Free radical destruction of β-blockers in aqueous solution

Environmental Science and Technology

Volumn 42, Issue 4, 2008, Pages 1256-1261

  Song, Weihua ^a   Cooper, William J ^a   Mezyk, Stephen P ^b   Greaves, John ^a   Peake, Barrie M ^c  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b CALIFORNIA STATE UNIVERSITY   (United States)

^c UNIVERSITY OF OTAGO   (New Zealand)

Author keywords

[No Author keywords available]

Indexed keywords

DEGRADATION; FREE RADICALS; GROUNDWATER; SURFACE WATERS; WATER TREATMENT;

HYDROXYL RADICAL REACTIONS; PHARMACEUTICAL COMPOUNDS;

METABOLITES;

ATENOLOL; COBALT 60; FREE RADICAL; HYDROXYL RADICAL; METOPROLOL; PROPRANOLOL; SURFACE WATER;

DEGRADATION; FREE RADICALS; GROUNDWATER; METABOLITES; SURFACE WATERS; WATER TREATMENT;

AQUEOUS SOLUTION; DEGRADATION; DRUG; FREE RADICAL; HYDROXYL RADICAL; POLLUTANT REMOVAL; REACTION RATE; SPECTRAL ANALYSIS; WATER TREATMENT;

AQUEOUS SOLUTION; ARTICLE; CHEMISTRY; DEGRADATION; ELECTRON; GAMMA IRRADIATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY;

ADRENERGIC BETA-ANTAGONISTS; FREE RADICALS; KINETICS; SOLUTIONS; WATER;

EID: 39649109664     PISSN: 0013936X     EISSN: None     Source Type: Journal    
DOI: 10.1021/es702245n     Document Type: Article

References (40)

