Chemistry Central Journal | |
Assessing antibiotic sorption in soil: a literature review and new case studies on sulfonamides and macrolides | |
Stacia R Wegst-Uhrich2  Divina AG Navarro1  Lisa Zimmerman2  Diana S Aga2  | |
[1] Commonwealth Scientific and Industrial Research Organization, Private Bag 2, Glen Osmond, SA 5064, Australia | |
[2] Department of Chemistry, University at Buffalo, State University of New York, Buffalo, NY 14260, USA | |
关键词: Transformation; Degradation; Mobility; Sorption; Partition coefficient; Tylosin; Sulfamethazine; Antimicrobials; Antibiotics; Veterinary pharmaceuticals; | |
Others : 787806 DOI : 10.1186/1752-153X-8-5 |
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received in 2013-08-15, accepted in 2014-01-14, 发布年份 2014 | |
【 摘 要 】
The increased use of veterinary antibiotics in modern agriculture for therapeutic uses and growth promotion has raised concern regarding the environmental impacts of antibiotic residues in soil and water. The mobility and transport of antibiotics in the environment depends on their sorption behavior, which is typically predicted by extrapolating from an experimentally determined soil-water distribution coefficient (Kd). Accurate determination of Kd values is important in order to better predict the environmental fate of antibiotics. In this paper, we examine different analytical approaches in assessing Kd of two major classes of veterinary antibiotics (sulfonamides and macrolides) and compare the existing literature data with experimental data obtained in our laboratory. While environmental parameters such as soil pH and organic matter content are the most significant factors that affect the sorption of antibiotics in soil, it is important to consider the concentrations used, the analytical method employed, and the transformations that can occur when determining Kd values. Application of solid phase extraction and liquid chromatography/mass spectrometry can facilitate accurate determination of Kd at environmentally relevant concentrations. Because the bioavailability of antibiotics in soil depends on their sorption behavior, it is important to examine current practices in assessing their mobility in soil.
【 授权许可】
2014 Wegst-Uhrich et al.; licensee Chemistry Central Ltd.
【 预 览 】
Files | Size | Format | View |
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20140702195738806.pdf | 841KB | download | |
Figure 4. | 65KB | Image | download |
Scheme 1 | 10KB | Image | download |
Figure 3. | 46KB | Image | download |
Figure 2. | 66KB | Image | download |
Figure 1. | 40KB | Image | download |
【 图 表 】
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Figure 3.
Scheme 1
Figure 4.
【 参考文献 】
- [1]Tolls J: Sorption of veterinary pharmaceuticals in soils: a review. Environ Sci Tech 2001, 35:3397-3406.
- [2]Sassman SA, Sarmah AK, Lee LS: Sorption of tylosin A, D, and A-aldol and degradation of tylosin a in soils. Environ Toxicol Chem 2007, 26:1629-1635.
- [3]Pruden A, Pei R, Storteboom H, Carlson KH: Antibiotic resistance genes as emerging contaminants: studies in northern Colorado. Environ Sci Tech 2006, 40:7445-7450.
- [4]Pei R, Kim S-C, Carlson KH, Pruden A: Effect of river landscape on the sediment concentrations of antibiotics and corresponding antibiotic resistance genes (ARG). Water Res 2006, 40:2427-2435.
- [5]Kotzerke A, Sharma S, Schauss K, Heuer H, Thiele-Bruhn S, Smalla K, Wilke B-M, Schloter M: Alterations in soil microbial activity and N-transformation processes due to sulfadiazine loads in pig-manure. Environ Pollut 2008, 153:315-322.
- [6]ter Laak TL, Gebbink WA, Tolls J: The effect of pH and ionic strength on the sorption of sulfachloropyridazine, tylosin, and oxytetracycline to soil. Environ Toxicol Chem 2006, 25:904-911.
- [7]Boxall ABA, Kolpin DW, Halling-Sørensen B, Tolls J: Are veterinary medicines causing environmental risks? Environ Sci Tech 2003, 37:286A-294A.
