Effects of pH and cationic and nonionic surfactants on the adsorption of pharmaceutical to a natural aquifer material

Environmental Science and Technology

Volumn 39, Issue 8, 2005, Pages 2592-2598

  Hari, Ajai C ^a   Paruchuri, Rajiv A ^a   Sabatini, David A ^a   Kibbey, Tohren C G ^a  

^a University of Oklahoma   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADSORPTION; DRUG PRODUCTS; ECOLOGY; HEALTH; HYDROPHOBICITY; PH EFFECTS; POSITIVE IONS; SEDIMENTS; WASTEWATER;

AQUIFER MATERIALS; CATIONIC SURFACTANT; ECOLOGICAL HEALTH; PHARMACEUTICAL COMPOUNDS;

SURFACE ACTIVE AGENTS;

CARBAMAZEPINE; CATIONIC SURFACTANT; CETYLPYRIDINIUM SALT; NALIDIXIC ACID; NONIONIC SURFACTANT; NORFLOXACIN; PARACETAMOL; QUINOLONE DERIVATIVE; TETRADECYL SULFATE SODIUM;

ADSORPTION; AQUIFER; CHEMICAL POLLUTANT; ENVIRONMENTAL FATE; POLLUTANT TRANSPORT; SURFACTANT;

ADSORPTION KINETICS; AQUIFER; ARTICLE; HYDROPHOBICITY; PH;

ACETAMINOPHEN; ADSORPTION; CARBAMAZEPINE; CATIONS; CETYLPYRIDINIUM; ENVIRONMENTAL MONITORING; GEOLOGIC SEDIMENTS; HYDROGEN-ION CONCENTRATION; HYDROPHOBICITY; NALIDIXIC ACID; NORFLOXACIN; PHARMACEUTICAL PREPARATIONS; POLOXALENE; SURFACE-ACTIVE AGENTS; WATER POLLUTION, CHEMICAL;

EID: 17644426081     PISSN: 0013936X     EISSN: None     Source Type: Journal    
DOI: 10.1021/es048992m     Document Type: Article

References (46)

