Photolytic degradation of norfloxacin, enrofloxacin and ciprofloxacin in various aqueous media

Chemosphere

Volumn 91, Issue 11, 2013, Pages 1635-1642

  Babić, Sandra ^a   Periša, Martina ^a   Škorić, Irena ^a  

^a UNIVERSITY OF ZAGREB   (Croatia)

Author keywords

Fluoroquinolones; Pharmaceuticals; Photodegradation pathways; Surface water; Wastewater

Indexed keywords

ANTIBIOTICS; DRUG PRODUCTS; IRRADIATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PROPANE; SOLVENTS; SURFACE WATERS; VETERINARY MEDICINE; WASTEWATER;

FLUOROQUINOLONE ANTIBACTERIALS; FLUOROQUINOLONES; LIQUID CHROMATOGRAPHY - MASS SPECTROMETRIES; OXIDATIVE PHOTODEGRADATION; PHARMACEUTICAL INDUSTRY; PHOTODEGRADATION PATHWAY; PHOTODEGRADATION PRODUCTS; PSEUDO FIRST-ORDER KINETICS;

RATE CONSTANTS;

CIPROFLOXACIN; CYCLOPROPANE; ENROFLOXACIN; NORFLOXACIN; QUINOLINE DERIVED ANTIINFECTIVE AGENT; RIVER WATER;

ANTIMICROBIAL ACTIVITY; AQUEOUS SOLUTION; DRUG; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PH; PHOTODEGRADATION; REACTION KINETICS; RIVER POLLUTION; RIVER WATER; SOLAR RADIATION; SURFACE WATER; WASTEWATER;

ARTICLE; DRUG DEGRADATION; DRUG INDUSTRY; ENVIRONMENTAL IMPACT; LIQUID CHROMATOGRAPHY; PH; PHOTODEGRADATION; PHOTOLYSIS; SIMULATION; SOLAR RADIATION; SOLVOLYSIS; TANDEM MASS SPECTROMETRY; WASTE WATER;

HUMAN ECHOVIRUS 1;

EID: 84876440366     PISSN: 00456535     EISSN: 18791298     Source Type: Journal    
DOI: 10.1016/j.chemosphere.2012.12.072     Document Type: Article

References (39)

