Fate in soil of ¹⁴C-sulfadiazine residues contained in the manure of young pigs treated with a veterinary antibiotic

References

• Gustafson , R. H. and Bowen , R. E. 1997 . Antibiotic use in animal agriculture . J. Appl. Microbiol. , 83 ( 5 ) : 531 – 541 .
   PubMed Web of Science ®Google Scholar
• Boxall , A. B.A. , Fogg , L. A. , Blackwell , P. A. , Kay , P. , Pemberton , E. J. and Croxford , A. 2004 . Veterinary medicines in the environment . Rev. Environ. Contam. Toxicol. , 180 : 1 – 91 .
   PubMed Web of Science ®Google Scholar
• Atef , M. and Nielsen , P. 1975 . Metabolism of sulfadiazine in goats . Xenobiotica , 5 ( 3 ) : 167 – 172 .
   PubMed Web of Science ®Google Scholar
• Nielsen , P. , Friis , C. , Gyrd-Hansen , N. and Rasmussen , F. 1986 . Metabolism of sulfadiazine in neonatal and young pigs: comparative in vivo and in vitro studies . Biochem. Pharmacol. , 35 ( 15 ) : 2509 – 2512 .
   PubMed Web of Science ®Google Scholar
• Batzias , G. C. , Delis , G. A. and Koutsoviti-Papadopoulou , M. 2005 . Bioavailability and pharmacokinetics of sulphadiazine, N4-acetylsupladiazine and trimethoprim following intravenous and intramuscular administration of a sulphadiazine/trimethoprim combination . Vet. Res. Commun. , 29 ( 8 ) : 699 – 712 .
   PubMed Web of Science ®Google Scholar
• Thiele-Bruhn , S. 2003 . Pharmaceutical antibiotic compounds in soils—a review . J. Plant Nutr. Soil Sci. , 166 ( 2 ) : 145 – 167 .
   Web of Science ®Google Scholar
• Wehrhan , A. , Kasteel , R. , Simunek , J. , Groeneweg , J. and Vereecken , H. 2007 . Transport of sulfadiazine in soil columns: experiments and modelling approaches . J. Contam. Hydrol. , 89 ( 1–2 ) : 107 – 135 .
   PubMed Web of Science ®Google Scholar
• Kreuzig , R. and Höltge , S. 2005 . Investigation on the fate of sulfadiazine in manured soil: laboratory experiments and test-plot studies . Environ. Toxicol. Chem. , 24 ( 4 ) : 771 – 776 .
   PubMed Web of Science ®Google Scholar
• Kreuzig , R. , Höltge , S. , Brunotte , J. , Berenzen , N. , Wogram , J. and Schulz , R. 2005 . Test-plot studies on runoff of sulfonamides from manured soils after sprinkler irrigation . Environ. Toxicol. Chem. , 24 ( 4 ) : 777 – 781 .
   PubMed Web of Science ®Google Scholar
• Hamscher , G. , Pawelzick , H. T. , Höpper , H. and Nau , H. 2005 . Different behavior of tetracyclides and sulfonamides in sandy soils after repeated fertilization with liquid manure . Environ. Toxicol. Chem. , 24 ( 4 ) : 861 – 868 .
   PubMed Web of Science ®Google Scholar
• Ingerslev , F. and Halling-Sørenson , B. 2000 . Biodegradability properties of sulfonamides in activated sludge . Environ. Toxicol. Chem. , 19 ( 10 ) : 2467 – 2473 .
   Web of Science ®Google Scholar
• Kümmerer , K. 2003 . Significance of antibiotics in the environment . J. Antimicrob. Chemother. , 52 ( 1 ) : 5 – 7 .
   PubMed Web of Science ®Google Scholar
• Christian , T. , Schneider , R. J. , Farber , H. A. , Skutlarek , D. , Meyer , M. T. and Goldbach , H. E. 2003 . Determination of antibiotic residues in manure, soil, and surface waters . Acta Hydrochim. Hydrobiol. , 31 ( 1 ) : 36 – 44 .
   Google Scholar
• Wang , Q. , Guo , M. and Yates , S. R. 2006 . Degradation kinetics of manure derived sulfadimethoxine in amended soil . J. Agric. Food Chem. , 54 ( 1 ) : 157 – 163 .