1. Halling-Sorensen, B.; Nielsen, S.; Lanzky, P.; Ingerslev, F.; Lutzhoft, H.; Jorgensen, S. E. Occurrence, fate and effects of pharmaceutical substances in the environment - a review. Chemosphere 1998, 36, 357-393.
2. Daughton, C.; Ternes, T. Pharmaceutical and personal care products in the environment: Agents of subtle change? Environ. Health Perspect. 1999, 107, 907-938.
3. Kolpin, D. W.; Furlong, E. T.; Meyer, M. T.; Thurman, E. M.; Zaugg, S. D.; Barber, L. B.; Buxton, H. T. Pharmaceutical, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: A national reconnaissance. Environ. Sci. Technol. 2002, 36, 1202-1211.
4. Levy, S. The challenge of antibiotic resistance. Sci. Am. 1998, 278, 46-53.
5. Zurer, P. Drugs down the drain. Chem. Eng. News 2000, 78 (Apr 10), 51.
6. Heberer, T. Tracking persistent pharmaceutical residues from municipal sewage to drinking water. J. Hydrol. 2002, 266, 175-189.
7. Ternes, T.; Meisenheimer, M.; Mcdowell, D.; Sacher, F.; Brauch, H.; Haist-Gulde, B.; Preuss, G.; Wilme, U.; Zulei-Seibert, N. Removal of pharmaceuticals during drinking water treatment. Environ. Sci. Technol. 2002, 36, 3855-3863.
8. Giger, W.; Alder, A.; Golet, E.; Kohler, H.; McArdell, C.; Molnar, E.; Siegrist, H.; Suter, M. Occurrence and fate of antibiotics as trace contaminants in wastewaters, sewage sludges, and surface waters. Chimia 2003, 57, 485-491.
9. Ammar, H.; Omar, S. Effect of aromatic hydrotropes on the solubility of carbamazepine. Part II: Effect of nicotinamide, sodium salts of benzoic, naphthoic and nicotinic acids. Egyptian J. Pharm. Sci. 1994, 35, 209-223.
10. Ross, D.; Riley, C. Aqueous solubilities of some variously substituted quinolone antimicrobials. Int. J. Pharm. 1990, 63, 237-250.
11. Ross, D.; Riley, C. Physicochemical properties of the fluoroquinolone antimicrobials. III. Complexation of lomefloxacin with various metal ions and the effect of metal ion complexation on aqueous solubility. Int. J. Pharm. 1992, 87, 203-213.
12. Ross, D.; Riley, C. Physicochemical properties of the fluoroquinolone antimicrobials. V. Effect of fluoroquinolone structure and pH on the complexation of various fluoroquinolones with magnesium and calcium ions. Int. J. Pharm. 1993, 93, 121-129.
13. Ross, D.; Elkinton, S.; Knaub, S.; Riley, C. Physicochemical properties of the fluoroquinolone antimicrobials. VI. Effect of metal-ion complexation on octan-1-ol-water partitioning. Int. J. Pharm. 1993, 93, 131-138.
14. Djurdjević, P.; Jelić, R.; Stankov, M.; Veselinović, D.; Stankov, D. Complexation behavior of cadmium(II) ion with nalidixic acid in chloride medium. J. Serb. Chem. Soc. 1995, 60, 403-410.
15. Naber, K.; Sorgel, F. Antibiotic therapy - rationale and evidence for optimal drug concentrations in prostatic and seminal fluid and prostatic tissue. Andrologia 2003, 35, 331-335.
16. Sithole, B.; Guy, R. Models for tetracycline in aquatic environments. I. Interaction with bentonite clay systems. Water, Air, Soil Pollut. 1987, 32, 303-14.
17. Rabølle, M.; Spliid, N. Sorption and mobility of metronidazole, olaquindox, oxytetracycline and tylosin in soil. Chemosphere 2000, 40, 715-22.
18. Tolls, J. Sorption of veterinary pharmaceuticals in soils: A review. Environ. Sci. Technol. 2001, 35, 3397-3406.
19. Lee, L.; Strock, T.; Sarmah, A.; Rao, P. Sorption and dissipation of testosterone, estrogens, and their primary transformation products in soils and sediment. Environ. Sci. Technol. 2003, 37, 4098-4105.
20. Figueroa, R.; Leonard, A.; MacKay, A. Modeling tetracycline antibiotic sorption to clays. Environ. Sci. Technol 2004, 38, 476-483.
21. Thiele-Bruhn, S.; Seibicke, T.; Schulten, H.; Leinweber, P. Sorption of sulfonamide pharmaceutical antibiotics on whole soils and particle-size fractions. J. Environ. Qual. 2004, 33, 1331-1342.
22. Atwood, D.; Florence, A. T. Surfactant Systems: Their Chemistry, Pharmacy and Biology; Chapman and Hall: New York, 1983.
23. Lasic, D. D. Liposomes in drug delivery. In Vesicles; Rosoff, M., Ed.; Surfactant Science Series, Vol. 62; Marcel Dekker: New York, 1996.
24. Margalit, R. Vesicles as topical drug delivery systems. In Vesicles; Rosoff, M., Ed.; Surfactant Science Series, Vol. 62; Marcel Dekker: New York, 1996.
