Adsorption behavior of antibiotic in soil environment: a critical review
Shiliang WANG, Hui WANG
Adsorption behavior of antibiotic in soil environment: a critical review
Antibiotics are used widely in human and veterinary medicine, and are ubiquitous in environment matrices worldwide. Due to their consumption, excretion, and persistence, antibiotics are disseminated mostly via direct and indirect emissions such as excrements, sewage irrigation, and sludge compost and enter the soil and impact negatively the natural ecosystem of soil. Most antibiotics are amphiphilic or amphoteric and ionize. A non-polar core combined with polar functional moieties makes up numerous antibiotic molecules. Because of various molecule structures, physicochemical properties vary widely among antibiotic compounds. Sorption is an important process for the environment behaviors and fate of antibiotics in soil environment. The adsorption process has decisive role for the environmental behaviors and the ultimate fates of antibiotics in soil. Multiply physicochemical properties of antibiotics induce the large variations of their adsorption behaviors. In addition, factors of soil environment such as the pH, ionic strength, metal ions, and organic matter content also strongly impact the adsorption processes of antibiotics. Review about adsorption of antibiotics on soil can provide a fresh insight into understanding the antibiotic-soil interactions. Therefore, literatures about the adsorption mechanisms of antibiotics in soil environment and the effects of environment factors on adsorption behaviors of antibiotics in soil are reviewed and discussed systematically in this review.
adsorption / antibiotics / environment factors / soil
[1] |
Wei Y M, Zhang Y, Xu J, Guo C S, Li L, Fan W H. Simultaneous quantification of several classes of antibiotics in water, sediments, and fish muscles by liquid chromatography–tandem mass spectrometry. Frontiers of Environmental Science & Engineering, 2014, 8(3): 357-371
CrossRef
Google scholar
|
[2] |
Li X W, Shi H C, Li K X, Zhang L, Gan Y P. Occurrence and fate of antibiotics in advanced wastewater treatment facilities and receiving rivers in Beijing, China. Frontiers of Environmental Science & Engineering, 2014, 8(6): 888-894
CrossRef
Google scholar
|
[3] |
Daughton C G, Ternes T A. Pharmaceuticals and personal care products in the environment: agents of subtle change. Environmental Health Perspectives, 1999, 107(6 Suppl 6): 907-938
CrossRef
Google scholar
|
[4] |
Golet E M, Xifra I, Siegrist H, Alder A C, Giger W. Environmental exposure assessment of fluoroquinolone antibacterial agents from sewage to soil. Environmental Science & Technology, 2003, 37(15): 3243-3249
CrossRef
Google scholar
|
[5] |
Halling-Sørensen B, Nors Nielsen S, Lanzky P F, Ingerslev F, Holten Lützhøft H C, Jørgensen S E. Occurrence, fate and effects of pharmaceutical substances in the environment-a review. Chemosphere, 1998, 36(2): 357-393
CrossRef
Google scholar
|
[6] |
Díaz-Cruz M S, López de Alda M J, Barceló D. Environmental behavior and analysis of veterinary and human drugs in soils, sediments and sludge. TrAC Trends in Analytical Chemistry, 2003, 22(6): 340-351
CrossRef
Google scholar
|
[7] |
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 Research, 2007, 41(18): 4164-4176
CrossRef
Google scholar
|
[8] |
Boxall A B A, Kolpin D W, Halling-Sorensen B, Tolls J. Are veterinary medicines causing environmental risks? Environmental Science & Technology, 2003, 37(15): 286A-294A
CrossRef
Google scholar
|
[9] |
Göbel A, Thomsen A, McArdell C S, Joss A, Giger W. Occurrence and sorption behavior of sulfonamides, macrolides, and trimethoprim in activated sludge treatment. Environmental Science & Technology, 2005, 39(11): 3981-3989
CrossRef
Google scholar
|
[10] |
Thiele-Bruhn S. Pharmaceutical antibiotic compounds in soils—A review. Journal of Plant Nutrition and Soil Science, 2003, 166(2): 145-167
CrossRef
