2,Sörgel Fritz2,Holzgrabe Ulrike1

Affiliation:

1. Pharmazeutisches Institut der Universität Bonn, D-53115 Bonn,1 and

2. Institute for Biomedical and Pharmaceutical Research, D-90562 Nürnberg-Heroldsberg,2 Germany

Abstract

ABSTRACT Photodegradation of sparfloxacin was observed by means of high-pressure liquid chromatography with UV detection and liquid chromatography coupled with UV detection and tandem mass spectrometry (LC-MS/MS). Three products were detected. Comparison with an independently synthesized derivative of sparfloxacin revealed the structure of one product which is believed to be 8-desfluorosparfloxacin. The second product is likely to be formed by the splitting off of a fluorine and a cyclopropyl ring. Thus, photodefluorination of quinolone antibacterial agents is found and proved for the first time by LC-MS/MS.

Publisher

American Society for Microbiology

Subject

Infectious Diseases,Pharmacology (medical),Pharmacology

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5. Photostability and biological activity of fluoroquinolones substituted at the 8 position after UV irradiation

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