- [8]Gaskins HR, Collier CT, Anderson DB: Antibiotics as growth promotants: mode of action. Anim Biotechnol 2002, 13:29-42.
- [9]Elmund GK, Morrison SM, Grant DW, Nevins MP: Role of excreted chlortetracycline in modifying the decomposition process in feedlot waste. Bull Environ Contam Toxicol 1971, 6:129-132.
- [10]Kolpin DW, Furlong ET, Meyer MT, Thurman EM, Zaugg SD, Barber LB, Buxton HT: Pharmaceuticals, hormones, and other organic wastewater contaminants in U.S. streams, 1999-2000: a national reconnaissance. Environ Sci Tech 2002, 36:1202-1211.
- [11]Thiele-Bruhn S: Pharmaceutical antibiotic compounds in soils – a review. J Plant Nutr Soil Sci 2003, 166:145-167.
- [12]Halling-Sørensen B: Inhibition of aerobic growth and nitrification of bacteria in sewage sludge by antibacterial agents. Arch Environ Contam Toxicol 2001, 40:451-460.
- [13]Klaver AL, Matthews RA: Effects of oxytetracycline on nitrification in a model aquatic system. Aquaculture 1994, 123:237-247.
- [14]Stone JJ, Dreis EK, Lupo CD, Clay SA: Land application of tylosin and chlortetracycline swine manure: impacts to soil nutrients and soil microbial community structure. J Environ Sci Health, Part B 2011, 46:752-762.
- [15]Alder AC, McArdell CS, Golet EM, Ibric S, Molnar E, Nipales NS, Giger W: Occurrence and fate of fluoroquinolone, macrolide, and sulfonamide antibiotics during wastewater treatment and in ambient waters in Switzerland. ACS Symp Ser 2001, 791:56-69.
- [16]Kulshrestha P, Giese RF, Aga DS: Investigating the molecular interactions of oxytetracycline in clay and organic matter: insights on factors affecting its mobility in soil. Environ Sci Tech 2004, 38:4097-4105.
- [17]Bryskier A: Antimicrobial agents: antibacterials and antifungals. Washington D.C: ASM Press; 2005.
- [18]Lindsey ME, Meyer M, Thurman EM: Analysis of trace levels of sulfonamide and tetracycline antimicrobials in groundwater and surface water using solid-phase extraction and liquid chromatography/mass spectrometry. Anal Chem 2001, 73:4640-4646.
- [19]Boxall ABA, Blackwell P, Cavallo R, Kay P, Tolls J: The sorption and transport of a sulphonamide antibiotic in soil systems. Toxicol Lett 2002, 131:19-28.
- [20]Hirsch R, Ternes T, Haberer K, Kratz K-L: Occurrence of antibiotics in the aquatic environment. Sci Total Environ 1999, 225:109-118.
- [21]Boxall ABA, Johnson P, Smith EJ, Sinclair CJ, Stutt E, Levy LS: Uptake of veterinary medicines from soils into plants. J Agric Food Chem 2006, 54:2288-2297.
- [22]Hatzinger PB, Alexander M: Biodegradation of organic compounds sequestered in organic solids or in nanopores within silica particles. Environ Toxicol Chem 1997, 16:2215-2221.
- [23]OECD Guideline for the testing of chemicals: adsorption - desorption using a batch equilibrium method [http://www.epa.gov/scipoly/sap/meetings/2008/october/106_adsorption_desorption_using.pdf webcite]
- [24]Hu D, Coats JR: Aerobic degradation and photolysis of tylosin in water and soil. Environ Toxicol Chem 2007, 26:884-889.
- [25]Zhang Q, Yang C, Dang Z, Huang W: Sorption of tylosin on agricultural soils. Soil Sci 2011, 176:407-412. 410.1097/SS.1090b1013e3182247420
- [26]Wells MJM: Log DOW: key to understanding and regulating wastewater-derived contaminants. Environ Chem 2006, 3:439-449.
