Abstract
Subsequent to irradiation with a xenon lamp simulating sunlight, fluoroquinolone carboxylic acids in aqueous solution form polar pyridone dicarboxylic and tricarboxylic acids. After liquid/liquid partition with chloroform/water these substances can be isolated by ion exchange chromatography of the aqueous phase. They can be regarded as intermediate compounds on the route to a complete photomineralization. The structural elucidation is performed by such mass spectroscopic methods as MS, GC/MS and HPLC/MS, whereby HPLC/MS shows the highest reliability. Additionally1H- and13C-NMR measurements confirm the structure of the main polar degradation product.
Similar content being viewed by others
References
H.C. Neu: Quinolone antimicrobial agents. Annu. Rev. Med. 43, 465 (1992)
D.T.W. Chu; P.B. Fernandes: Recent developments in the field of quinolone antibacterial agents. Advances in Drug Research 21, 39 (1991)
D.C. Hooper; J.S. Wolfson: Quinolone antimicrobial agents. American Society for Microbiology. ISBN 1-55581-059-4 (1993)
M. Scheer: Concentrations of active ingredient in serum and in tissues after oral and parenteral administration of baytril. Vet. Med. Rev. No.2, 104 (1987)
W. Gau;J. Kurz;U. Petersen;H. J. Ploschke;C. Wuensche: Isolation and structural elucidation of urinary metabolites of ciprofloxacin. Arzneim.-Forsch./Drug Res. 36 (II) 10, 1545 (1986)
W. Gau;H. J. Ploschke;K. Schmidt;B. Weber: Determination of ciprofloxacin (Bay 0 9867) in biological fluids by high-performance liquid chromatography. Liquid Chromatogr. 8, 485 (1985)
A. Nowara; J. Burhenne; M. Spiteller: Binding of fluoroquinolone carboxylic acid derivatives to clay minerals. J. Agric. Food Chem. 45, 1459
J. Burhenne;M. Ludwig;P. Nikoloudis;M. Spiteller: Photolytic degradation of fluoroquinolone carboxylic acids in aqueous solution, Part I: Primary photoproducts and half-lives. ESPR - Environ. Sci. & Pollut. Res. 4 (1) 10–15 (1997)
Y. Yoshida;E. Sato; R. Moroi: Photodegradation products of levofloxacin in aqueous solution. Arzneim.-Forsch./Drug Res. 43 (1) 5, 601 (1993)
J. Ochiai: Synthese von Oxyderivaten des 2-Methyl-pyridin-dicarbonsäure-(3,5)-esters. Chem. Ber. 74/7 1111 (1941)
D. Jerchel; J. Haider; H. Wagner: Oxidation von Alkyl-Pyridinen und Alkyl-Chinolinen durch Selendioxid. Heterocyclic Chemistry, Third Edition, published by J.A. Joule, I.C. Mills, G.F. Smith, Education Chapman & Hall 1995
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Burhenne, J., Ludwig, M. & Spiteller, M. Photolytic degradation of fluoroquinolone carboxylic acids in aqueous solution. Environ. Sci. & Pollut. Res. 4, 61–67 (1997). https://doi.org/10.1007/BF02986278
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF02986278