Literature DB >> 9593143

Defluorinated sparfloxacin as a new photoproduct identified by liquid chromatography coupled with UV detection and tandem mass spectrometry.

M Engler1, G Rüsing, F Sörgel, U Holzgrabe.   

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.

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Year:  1998        PMID： 9593143      PMCID： PMC105763          DOI： 10.1128/AAC.42.5.1151

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN： 0066-4804            Impact factor:   5.191


  13 in total

1.  The loss of antibiotic activity of ciprofloxacin by photodegradation.

Authors:  G Phillips; B E Johnson; J Ferguson
Journal:  J Antimicrob Chemother       Date:  1990-12       Impact factor: 5.790

2.  Quinolone antibacterial agents. Synthesis and structure-activity relationships of 8-substituted quinoline-3-carboxylic acids and 1,8-naphthyridine-3-carboxylic acids.

Authors:  J P Sanchez; J M Domagala; S E Hagen; C L Heifetz; M P Hutt; J B Nichols; A K Trehan
Journal:  J Med Chem       Date:  1988-05       Impact factor: 7.446

3.  Photosensitization drugs: nalidixic and oxolinic acids.

Authors:  D E Moore; V J Hemmens; H Yip
Journal:  Photochem Photobiol       Date:  1984-01       Impact factor: 3.421

4.  Phototoxic potential of the new quinolone antibacterial agent levofloxacin in mice.

Authors:  N Wagai; M Yoshida; S Takayama
Journal:  Arzneimittelforschung       Date:  1992-03

5.  Syntheses and biological activities of new N1-aryl substituted quinolone antibacterials.

Authors:  J Jürgens; H Schedletzky; P Heisig; J K Seydel; B Wiedemann; U Holzgrabe
Journal:  Arch Pharm (Weinheim)       Date:  1996-04       Impact factor: 3.751

Review 6.  Adverse effects of fluoroquinolones.

Authors:  J Shimada; S Hori
Journal:  Prog Drug Res       Date:  1992

7.  Photodegradation kinetics of the new antibacterial fluoroquinolone derivative, orbifloxacin, in aqueous solution.

Authors:  T Morimura; T Ohno; H Matsukura; Y Nobuhara
Journal:  Chem Pharm Bull (Tokyo)       Date:  1995-06       Impact factor: 1.645

8.  Photodegradation products of levofloxacin in aqueous solution.

Authors:  Y Yoshida; E Sato; R Moroi
Journal:  Arzneimittelforschung       Date:  1993-05

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

Authors:  M Matsumoto; K Kojima; H Nagano; S Matsubara; T Yokota
Journal:  Antimicrob Agents Chemother       Date:  1992-08       Impact factor: 5.191

10.  New 8-(trifluoromethyl)-substituted quinolones. The benefits of the 8-fluoro group with reduced phototoxic risk.

Authors:  J P Sanchez; A J Bridges; R Bucsh; J M Domagala; R D Gogliotti; S E Hagen; C L Heifetz; E T Joannides; J C Sesnie; M A Shapiro
Journal:  J Med Chem       Date:  1992-01-24       Impact factor: 7.446
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  4 in total

1.  Modification of norfloxacin by a Microbacterium sp. strain isolated from a wastewater treatment plant.

Authors:  Dae-Wi Kim; Thomas M Heinze; Bong-Soo Kim; Laura K Schnackenberg; Kellie A Woodling; John B Sutherland
Journal:  Appl Environ Microbiol       Date:  2011-07-01       Impact factor: 4.792

2.  Evaluation of sparfloxacin distribution by mass spectrometry imaging in a phototoxicity model.

Authors:  Stéphanie Marie Boudon; Grégory Morandi; Brendan Prideaux; Dieter Staab; Ursula Junker; Alex Odermatt; Markus Stoeckli; Daniel Bauer
Journal:  J Am Soc Mass Spectrom       Date:  2014-07-08       Impact factor: 3.109

Review 3.  Current advances on the photocatalytic degradation of fluoroquinolones: photoreaction mechanism and environmental application.

Authors:  Luca Pretali; Elisa Fasani; Michela Sturini
Journal:  Photochem Photobiol Sci       Date:  2022-04-13       Impact factor: 4.328

Review 4.  Microbial transformations of antimicrobial quinolones and related drugs.

Authors:  Igor A Parshikov; John B Sutherland
Journal:  J Ind Microbiol Biotechnol       Date:  2012-09-25       Impact factor: 3.346
  4 in total

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