25. Malz, F. Loading surface waters with surfactants. In Detergents in the Environment; Schwuger, M. J., Ed.; Surfactant Science Series, Vol. 65; Marcel Dekker: New York, 1997.
26. Jafvert, C. Sediment- and saturated-soil-associated reactions involving an ionic surfactant (dodecyl sulfate). 2. Partition of PAH compounds among phases. Environ. Sci. Technol. 1991, 25, 1039-1045.
27. Kibbey, T.; Hayes, K. Partitioning and UV absorption studies of phenanthrene on cationic surfactant-coated silica. Environ. Sci. Technol. 1993, 27, 2168-2173.
28. Shiau, B.; Sabatini, D.; Harwell, J. Properties of food grade surfactants affecting subsurface remediation of chlorinated solvents. Environ. Sci. Technol. 1995, 29, 2929-2935.
29. Renner, R. European bans on surfactant trigger transatlantic debate. Environ. Sci. Technol. 1997, 31, 316A.
30. Snyder, S.; Westerhoff, P.; Yoon, Y.; Sedlak, D. Pharmaceuticals, personal care products, and endocrine disruptors in water: Implications for the water industry. Environ. Eng. Sci. 2003, 20, 449-469.
31. Karapanagioti, H.; Kleineidam, S.; Sabatini, D.; Grathwohl, P.; Ligouis, B. Impacts of heterogeneous organic matter on phenanthrene sorption: Equilibrium and kinetic studies with aquifer material. Environ. Sci. Technol. 2000, 34, 406-414.
32. Merás, I.; de la Peña, A.; López, F.; Cáceres, M. Complexation of antibacterial quinolonic acid and cinolonic derivatives with Zn (II) and Al (III): application to their determination in human urine. Analyst 2000, 125, 1471-1476.
33. Sun, J.; Sakai, S.; Tauchi, Y.; Deguchi, Y.; Chen, J.; Zhang, R.; Morimoto, K. Determination of lipophilicity of two quinolone antibacterials, ciprofloxacin and grepafloxacin, in the protonation equilibrium. Eur. J. Pharm. Biopharm. 2002, 54, 51-58.
34. Ahumada, A.; Seeck, J.; Allemandi, D.; Manzo, R. The pH/ solubility profile of norfloxacin. S.T.P. Pharma Sci. 1993, 3, 250-253.
35. Ross, D.; Elkinton, S.; Knaub, S.; Riley, C. Physicochemical properties of the fluoroquinolone antimicrobials. IV. 1-Octanol/ water partitioning coefficients and their relationship to structure. Int. J. Pharm. 1993, 93, 131-138.
36. Vásquez, J.; Merino, S.; Dom¢enech, Ò.; Berlanga, M.; Viñas, M.; Montero, M.; Hernández-Borrell, J. Determination of the partition coefficients of a homologous series of ciprofloxacin: influence of the N-4 piperazinyl alkylation on the antimicrobial activity. Int. J. Pharm. 2001, 220, 53-62.
37. Weber, W.; McGinley, P.; Katz, L. A distributed reactivity model for sorption by soils and sediments. 1. Conceptual basis and equilibrium assessments. Environ. Sci. Technol. 1992, 26, 1955-1962.
38. Brownawell, B.; Chen, H.; Collier, J.; Westall, J. Adsorption of organic cations to natural materials. Environ. Sci. Technol. 1990, 24, 1234-1241.
39. Kibbey, T.; Hayes, K. A multicomponent analysis of the sorption of polydisperse ethoxylated nonionic surfactants to aquifer materials: Equilibrium sorption behavior. Environ. Sci. Technol. 1997, 31, 1171-1177.
40. Kibbey, T.; Hayes, K. Effects of surfactant concentration and sorbent properties on the sorption and transport of ethoxylated nonionic surfactant mixtures. J. Contam. Hydrol. 2000, 41, 1-22.
41. Somasundaran, P.; Fuerstenau, D. W. Mechanisms of alkyl sulfonate adsorption at the alumina-water interface. J. Phys. Chem. 1966, 70, 90-96.
42. Budvári-Bárány, Z.; Szász, G.; Takács-Novák, K.; Hermecz, I.; Löre, A. The pH influence on the HPLC-retention of chemotherapeutic fluoroquinolone derivatives. J. Liq. Chromatogr. 1991, 14, 3411-3424.
43. Curtis, G.; Reinhard, M.; Roberts, P. Sorption of hydrophobic organic compounds by sediments. In Geochemical Processes at Mineral Surfaces; Davis, J., Hayes, K., Eds.; American Chemical Society: Washington, DC; 1986.
44. Chen, X.; Cho, S.; Li, Y.; Vankatesh, S. Prediction of aqueous solubilities of organic compounds using a quantitative structure-property relationship. J. Pharm. Sci. 2002, 91, 1838-1852.
45. Dastmalchi, S.; Rashidi, M.; Rassi, M. Simultaneous determination of the pKa and octanol/water partition coefficient (Pm) of acetaminophen. J. Sch. Pharm., Med. Sci. Univ. Tehran 1995, 4, 7-14.
46. Tixier, C.; Singer, H.; Oellers, S.; Müller, S. Occurrence and fate of carbamazepine, clofibric acid, diclofenac, ibuprofen, ketoprofen and naproxen in surface waters. Environ. Sci. Technol. 2003, 37, 1061-1068.