   PubMed Web of Science ®Google Scholar
• Stoob , K. , Singer , H. P. , Stettler , S. , Hartmann , N. , Mueller , S. R. and Stamm , C. H. 2006 . Exhaustive extraction of sulfonamide antibiotics from aged agricultural soils using pressurized liquid extraction . J Chromatogr A , 1128 ( 1–2 ) : 1 – 9 .
   PubMed Web of Science ®Google Scholar
• Heise , J. , Höltge , S. , Schrader , S. and Kreuzig , R. 2006 . Chemical and biological characterization of non-extractable sulphonamide residues in soil . Chemosphere , 65 ( 11 ) : 2352 – 2357 .
   PubMed Web of Science ®Google Scholar
• Bialk , H. , Simpson , A. J. and Pedersen , J. A. 2005 . Cross-coupling of sulfonamide, antimicrobial agents with model humic constituents . Environ. Sci. Technol. , 39 ( 12 ) : 4463 – 4473 .
   PubMed Web of Science ®Google Scholar
• Stevenson , F. J. Organic matter reactions involving pesticides in soil . Bound and conjugated pesticide residues, ACS Symposium Series . June 22–26 1975 , Vail, Co , USA. Edited by: Kaufman , D. D. , Still , G. G. , Paulson , G. D. and Bandal , S. K. Vol. 29 , pp. 180 – 207 . Washington , DC : American Chemical Society .
   Google Scholar
• Bollag , J.-M. , Minard , R. D. and Liu , S.-H. 1983 . Cross-linkage between anilines and phenolic humus constituents . Environ. Sci. Technol. , 17 ( 2 ) : 72 – 80 .
   PubMed Web of Science ®Google Scholar
• Bollag , J.-M. and Loll , M. J. 1983 . Incorporation of xenobiotics into soil humus . Experientia , 39 ( 11 ) : 1221 – 1231 .
   PubMedGoogle Scholar
• Roberts , T. R. 1984 . Non-extractable pesticide residues in soils and plants . Pure Appl. Chem. , 56 ( 7 ) : 945 – 956 .
   Web of Science ®Google Scholar
• Khan , S. U. 1982 . Bound pesticide residues in soil and plants . Res. Rev. , 84 : 1 – 25 .
   PubMedGoogle Scholar
• Senesi , N. 1992 . Binding mechanisms of pesticides to soil humic substances . Sci. Total Environ. , 123/124 : 63 – 76 .
   PubMed Web of Science ®Google Scholar
• Barraclough , D. , Kearney , T. and Croxford , A. 2005 . Bound residues: environmental solution or future problem? Environ . Poll. , 133 ( 1 ) : 85 – 90 .
   PubMed Web of Science ®Google Scholar
• Gevao , B. , Semple , K. T. and Jones , K. C. 2000 . Bound pesticide residues in soils: a review . Environ. Poll. , 108 ( 1 ) : 3 – 14 .
   PubMed Web of Science ®Google Scholar
• Hayes , M. H.B. 1970 . Adsorption of triazine herbicides on soil organic matter, including a short review on soil organic matter chemistry . Res. Rev. , 32 : 131 – 174 .
   PubMedGoogle Scholar
• Xie , H. , Guetzloff , T. and Rice , J. A. 1997 . Fractionation of pesticide residues bound to humin . Soil Sci. , 162 ( 2 ) : 421 – 429 .
   Google Scholar
• Rice , J. A. and MacCarthy , P. 1990 . A model of humin . Environ. Sci. Technol. , 24 ( 12 ) : 1875 – 1877 .
   Web of Science ®Google Scholar
• Nieman , J. K.C. , Sims , R. C. , Sims , J. L. , Sorensen , D. L. , McLean , J. E. and Rice , J. A. 1999 . [14C]Pyrene bound residue evaluation using MIBK fractionation method for creosote-contaminated soil . Environ. Sci. Technol. , 33 ( 5 ) : 776 – 781 .
   Web of Science ®Google Scholar
• Heizmann , P. and Haefelinger , P. 1980 . Dünnschicht-chromatografische Bestimmung von Sulfadiazin und Sulfamethoxazol in Urin und Plasma . Fresenius Z. Anal. Chem. , 302 ( 5 ) : 410 – 412 .