1. Albini A. Drugs, Photochemistry and Photostability 1997, The Royal Society of Chemistry, Cambridge, UK.
2. Albini A., Sturini M., Speltini A., Maraschi F., Profumo A., Pretali L., Fasani E. Photochemical degradation of marbofloxacin and enrofloxacin in natural waters. Environ. Sci. Technol. 2010, 44:4564-4569.
3. Andreozzi R., Raffaele M., Nicklas P. Pharmaceuticals in STP effluents and their solar photodegradation in aquatic environment. Chemosphere 2003, 50:1319-1330.
4. Burhenne J., Ludwig M., Nikoloudis P., Spiteller M. Photolytic degradation of fluoroquinolone carboxylic acids in aqueous solution - primary photoproducts and half-lives. Environ. Sci. Pollut. Res. 1997, 4:10-15.
5. Burhenne J., Spiteller M. Photolytic degradation of fluoroquinolone carboxylic acids in aqueous solution. Isolation and structural elucidation of polar photometabolites. Environ. Sci. Pollut. Res. 1997, 4:61-67.
6. Carballa M., Omil F., Lema J.M., Llompart M., García-Jares C., Rodríguez I., Gómez M., Ternes T. Behavior of pharmaceuticals, cosmetics and hormones in a sewage treatment plant. Water Res. 2004, 38:2918-2926.
7. Daughton C.G., Ternes T. Pharmaceuticals and personal care products in the environment: agents of subtle change?. Environ. Health. Perspect. 1999, 107:907-938.
8. Fasani E., Mella M., Monti S., Albini A. Unexpected photoreactions of some 7-amino-6-fluoroquinolones in phosphate buffer. Eur. J. Org. Chem. 2001, 2:391-397.
9. Fatta-Kassinos D., Vasquez M.I., Kümmerer K. Transformation products of pharmaceuticals in surface waters and wastewater formed during photolysis and advanced oxidation processes - degradation, elucidation of byproducts and assessment of their biological potency. Chemosphere 2011, 85:693-709.
10. García-Galán M.J., Díaz-Cruz M.S., Barceló D. Kinetic studies and characterization of photolytic products of sulfamethazin, sulfapyridine and their acetylated metabolites in water under simulated solar irradiation. Water Res. 2012, 46:711-722.
11. Ge L., Chen J., Wei X., Zhang S., Qiao X., Cai X., Xie Q. Aquatic photochemistry of fluoroquinolone antibiotics: kinetics, pathways, and multivariate effects of main water constituents. Environ. Sci. Technol. 2010, 44:2400-2405.
12. Gerding D.N., Hughes C.E., Bamberger D.M., Foxworth J., Larson T.A. Antibiotics in Laboratory Medicine 1996, 835-899. Waverly and Wilkins, Baltimore, MD. V. Lorian (Ed.).
13. Golet E.M., Alder A.C., Hartmann A., Ternes, Giger W. Trace determination of fluoroquinolone antibacterial agents in urban wastewater by solid-phase extraction and liquid chromatography with fluorescence detection. Anal. Chem. 2001, 73:3632-3638.
14. Golet E.M., Alder A.C., Giger W. Environmental exposure and risk assessment of fluoroquinolone antibacterial agents in wastewater and river water of the Glatt valley watershed, Switzerland. Environ. Sci. Technol. 2002, 36:3645-3651.
15. Gros M., Petrović M., Barceló D. Development of a multi-residue analytical methodology based on liquid chromatography-tandem mass spectrometry (LC-MS/MS) for screening and trace level determination of pharmaceuticals in surface and wastewaters. Talanta 2006, 70:678-690.
16. Gros M., Petrović M., Ginebreda A., Barceló D. Removal of pharmaceuticals during wastewater treatment and environmental risk assessment using hazard index. Environ. Int. 2010, 36:15-26.
17. Grujić S., Vasiljević T., Laušević M. Determination of multiple pharmaceutical classes in surface and ground waters by liquid chromatography-ion trap-tandem mass spectrometry. J. Chromatogr. A 2009, 1216:4989-5000.
18. Hassett J.P. Dissolved natural organic matter as a microreactor. Science 2006, 311:1723-1724.
19. Huang C.H., Renew J.E., Smeby K.L., Pinkerston K., Sedlak D.L. Assessment of potential antibiotic contaminants in water and preliminary occurrence analysis. Water Resour. Update 2001, 120:30-40.
20. Jelić A., Petrović M., Barceló D. Multi-residue method for trace level determination of pharmaceuticals in solid samples using pressurized liquid extraction followed by liquid chromatography/quadrupole-linear ion trap mass spectrometry. Talanta 2009, 80:363-371.
21. Kolpin D.W., Furlong E.T., Meyer M.T., Thurman E.M., Zaugg S.D., Barber L.B., Buxton H.T. Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: a National Reconnaissance. Environ. Sci. Technol. 2002, 36:202-1211.
22. Kümmerer K., Al-Ahmad A., Mersch-Sundermann V. Biodegradability of some antibiotics, elimination of genotoxicity and affection of wastewater bacteria in a simple test. Chemosphere 2000, 40:701-710.
23. Kümmerer K. Pharmaceuticals in the Environment 2008, Springer-Verlag, Berlin.
24. Larsson D.G.J., de Pedro C., Paxeus N. Effluent from drug manufactures contains extremely high levels of pharmaceuticals. J. Hazard. Mater. 2007, 148:751-755.
25. Li Y., Niu J., Wang W. Photolysis of enrofloxacin in aqueous systems under simulated sunlight irradiation: kinetics, mechanism and toxicity of photolysis products. Chemosphere 2011, 85:892-897.
26. Lindberg R.H., Wennberg P., Johansson M.I., Tysklind M., Andersson B.A.V. Screening of human antibiotic substances and determination of weekly mass flows in five sewage treatment plants in Sweden. Environ. Sci. Technol. 2005, 39:3421-3429.
27. Nikolaou A., Meric S., Fatta D. Occurrence patterns of pharmaceuticals in water and wastewater environments. Anal. Bioanal. Chem. 2007, 387:1225-1234.
28. Nowara A., Burhenne J., Spiteller M. Binding of fluoroquinolone carboxylic acid derivates to clay minerals. J. Agric. Food Chem. 1997, 45:1459-1463.
29. Renew J.E., Huang C.-H. Simultaneous determination of fluoroquinolone, sulfonamide, and trimethoprim antibiotics in wastewater using tandem solid phase extraction and liquid chromatography-electrospray mass spectrometry. J. Chromatogr. A 2004, 1042:113-121.
30. Schaeffer A.J. The expanded role of fluoroqinolones. Am. J. Med. 2002, 113:45S-54.
31. Sturini M., Speltini A., Maraschi F., Pretali L., Fasani E., Albini A. Photochemical degradation of marbofloxacin and enrofloxacin in natural waters. Environ. Sci. Technol. 2010, 44:4564-4569.
32. Sturini M., Speltini A., Maraschi F., Profumo A., Pretali L., Irastorza E.A., Fasani E., Albini A. Photolytic and photocatalytic degradation of fluoroquinolones in untreated river water under natural sunlight. Appl. Catal. B 2012, 119-120:32-39.
33. 14C-labeled and non-labeled difloxacin in pigs after oral administration, and antimicrobial activity of manure containing difloxacin and its metabolites. Environ. Res. 2009, 109:225-231.
34. Tong L., Eichhorn P., Pérez S., Wang Y., Barceló D. Photodegradation of azithromycin in various aqueous systems under simulated and natural solar radiation: kinetics and identification of photoproducts. Chemosphere 2011, 83:340-348.
35. Turiel E., Bordin G., Rodríguez A.R. Study of the evolution and degradation products of ciprofloxacin and oxolinic acid in river water samples by HPLC-UV/MS/MS-MS. J. Environ. Monit. 2005, 7:189-195.
36. Vasconcelos T.G., Henriques D.M., König A., Martins A.F., Kummerer K. Photo-degradation of the antimicrobial ciprofloxacin at high pH: identification and biodegradability assessment of the primary by-products. Chemosphere 2009, 76:487-493.
37. Verlicchi P., Galleti A., Petrović M., Barcelo D. Hospital effluents as a source of emerging pollutants: an overview of micropollutants and sustainabel treatment options. J. Hydrol. 2010, 389:416-428.
38. Watkinson A.J., Murby E.J., Costanzo S.D. Removal of antibiotics in conventional and advanced wastewater treatment: implications for environmental discharge and wastewater recycling. Water Res. 2007, 41:4164-4176.
39. Watkinson A.J., Murby E.J., Kolpin D.W., Constanzo S.D. The occurrence of antibiotics in an urban watershed: from wastewater to drinking water. Sci. Total Environ. 2009, 407:2711-2723.