1. Ikehata, K.; Naghashkar, N. J.; Gamal El-Din, M. Degradation of aqueous pharmaceuticals by ozonation and advanced oxidation processes: A review. Ozone: Sci. Eng. 2006, 28, 353-414.
2. Kummerer, K. In Pharmaceuticals in the Environment; Kummerer, K., Ed.; Springer, 2004.
3. Richardson, M. L.; Bowron, J. M. The fate of pharmaceutical chemicals in the aquatic environment: A review. J. Pharm. Pharmacol 1985, 37, 1-12.
4. Nghiem, L. D.; Schafer, A. I.; Elimelech, M. Pharmaceutical retention mechanisms by nanofiltration membranes. Environ. Sci. Technol. 2005, 39, 7698-7705.
5. Heberer, T. Occurrence, fate, and removal of pharmaceutical residues in the aquatic environment: A review of recent research data. Toxicol. Lett. 2002, 131, 5-17.
6. Hartig, C.; Ernst, M.; Jekel, M. Membrane filtration of two sulphonamides in tertiary effluents and subsequent adsorption on activated carbon. Water Res. 2001, 35, 3998-4003.
7. Larsen, T. A.; Lienert, I.; Joss, A.; Siegrist, H. How to avoid pharmaceuticals in the aquatic environment. J. Biotechnol. 2004, 113, 295-304.
8. Westerhoff, P.; Yoon, Y.; Snyder, S. A.; Wert, E. Fate of endocrine-disruptor, pharmaceutical, and personal care product chemicals during simulated drinking water treatment processes. Environ. Sci. Technol. 2005, 39, 6649-6663.
9. Huber, M. M.; Canonica, S.; Park, G.-Y.; von Gunten, U. Oxidation of pharmaceuticals during ozonation and advanced oxidation processes. Environ. Sci. Technol. 2003, 37, 1016-1024.
10. 2 photocatalysis as a means of reducing estrogenic activity. Environ. Sci. Technol. 2002, 36, 4175-4181.
11. Perez-Estrada, L. A.; Malato, S.; Gernjak, W.; Agueera, A.; Thurman, E. M.; Ferrer, I.; Fernandez-Alba, A. R. Photo-fenton degradation of diclofenac: identification of main intermediates and degradation Pathway. Environ. Sci. Technol. 2005, 39, 8300-8306.
12. Lam, M. W.; Young, C. J.; Brain, R. A.; Johnson, D. J.; Hanson, M. A.; Wilson, C. J.; Richards, S. M.; Solomon, K. R.; Mabury, S. A. Aquatic persistence of eight pharmaceuticals in a microcosm study. Environ. Toxicol. Chem. 2004, 23, 1431-1440.
13. Boreen, A. L.; Arnold, W. A.; McNeill, K. Photochemical fate of sulfa drugs in the aquatic environment: Sulfa drugs containing five-membered heterocyclic groups. Environ. Sci. Technol. 2004, 38, 3933-3940.
14. Latch, D. E.; Stender, B. L.; Packer, J. L.; Arnold, W. A.; McNeill, K. Photochemical fate of pharmaceuticals in the environment: Cimetidine and ranitidine. Environ. Sci. Technol. 2003, 37, 3342-3350.
15. 2 extrusion photoproduct. Environ. Sci. Technol. 2005, 39, 3630-3638.
16. Ternes, T. A. Occurrence of drugs in German sewage treatment plants and rivers. Water Res. 1998, 32, 3245-3260.
17. Ternes, T. A.; Hirsch, R. Occurrence and behavior of X-ray contrast media in sewage facilities and the aquatic environment. Environ. Sci. Technol. 2000, 34, 2741-2748.
18. Cooper, W. J.; Zika, R. G.; Petasne, R. G.; Fischer, A. M. In Aquatic Humic Substances: Influence on Fate and Treatment of Pollutanbts; Suffet, I. H., MacCarthy, P., Eds.; American Chemical Society: Washington, DC, 1989.
19. Borchard, U. Pharmacological properties of beta-adrenoceptor blocking drugs. J. Clin. Basic Cardiol. 1998, 1-5.
20. Huggett, D. B.; Khan, I. A.; Foran, C. M.; Schlenk, D. Determination of beta-adrenergic receptor blocking pharmaceuticals in United States wastewater effluent. Environ. Pollut. 2003, 121, 199-205.
21. Liu, Q.; Williams, H. E. Kinetic and degradation products for direct photolysis of beta-blockers in water. Environ. Sci. Technol. 2007, 41, 803-810.
22. Lee, H.-B.; Sarafin, K.; Peart, T. E. Determination of beta-blockers and beta 2-agonists in sewage by solid-phase extraction and liquid chromatography tandem mass spectrometry. J. Chromatogr., A. 2007, 1148, 158-167.
23. Paxeus, N. Removal of selected non-steroidal anti-inflammatory drugs (NSAIDs), gemfibrozil, carbamazepine, beta blockers, trimethoprim and triclosan in conventional wastewater treatment plants in five EU countries and their discharge to the aquatic environment. Water Sci. Technol. 2004, 50, 253-260.
24. Andreozzi, R.; Campanela, L.; Fraysse, B.; Garric, J.; Gonnella, A.; Lo Giudice, R.; Marotta, R.; Pinto, G.; Pollio, A. Effects of advanced oxidation processes (AOPs) on the toxicity of a mixture of pharmaceuticals. Water Sci. Technol. 2004, 50, 23-28.
25. Ternes, T. A.; Stuber, J.; Herrmann, N.; McDowell, D.; Ried, A.; Kampmann, M.; Teiser, B. Ozonation: a tool for removal of pharmaceuticals, contrast media and musk fragrances from wastewater. Water Res. 2003, 37, 1976-1982.
26. Ternes, T. A.; Meisenheimer, M.; McDowell, D.; Sacher, F.; Brauch, H.-J.; Haist-Gulde, B.; Preuss, G.; Wilme, U.; Zulei-Seibert, N. Removal of pharmaceuticals during drinking water treatment. Environ. Sci. Technol. 2002, 36, 3855-3863.
27. Mulla, R. M.; Kulkarni, R. M.; Nandibewoor, S. T. Kinetic and mechanistic investigation of oxidative degradation and deamination of atenolol by diperiodatonickelate(IV) in aqueous alkaline medium. J. Chem. Res. (S) 2003, 6, 315-316.
28. Whitham, K.; Lyons, S.; Miller, R.; Nett, D.; Treas, P.; Zante, A.; Fessenden, R. W.; Thomas, M. D.; Wang, Y. IEEE Proceedings Particle Accelerator Conference and International Conference on High Energy Accelerators EEE Operations Center; Laurie Gennari Publishers: Dallas, TX, 1996; p. 131.
29. Buxton, G. V.; Stuart, C. R. Re-evaluation of the thiocyanate dosimeter for pulse radiolysis. J. Chem. Soc. Faraday, Trans. 1995, 91, 279-281.
30. Buxton, G. V.; Greenstock, C. L.; Helman, W. P.; Ross, A. B. Critical review of rate constants for reactions of hydrated electrons, hydrogen atom and hydroxyl radicals (OH/O) in aqueous solutions. J. Phys. Chem. Ref. Data 1988, 17, 513-886.
31. Spinks, J. W. T.; Woods, R. J. In An Introduction to Radiation Chemistry, John Wiley & Sons: NY, 1964.
32. Merga, G.; Schuchmann, H. P.; Rao, B. S. M.; Von Conntag, C. OH radical-induced oxidation of chlorobenzene in aqueous solution in the absence and presence of oxygen. J. Chem. Soc. Faraday Trans. 2 1996, 6, 1097-1103.
33. 4·- with some halobenzenes and halotoluenes: A radiation chemical study. J. Phy. Chem. 1994, 98, 9158-9164.
34. Kurata, T.; Watanabe, Y.; Katoh, M.; Sawaki, Y. Mechanism of aromatic hydroxylation in the Fenton and related reactions. One-electron oxidation and the NIH shift. J. Am. Chem. Soc. 1988, 110, 7472-7478.
35. LaVerne, J. A.; Pimblott, S. M. Yields of hydroxyl radical and hydrated electron scavenging reactions in aqueous solutions of biological interest. Radiat. Res. 1993, 135, 16-23.
36. Sharma, S. B.; Mudaliar, M.; Rao, B. S. M. Radiation chemical oxidation of benzaldehyde, acetophenone, and benzophenone. J. Phy. Chem. A 1997, 101, 8402-8408.
37. Mezyk, S. P.; Neubauer, T. J.; Cooper, W. J.; Peller, J. R. Free-radical-induced oxidative and reductive degradation of sulfa drugs in water: Absolute kinetics and efficiencies of hydroxyl radical and hydrated electron reactions. J. Phys. Chem. A 2007, 111, 9019-9024.
38. Haag, W. R.; Yao, C. C. D. Rate constants for reaction of hydroxyl radicals with several drinking water contaminants. Environ. Sci. Technol. 1992, 26, 1005-1013.
39. Escher, B. I.; Bramaz, N. M., R.; Lienert, J. Comparative ecotoxicological hazard assessment of beta-blockers and their human metabolites using a mode-of-action-based test battery and a QSAR approach. Environ. Sci. Technol. 2006, 40, 7402-7408.
40. Westerhoff, P.; Mezyk, S. P.; Cooper, W. J.; Minakata, D. Electron pulse radiolysis determination of hydroxyl radical rate constants with Suwannee River fulvic acid and other dissolved organic matter isolates. Environ. Sci. Technol. 2007, 41, 4640-4646.