Google scholar
|
[11] |
Alder A C, McArdell C S, Golet E M, Ibric S, Molnar E, Nipales N S, Giger W. Occurrence and fate of fluoroquinolone, macrolide, and sulfonamide antibiotics during wastewater treatment and in ambient waters in Switzerland. In: Daughton C G, Jones-Lepp T, Eds. Pharmaceuticals and Personal Care Products in the Environment: Scientific and Regulatory Issues. Washington D C.: American Chemical Society, 2001, 56-69
|
[12] |
Boxall A B A, Blackwell P, Cavallo R, Kay P, Tolls J. The sorption and transport of a sulphonamide antibiotic in soil systems. Toxicology Letters, 2002, 131(1-2): 19-28
CrossRef
Google scholar
|
[13] |
Hernando M D, Mezcua M, Fernández-Alba A R, Barceló D. Environmental risk assessment of pharmaceutical residues in wastewater effluents, surface waters and sediments. Talanta, 2006, 69(2): 334-342
CrossRef
Google scholar
|
[14] |
Kemper N. Veterinary antibiotics in the aquatic and terrestrial environment. Ecological Indicators, 2008, 8(1): 1-13
CrossRef
Google scholar
|
[15] |
Bailón-Pérez M I, Garcia-Campaña A M, Cruces-Blanco C, del Olmo Iruela M. Trace determination of β-lactam antibiotics in environmental aqueous samples using off-line and on-line preconcentration in capillary electrophoresis. Journal of Chromatography. A, 2008, 1185(2): 273-280
CrossRef
Google scholar
|
[16] |
Chen Z H, Deng S B, Wei H R, Wang B, Huang J, Yu G. Activated carbons and amine-modified materials for carbon dioxide capture — A review. Frontiers of Environmental Science & Engineering, 2013, 7(3): 326-340
CrossRef
Google scholar
|
[17] |
Li L, Xu J, Guo C S, Zhang Y. Removal of rhodamine B from aqueous solution by BiPO4 hierarchical architecture. Frontiers of Environmental Science & Engineering, 2013, 7(3): 382-387
CrossRef
Google scholar
|
[18] |
Peng Y, Li J H. Ammonia adsorption on graphene and graphene oxide: a first-principles study. Frontiers of Environmental Science & Engineering, 2013, 7(3): 403-411
CrossRef
Google scholar
|
[19] |
Zhou Q, Wang M Q, Li A M, Shuang C D, Zhang M C, Liu X H, Wu L Y. Preparation of a novel anion exchange group modified hyper-crosslinked resin for the effective adsorption of both tetracycline and humic acid. Frontiers of Environmental Science & Engineering, 2013, 7(3): 412-419
CrossRef
Google scholar
|
[20] |
Kümmerer K. Antibiotics in the aquatic environment: a review—Part I. Chemosphere, 2009, 75(4): 417-434
CrossRef
Google scholar
|
[21] |
Petrović M, Hernando M D, Díaz-Cruz M S, Barceló D. Liquid chromatography-tandem mass spectrometry for the analysis of pharmaceutical residues in environmental samples: a review. Journal of Chromatography. A, 2005, 1067(1-2): 1-14
CrossRef
Google scholar
|
[22] |
Ikehata K, Naghashkar N J, El-Din M G. Degradation of aqueous pharmaceuticals by ozonation and advanced oxidation processes: a review. Ozone Science and Engineering, 2006, 28(6): 353-414
CrossRef
Google scholar
|
[23] |
Klavarioti M, Mantzavinos D, Kassinos D. Removal of residual pharmaceuticals from aqueous systems by advanced oxidation processes. Environment International, 2009, 35(2): 402-417
CrossRef
Google scholar
|
[24] |
Erkel G. Biochemie der Antibiotika: Struktur-Biosynthese-Wirk Mechanismus. Heidelberg: Spektrum Akademischer Verlag, 1992, 389
|
[25] |
Halling-Sørensen B, Sengeløv G, Tjørnelund J. Toxicity of tetracyclines and tetracycline degradation products to environmentally relevant bacteria, including selected tetracycline-resistant bacteria. Archives of Environmental Contamination and Toxicology, 2002, 42(3): 263-271
CrossRef
Google scholar
|
[26] |
Oka H, Ito Y, Matsumoto H. Chromatographic analysis of tetracycline antibiotics in foods. Journal of Chromatography. A, 2000, 882(1-2): 109-133
CrossRef
Google scholar
|
[27] |
Mitscher L A. The Chemistry of the Tetracycline Antibiotics. Basel: Marcel Dekker, 1978, 330
|
[28] |
Ingerslev F, Halling-Sørensen B. Biodegradability properties of sulfonamides in activated sludge. Environmental Toxicology and Chemistry, 2000, 19(10): 2467-2473