- [27]Comer JEA: High-throughput measurement of log D and pKa. In Drug bioavailability: estimation of solubility, permeability, absorption and bioavailability (Methods and principles in medicinal chemistry). Volume 18. 1st edition. Edited by Waterbeemd H, Lennernäs H, Artursson P. Germany: Wiley-VCH; 2003:21-45. [Mannhold R, Kubinyi H, Folkers G (Series Editor): Methods and Principles in Medicinal Chemistry]
- [28]Jafvert CT, Westall JC, Grieder E, Schwarzenbach RP: Distribution of hydrophobic ionogenic organic compounds between octanol and water: organic acids. Environ Sci Tech 1990, 24:1795-1803.
- [29]Schwarzenbach RP, Gschwend PM, Imboden DM: Environmental organic chemistry. New York: John Wiley and Sons, Inc.; 2003.
- [30]Chu B, Goyne KW, Anderson SH, Lin C-H, Lerch RN: Sulfamethazine sorption to soil: vegetative management, pH, and dissolved organic matter effects. J Environ Qual 2013, 42:794-805.
- [31]Fan Z, Casey FM, Hakk H, Larsen G, Khan E: Sorption, fate, and mobility of sulfonamides in soils. Water Air Soil Poll 2011, 218:49-61.
- [32]Kurwadkar ST, Adams CD, Meyer MT, Kolpin DW: Effects of sorbate speciation on sorption of selected sulfonamides in three loamy soils. J Agric Food Chem 2007, 55:1370-1376.
- [33]Lertpaitoonpan W, Ong SK, Moorman TB: Effect of organic carbon and pH on soil sorption of sulfamethazine. Chemosphere 2009, 76:558-564.
- [34]Srinivasan P, Sarmah AK, Manley-Harris M, Wilkins AL: Sorption of sulfamethoxazole, sulfachloropyridazine and sulfamethazine onto six New Zealand dairy farm soils. In 19th World congress of soil science, soil solutions for a changing world; August 1-6. Brisbane, Australia; 2010.
- [35]Gupta S, Singh A, Kumar K, Thompson A, Thoma D: Report for 200IMN1041G: Antibiotic losses in runoff and drainage from manure-applied fields. [http://water.usgs.gov/wrri/01grants/prog-compl-reports/2001MN1041G.pdf webcite]
- [36]Hu D, Coats JR: Laboratory evaluation of mobility and sorption for the veterinary antibiotic, tylosin, in agricultural soils. J Environ Monit 2009, 11:1634-1638.
- [37]Rabolle M, Spliid NH: Sorption and mobility of metronidazole, olaquindox, oxytetracycline and tylosin in soil. Chemosphere 2000, 40:715-722.
- [38]ter Laak TL, Gebbink WA, Tolls J: Estimation of soil sorption coefficients of veterinary pharmaceuticals from soil properties. Environ Toxicol Chem 2006, 25:933-941.
- [39]van Loon GW, Duffy SJ: Environmental chemistry: a global perspective. 3rd edition. UK: Oxford University Press; 2010.
- [40]Kolz AC, Ong SK, Moorman TB: Sorption of tylosin onto swine manure. Chemosphere 2005, 60:284-289.
- [41]Bhandari A, Surampalli RY, Adams CD, Champagne P, Ong SK, Tyagi RD, Zhang TC (Eds): Contaminants of emerging environmental concern. United States of America: The American Society of Civil Engineers; 2009.
- [42]Apley MD, Bush EJ, Morrison RB, Singer RS, Snelson H: Use estimates of in-feed antimicrobials in swine production in the United States. Foodborne Pathog Dis 2012, 9:272-279.
- [43]Kim S-C, Chung DY, Kim KH, Lee JH, Kim HK, Yang JE, Ok YS, Almarwei YAO: Concentration and environmental loading of veterinary antibiotics in agricultural irrigation ditches. Korean J Soil Sci Fert 2012, 45:867-876.
- [44]Figueroa RA, Leonard A, MacKay AA: Modeling tetracycline antibiotic sorption to clays. Environ Sci Tech 2003, 38:476-483.
