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Antimicrobial Agents and Chemotherapy, May 1998, p. 1151-1159, Vol. 42, No. 5
0066-4804/98/$04.00+0
Copyright © 1998, American Society for Microbiology. All rights reserved.

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

Michael Engler,1 Guido Rüsing,2 Fritz Sörgel,2 and Ulrike Holzgrabe1,*

Pharmazeutisches Institut der Universität Bonn, D-53115 Bonn,1 and Institute for Biomedical and Pharmaceutical Research, D-90562 Nürnberg-Heroldsberg,2 Germany

Received 24 June 1997/Returned for modification 20 December 1997/Accepted 10 February 1998

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.

* Corresponding author. Mailing address: Pharmazeutisches Institut der Universität Bonn, Kreuzbergweg 26, D-53115 Bonn, Germany. Phone: 49-228-732-845. Fax: 49-228-739-038. E-mail: holzgrabe{at}uni-bonn.de.

Antimicrobial Agents and Chemotherapy, May 1998, p. 1151-1159, Vol. 42, No. 5
0066-4804/98/$04.00+0
Copyright © 1998, American Society for Microbiology. All rights reserved.


This article has been cited by other articles:

  • Marona, H. R. N., Zuanazzi, J.A.S., Schapoval, E. E.S. (1999). Determination of sparfloxacin and its degradation products by HPLC-PDA. J Antimicrob Chemother 44: 301-302 [Full Text]  


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