CrossRef
Google scholar
|
[29] |
Wetzstein H G. Biologische abbaubarkeit der gyrasehemmer. Pharmazie in Unserer Zeit, 2001, 30(5): 450-457
CrossRef
Google scholar
|
[30] |
Xu Z, Zhang Q, Fang H H P. Applications of porous resin sorbents in industrial wastewater treatment and resource recovery. Critical Reviews in Environmental Science and Technology, 2003, 33(4): 363-389
CrossRef
Google scholar
|
[31] |
Xu W H, Zhang G, Zou S C, Li X D, Liu Y C. Determination of selected antibiotics in the Victoria Harbor and the Pearl River, South China using high-performance liquid chromatography-electrospray ionization tandem mass spectrometry. Environmental Pollution, 2007, 145(3): 672-679
CrossRef
Google scholar
|
[32] |
Sun Y, Huang H, Sun Y, Wang C, Shi X L, Hu H Y, Kameya T, Fujie K. Occurrence of estrogenic endocrine disrupting chemicals concern in sewage plant effluent. Frontiers of Environmental Science & Engineering, 2014, 8(1): 18-26
CrossRef
Google scholar
|
[33] |
Sui Q, Huang J, Lu S G, Deng S B, Wang B, Zhao W T, Qiu Z F, Yu G. Removal of pharmaceutical and personal care products by sequential ultraviolet and ozonation process in a full-scale wastewater treatment plant. Frontiers of Environmental Science & Engineering, 2014, 8(1): 62-68
CrossRef
Google scholar
|
[34] |
Rao K F, Li N, Ma M, Wang Z J. In vitro agonistic and antagonistic endocrine disrupting effects of organic extracts from waste water of different treatment processes. Frontiers of Environmental Science & Engineering, 2014, 8(1): 69-78
CrossRef
Google scholar
|
[35] |
Liu C L, Xu Y P, Ma M, Huang B B, Wu J D, Meng Q Y, Wang Z J, Gearheart R A. Evaluation of endocrine disruption and dioxin-like effects of organic extracts from sewage sludge in autumn in Beijing, China. Frontiers of Environmental Science & Engineering, 2014, 8(3): 433-440
CrossRef
Google scholar
|
[36] |
Höper H, Kues J, Nau H, Hamscher G. Eintrag und verbleib von tierarzneimittelwirkstoffen in Böden. Bodenschutz, 2002, 4(2): 141-148
|
[37] |
Hamscher G, Sczesny S, Höper H, Nau H. Tierarzneimittel als persistente organische Kontaminanten von Böden. 10 Jahre Boden-Dauerbeobachtung in Niedersachsen, 2001, 10
|
[38] |
Sengeløv G, Agerso Y, Halling-sørensen B, Baloda S B, Andersen J S, Jensen L B. Bacterial antibiotic resistance levels in Danish farmland as a result of treatment with pig manure slurry. Environment International, 2003, 28(7): 587-595
CrossRef
Google scholar
|
[39] |
Winckler C, Grafe A. Stoffeintrag Durch Tierarzneimittel und Pharmakologisch Wirksame Fuutterzusatzstoffe unter Besonderer Berücksichtigung von Tetrazyklinen. Berlin: UBA-Texte 44/00, 2000, 145
|
[40] |
Schüller S. Anwendung antibiotisch wirksamer Substanzen beim Tier und Beurteilung der Umweltsicherheit entsprechender Produkte. 3. Statuskolloquium ökotoxikologischer Forschungen in der Euregio Bodensee, 1998
|
[41] |
Hu X G, Zhou Q X, Luo Y. Occurrence and source analysis of typical veterinary antibiotics in manure, soil, vegetables and groundwater from organic vegetable bases, northern China. Environmental Pollution, 2010, 158(9): 2992-2998
CrossRef
Google scholar
|
[42] |
Hamscher G, Abuquare S, Sczesny S, Höper H, Nau H. Determination of Tetracyclines in Soil and Water Samples from Agricultural Areas in Lower Saxony. Veldhoven, NL: Presented at Euro Residue IV, 2000
|
[43] |
Kolpin D W, Meyer M T, Barber L B, Zaugg S D, Furlong E T, Buxton H T. A national reconnaissance for antibiotics and hormones in streams of the United States. Presented at SETAC 21st Annual Meeting in North America, Nashville, TN, November 12-16, 2000
|
[44] |
Tolls J. Sorption of veterinary pharmaceuticals in soils: a review. Environmental Science & Technology, 2001, 35(17): 3397-3406
CrossRef
Google scholar
|
[45] |
Sassman S A, Lee L S. Sorption of three tetracyclines by several soils: assessing the role of pH and cation exchange. Environmental Science & Technology, 2005, 39(19): 7452-7459