- [45]Sithole BB, Guy RD: Models for tetracycline in aquatic environments. Water Air Soil Pollut 1987, 32:303-314.
- [46]Sposito G: The chemistry of soils. 2nd edition. New York, N.Y.: Oxford University Press; 2008.
- [47]Rengel Z (Ed): Handbook of soil acidity. New York: Marcel Dekker, Inc.; 2003.
- [48]Chiou C: Partition and adsorption of organic contaminants in environmental systems. Hoboken, New Jersey: John Wiley and Sons, Inc.; 2002.
- [49]Figueroa-Diva RA, Vasudevan D, Mackay AA: Trends in soil sorption within common antimicrobial families. Chemosphere 2010, 79:786-793.
- [50]Vittoria Pinna M, Castaldi P, Deiana P, Pusino A, Garau G: Sorption behavior of sulfamethazine on unamended and manure-amended soils and short-term impact on soil microbial community. Ecotox Environ Safe 2012, 84:234-242.
- [51]Westall JC, Chen H, Zhang W, Brownawell BJ: Sorption of linear alkylbenzenesulfonates on sediment materials. Environ Sci Tech 1999, 33:3110-3118.
- [52]Thiele-Bruhn S, Aust MO: Effects of pig slurry on the sorption of sulfonamide antibiotics in soil. Arch Environ Contam Toxicol 2004, 47:31-39.
- [53]Xing B, Pignatello JJ: Competitive sorption between 1,3-dichlorobenzene or 2,4-dichlorophenol and natural aromatic acids in soil organic matter. Environ Sci Tech 1998, 32:614-619.
- [54]Liang BC, Gregorich EG, Schnitzer M, Schulten H-R: Characterization of water extracts of two manures and their adsorption on soils. Soil Sci Soc Am J 1996, 60:1758-1763.
- [55]Kaiser K, Zech W: Soil dissolved organic matter sorption as influenced by organic and sesquioxide coatings and sorbed sulfate. Soil Sci Soc Am J 1998, 62:129-136.
- [56]Pils JRV, Laird DA: Sorption of tetracycline and chlortetracycline on K- and Ca-saturated soil clays, humic substances, and clay − humic complexes. Environ Sci Tech 2007, 41:1928-1933.
- [57]Magee BR, Lion LW, Lemley AT: Transport of dissolved organic macromolecules and their effect on the transport of phenanthrene in porous media. Environ Sci Tech 1991, 25:323-331.
- [58]Shryock TR, Mortensen JE, Baumholtz M: The effects of macrolides on the expression of bacterial virulence mechanisms. J Antimicrob Chemother 1998, 41:505-512.
- [59]Gao J, Pedersen JA: Adsorption of sulfonamide antimicrobial agents to clay minerals. Environ Sci Tech 2005, 39:9509-9516.
- [60]Kim Y-H, Heinze TM, Kim S-J, Cerniglia CE: Adsorption and clay-catalyzed degradation of erythromycin A on homoionic clays. J Environ Qual 2004, 33:257-264.
- [61]O’Neil MJ: The Merck Index: an encyclopedia of chemicals, drugs, and biologicals. 12th edition. New Jersey: Merck & Co., Inc.; 1996.
- [62]Kolz ACM, Moorman TB, Ong SK, Scoggin KD, Douglass EA: Degradation and metabolite production of tylosin in anaerobic and aerobic swine-manure lagoons. Water Environ Res 2005, 77:8.
- [63]Scott Teeter J, Meyerhoff RD: Aerobic degradation of tylosin in cattle, chicken, and swine excreta. Environ Res 2003, 93:45-51.
- [64]Ali M, Wang JJ, DeLaune RD, Seo DC, Dodla SK, Hernandez AB: Effect of redox potential and pH status on degradation and adsorption behavior of tylosin in dairy lagoon sediment suspension. Chemosphere 2013, 91:1583-1589.
- [65]Loke M-L, Ingerslev F, Halling-Sørensen B, Tjørnelund J: Stability of tylosin A in manure containing test systems determined by high performance liquid chromatography. Chemosphere 2000, 40:759-765.