   Google Scholar
• Lamshöft , M. , Sukul , P. , Zühlke , S. and Spiteller , M. 2007 . Metabolism of 14C-labelled and non-labelled sulfadiazine after administration to pigs . Anal. Bioanal. Chem. , in press
   PubMed Web of Science ®Google Scholar
• Zielezny , Y. , Groeneweg , J. , Vereecken , H. and Tappe , W. 2006 . Impact of sulfadiazine and chlorotetracycline on soil bacterial community structure and respiratory activity . Soil Biol. Biochem. , 38 ( 8 ) : 2372 – 2380 .
   Web of Science ®Google Scholar
• Telscher , M. J.H. , Schuller , U. , Schmidt , B. and Schäffer , A. 2005 . Occurrence of a nitro metabolite of a defined nonylphenol isomer in soil/sewage/sludge mixtures . Environ. Sci. Technol. , 39 ( 20 ) : 7896 – 7900 .
   PubMed Web of Science ®Google Scholar
• Anderson , A. and Palsheden , H. 1991 . Comparison of the efficiency of different GLC multi-residue methods on crops containing pesticide residues. Fresenius J . Anal. Chem. , 339 ( 6 ) : 365 – 367 .
   Web of Science ®Google Scholar
• Koinecke , A. , Kreuzig , R. , Bahadir , M. , Siebers , J. and Nolting , H. 1994 . Investigations on the substitution of dichloromethane in pesticide residue analysis of plant materials . Fresenius J. Anal. Chem. , 349 ( 4 ) : 301 – 305 .
   Google Scholar
• Laabs , V. and Amelung , W. 2005 . Sorption and aging of corn and soybean pesticides in tropical soils of Brazil . J. Agric. Food Chem. , 53 ( 18 ) : 7184 – 7192 .
   PubMed Web of Science ®Google Scholar
• Roberts , T. R. and Standen , M. E. 1977 . Degradation of pyrethroid cypermethrin NRDC 149 (±)-α-cyano-3-phenoxybenzyl (±)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate and the respective cis-(NRDC160) and trans-(NRDC 159) isomers in soils . Pestic. Sci. , 8 ( 4 ) : 305 – 319 .
   Google Scholar
• Heim , K. , Schuphan , I. and Schmidt , B. 1995 . Behavior of [14C]-3,4-diochloroaniline in laboratory sediment-water systems: Part 2. Desorption experiments and identification of soptive fraction . Environ. Toxicol. Chem. , 14 ( 5 ) : 755 – 761 .
   Web of Science ®Google Scholar
• Vree , T. B. , Schondermark-van de Ven , E. , Verwey-van Wissen , C. P.W.G.M. , Baars , A. M. , Swolfs , A. , van Galen , P. M. and Amatdjais-Groenen , H. 1995 . Isolation identification and determination of sulfadiazine and its hydroxy metabolites and conjugates from man and Rhesus monkey by high-performance liquid chromatography . J. Chromatogr. B , 670 ( 1 ) : 111 – 123 .
   PubMedGoogle Scholar
• Thurman , E. M. and Malcolm , R. L. 1983 . “ Structural study of humic substances: new approaches and methods ” . In Aquatic and Terrestrial Humic Materials , Edited by: Christman , R. F. and Gjessing , E. T. 1 – 23 . Ann Arbor , MI : Ann Arbor Science Publishers .
   Google Scholar
• Guo , J. and Sun , J. 2002 . Studies on bound 14C-chlorsulfuron residues in soil . J. Agric. Food Chem. , 50 ( 8 ) : 2278 – 2282 .
   PubMed Web of Science ®Google Scholar
• Thiele-Bruhn , S. , Seibicke , T. , Schulten , H.-R. and Leinweber , P. 2004 . Sorption of sulfonamide pharmaceutical antibiotics on whole soils and particle-size fractions . J. Environ. Qual. , 33 ( 4 ) : 1331 – 1342 .
   PubMed Web of Science ®Google Scholar
• Dec , J. and Bollag , J.-M. 1997 . Determination of covalent and noncovalent binding interactions between xenobiotic chemicals and soil . Soil Sci. , 162 ( 12 ) : 858 – 874 .
   Web of Science ®Google Scholar