CrossRef
Google scholar
|
[46] |
Jones A D, Bruland G L, Agrawal S G, Vasudevan D. Factors influencing the sorption of oxytetracycline to soils. Environmental Toxicology and Chemistry, 2005, 24(4): 761-770
CrossRef
Google scholar
|
[47] |
Pils J R V, Laird D A. Sorption of tetracycline and chlortetracycline on K- and Ca-saturated soil clays, humic substances, andclay-humic complexes. Environmental Science & Technology, 2007, 41(6): 1928-1933
CrossRef
Google scholar
|
[48] |
Nowara A, Burhenne J, Spiteller M. Binding of fluoroquinolone carboxylic acid derivatives to clay minerals. Journal of Agricultural and Food Chemistry, 1997, 45(4): 1459-1463
CrossRef
Google scholar
|
[49] |
Accinelli C, Koskonen W C, Becker J M, Sadowsky M J. Environmental fate of two sulfonamide antimicrobial agents in soils. Journal of Agricultural and Food Chemistry, 2007, 55(7): 2677-2682
CrossRef
Google scholar
|
[50] |
Rabølle M, Spliid N H. Sorption and mobility of metronidazole, olaquindox, oxytetracycline, and tylosin in soil. Chemosphere, 2000, 40(7): 715-722
CrossRef
Google scholar
|
[51] |
Figueroa R A, Mackay A A. Sorption of oxytetracycline to iron oxides and iron oxide-rich soils. Environmental Science & Technology, 2005, 39(17): 6664-6671
CrossRef
Google scholar
|
[52] |
Sithole B B, Guy R D. Models for oxytetracycline in aquatic environments. 1. Interaction with bentonite clay systems. Water, Air, and Soil Pollution, 1987, 32(3-4): 303-314
CrossRef
Google scholar
|
[53] |
Gruber V F, Halley B A, Hwang S G, Ku C C. Mobility of avermectin B1a in soil. Journal of Agricultural and Food Chemistry, 1990, 38(3): 886-890
CrossRef
Google scholar
|
[54] |
Kay P, Blackwell P A, Boxall A B. Fate of veterinary antibiotics in a macroporous tile drained clay soil. Environmental Toxicology and Chemistry, 2004, 23(5): 1136-1144
CrossRef
Google scholar
|
[55] |
Zhang H, Huang C H. Adsorption and oxidation of fluoroquinolone antibacterial agents and structurally related amines with goethite. Chemosphere, 2007, 66(8): 1502-1512
CrossRef
Google scholar
|
[56] |
Gu C, Karthikeyan K G. Sorption of the antimicrobial ciprofloxacin to aluminum and iron hydrous oxides. Environmental Science & Technology, 2005, 39(23): 9166-9173
CrossRef
Google scholar
|
[57] |
Figueroa R A, Leonard A, Mackay A A. Modeling tetracycline antibiotic sorption to clays. Environmental Science & Technology, 2004, 38(2): 476-483
CrossRef
Google scholar
|
[58] |
MacKay A A, Canterbury B. Oxytetracycline sorption to organic matter by metal-bridging. Journal of Environmental Quality, 2005, 34(6): 1964-1971
CrossRef
Google scholar
|
[59] |
Wessels J M, Ford W E, Szymczak W, Schneider S. The complexation of tetracycline and anhydrotetracycline with Mg2+ and Ca2+: A spectroscopic study. Journal of Physical Chemistry B, 1998, 102(46): 9323-9331
CrossRef
Google scholar
|
[60] |
Gu C, Karthikeyan K G, Sibley S D, Pedersen J A. Complexation of the antibiotic tetracycline with humic acid. Chemosphere, 2007, 66(8): 1494-1501
CrossRef
Google scholar
|
[61] |
Sibley S D, Pedersen J A. Interaction of the macrolide antimicrobial clarithromycin with dissolved humic acid. Environmental Science & Technology, 2008, 42(2): 422-428
CrossRef
Google scholar
|
[62] |
Gao J, Pedersen J A. Adsorption of sulfonamide antimicrobial agents to clay minerals. Environmental Science & Technology, 2005, 39(24): 9509-9516
CrossRef
Google scholar
|
[63] |
Kahle M, Stamm C. Sorption of the veterinary antimicrobial sulfathiazole to organic materials of different origin. Environmental Science & Technology, 2007, 41(1): 132-138
CrossRef
Google scholar
|
[64] |
Bialk H M, Pedersen J A. NMR investigation of enzymatic coupling of sulfonamide antimicrobials with humic substances. Environmental Science & Technology, 2008, 42(1): 106-112
CrossRef
Google scholar
|
[65] |
Yeager R L, Halley B A. Sorption/desorption of [14C]efrotomycin with soils. Journal of Agricultural and Food Chemistry, 1990, 38(3): 883-886
CrossRef
Google scholar
|
[66] |
Lützhøft H C H, Vaes W H J, Freidig A P, Halling-Sørensen B, Hermens J L M. 1-Octanol/water distribution coefficient of oxolinic acid: influence of pH and its relation to the interaction with dissolved organic carbon. Chemosphere, 2000, 40(7): 711-714
CrossRef
Google scholar
|
[67] |
Porubcan L S, Serna C J, White J L, Hem S L. Mechanism of adsorption of clindamycin and tetracycline by montmorillonite. Journal of Pharmaceutical Sciences, 1978, 67(8): 1081-1087
CrossRef
Google scholar
|
[68] |
Gu C, Karthikeyan K G. Interaction of tetracycline with aluminum and iron hydrous oxides. Environmental Science & Technology, 2005, 39(8): 2660-2667
CrossRef
Google scholar
|
[69] |
Tolls J, Gebbink W, Cavallo R. pH-dependence of sulfonamide antibiotic sorption: data and model evaluation. SETAC Europe 12th Annual Meeting, Vienna, Austria. Madison: Amer Soc Agronomy, 2002, 12-16
|
[70] |
Sithole B B, Guy R D. Models for oxytetracycline in aquatic environments. 2. Interactions with humic substances. Water, Air, and Soil Pollution, 1987, 32(3-4): 315-321
CrossRef
Google scholar
|
[71] |
Loke M L, Tjørnelund J, Halling-Sørensen B. Determination of the distribution coefficient (logKd) of oxytetracycline, tylosin A, olaquindox and metronidazole in manure. Chemosphere, 2002, 48(3): 351-361
CrossRef
Google scholar
|
[72] |
Lertpaitoonpan W, Ong S K, Moorman T B. Effect of organic carbon and pH on soil sorption of sulfamethazine. Chemosphere, 2009, 76(4): 558-564
CrossRef
Google scholar
|
[73] |
Zhang J Q, Dong Y H. Influence of strength and special of cation on adsorption of norfloxacin in typical soils of China. Environmental Sciences, 2007, 28(10): 2383-2388 (in Chinese)
|
[74] |
Picó Y, Andreu V. Fluoroquinolones in soil-risks and challenges. Analytical and Bioanalytical Chemistry, 2007, 387(4): 1287-1299
CrossRef
Google scholar
|
[75] |
Wang Y J, Jia D A, Sun R J, Zhu H W, Zhou D M. Adsorption and cosorption of tetracycline and copper(II) on montmorillonite as affected by solution pH. Environmental Science & Technology, 2008, 42(9): 3254-3259
CrossRef
Google scholar
|
[76] |
Marengo J R, Kok R A, O’Brien K, Velagaleti R R, Stamm J M. Aerobic biodegradation of (14C)-sarafloxacin hydrochloride in soil. Environmental Toxicology and Chemistry, 1997, 16(3): 462-471
CrossRef
Google scholar
|
[77] |
Kulshrestha P, Giese R F Jr, Aga D S. Investigating the molecular interactions of oxytetracycline in clay and organic matter: insights on factors affecting its mobility in soil. Environmental Science & Technology, 2004, 38(15): 4097-4105
CrossRef
Google scholar
|
[78] |
Holten Lűtzhøft H C, Vaes Wouter H J, Freidig Andreas P, Halling-Sørensen B, Hermens Joop L M. Influence of pH and other modifying factors on the distribution behavior of 4-quinolones to solid phases and humic acids studied by “negligible depletion” SPME-HPLC. Environmental Science & Technology, 2000, 34(23): 4989-4994
CrossRef
Google scholar
|
[79] |
Carrasquillo A J, Bruland G L, MacKay A A, Vasudevan D. Sorption of ciprofloxacin and oxytetracycline zwitterions to soils and soil minerals: Influence of compound structure. Environmental Science & Technology, 2008, 42(20): 7634-7642
CrossRef
Google scholar
|
[80] |
Zhang M K, Wang L P, Zheng S A. Adsorption and transport characteristics of two exterior-source antibiotics in some agricultural soils. Acta Ecologica Sinica, 2008, 28(2): 761-766 (in Chinese)
|
[81] |
Ter Laak T L, Gebbink W A, Tolls J. Estimation of soil sorption coefficients of veterinary pharmaceuticals from soil properties. Environmental Toxicology and Chemistry, 2006, 25(4): 933-941
CrossRef
Google scholar
|
[82] |
Thiele S, Seibicke T, Leinweber P. Sorption of sulfonamide antibiotic pharmaceuticals in soil particle size fractions. SETAC Europe 12th Annual Meeting, Vienna, Austria. Madison: Amer Soc Agronomy, 2002
|
/
〈 | 〉 |