Advances in chromatographic analysis of tetracyclines in foodstuffs of animal origin - A review

Separation and Purification Reviews

Volumn 36, Issue 1, 2007, Pages 1-69

  Samanidou, V F ^a   Nikolaidou, K I ^a   Papadoyannis, Ioannis N ^a  

^a ARISTOTLE UNIVERSITY OF THESSALONIKI   (Greece)

Author keywords

Analysis; Antibiotics; Chromatography; Foodstuff; Tetracyclines

Indexed keywords

CHROMATOGRAPHIC ANALYSIS; FOOD PRODUCTS; FUNGI; HEALTH HAZARDS; PROTOZOA; VIRUSES;

FOODSTUFF; MYCOPLASMAS; TETRACYCLINES;

ANTIBIOTICS;

EID: 33847725129     PISSN: 15422119     EISSN: 15422127     Source Type: Journal    
DOI: 10.1080/15422110600822758     Document Type: Review

References (99)

1. http://www.moleculeofthemonth.com, 25/08/2005.
2. http://www.sitemaker.unich.edu.com, 18/03/2005.
3. http://www.usp.com, 05/05/2005.
4. Botsoglou, N.A. and Fletouris, D.J. (ed.), (2001) Drug Residue in Foods. Marcel Dekker: New York.
5. http://www.chm.bris.ac.uk/motm/tetracycline/relat.htm, 2/9/2005.
6. Barker, S.A. and Walker, C.C. (1992) Chromatographic methods for tetracycline analysis in foods. J. Chromatogr., 624: 195-209.
7. Shaikh, B. and Moats, W.A. (1993) Liquid chromatographic analysis of antibacterial drug residues in food products of animal origin. J. Chromatogr. A, 643 (1-2): 369-378.
8. Niessen, W.M.A. (1998) Analysis of antibiotics by liquid chromatography-mass spectrometry. J. Chromatogr. A, 812: 53-75.
9. Oka, H., Ito, Y., Yoshimoto, I., Kagami, T., and Harada, K. (1998) Mass spectrometric analysis of tetracycline antibiotics in foods. J. Chromatogr. A, 812: 309-319.
10. Schenk, F.J. and Callery, P.S. (1998) Chromatographic methods of analysis of antibiotics in milk. J. Chromatogr. A, 812: 99-109.
11. Fedeniuk, R.W. and Shand, P.J. (1998) Theory and methodology of antibiotic extraction from biomatrices. J. Chromatogr. A, 812: 3-15.
12. Marzo, A. and Dal Bo, L. (1998) Chromatography as an analytical tool for selected antibiotic classes: A reappraisal addressed to pharmacokinetic applications. J. Chromatogr. A, 812: 17.
13. Oka, H., Ito, Y., and Matsumoto, H. (2000) Chromatographic analysis of tetracycline antibiotics in foods. J. Chromatogr. A, 882: 109-133.
14. Di Corcia, A. and Nazzari, M. (2002) Liquid chromatographic-mass spectrometric methods for analysing antibiotic and antibacterial agents in animal food products. J. Chromatogr. A, 974: 53-89.
15. Joshi, S. (2002) HPLC separation of antibiotics present in formulated and unformulated samples. J. Pharm. Biomed Anal., 28: 795-809.
16. McEvoy, J.D.G. (2002) Contamination of animal feeding stuffs as a cause of residues in food; A review of regulatory aspects, incidence and control. Anal. Chim. Acta, 473: 3-26.
17. Hernandez, M., Borrull, F., and Callul, M. (2003) Analysis of antibiotics in biological samples by capillary electrophoresis. Trend Anal. Chem., 22 (7): 416-427.
18. Michalova, E., Novotna, P., and Schlegelova, J. (2004) Tetracyclines in veterinary medicine and bacterial resistance to them. Vet. Med. Czech., 49 (3): 79-100.
19. Smyth, W.F. and Brooks, P. (2004) A critical evaluation of high performance liquid chromatography-electrospray ionisation-mass spectrometry and capillary electrophoresis-electrospray-mass spectrometry for the detection and determination of small molecules of significance in clinical and forensic science. Electrophoresis, 25: 1413-1446.
20. Anderson, C.R., Rupp, H.S., and Wu, W. (2005) Complexities in tetracycline analysis - chemistry, matrix extraction, cleanup, and liquid chromatography. J. Chromatogr. A, 1075: 23-32.
21. Chopra, J. and Roberts, M. (2001) Tetracycline antibiotics: Mode of action, applications, molecular biology, and epidemiology of bacterial resistance. Microbiol. Mol. Biol. Rev., 65: 232-260.
22. http://www.eof.gr, 13/02/2005.
23. http://www.emea.eu.int.com, EMEA (The European Agency for the Evaluation of Medicinal Products) (1999): Antibiotic Resistance in the European Union Associated with Therapeutic use of Veterinary Medicines. Report and Qualitative Risks Assessment by the Commitee for Veterinary Medicinal Products.
24. 524/70/EC. Council Directive of 23 November 1970 concerning additives in feeding - stuffs, Brussels, Belgium. Off. J. Eur. Commun., 1970, L270: 1-17.
25. 2377/90/EC. Council Regulation (EEC) of 26 June 1990 laying down a Community procedure for the establishment of maximum residue limits of veterinary medicinal products in foodstuffs of animal origin, Brussels, Belgium. Off. J. Eur. Commun., 1990, L224: 1-124.
26. 96/23/EC. Council Directive of 29 April 1996 on measures to monitor certain substances and residues thereof in live animals and animal products and repealing Directives 85/358/EEC and 86/469/EEC and Decisions 89/187/ EEC and 91/664/EEC. Off. J. Eur. Commun., 1996, L125: 10-32.
27. 657/2002/EC. Commission Decision of 12 August 2002 implementing Council Directive 96/23/EC concerning the performance of analytical methods and the interpretation of results. Off. J. Eur. Commun., 2002, L221: 8-36.
28. Stolker, A. and Brinkman, U. (2005) Analytical strategies for residue analysis of veterinary drugs and growth-promoting agents in food-producing animals. J. Chromatogr. A, 1067: 15-23.
29. http://www.mmaonline.com 25/09/2005. Minnesota Medical Association. D. Wallinga (2004) Antimicrobial Use in Animal Feed: An Ecological and Public Health Problem.
30. http://www.userc.com 25/09/2005 United States Environmental Research Center. (2003).
31. http://www.fda.com 25/09/2005. Food and Drug Administration, Center for Veterinary Medicine. (1997) Monitoring for residues in food animals.
32. http://www.fda.com 25/09/2005. Federal legislation of U.S.A., part 556-Tolerances for residues of animal drugs in food.
33. http://www.fda.com A proposed framework for evaluating and assuring the human safety of the microbial effects of antimicrobial new animal drugs intended for use in food-producing animals.
34. Caro, E., Marcé, R.M., Cormack, P.A.G., Sherrington, D.C., and Borrull, F. (2005) Synthesis and application of an oxytetracycline imprinted polymer for the solid-phase extraction of tetracycline antibiotics. Anal. Chim. Acta, 552 (1-2): 81-86.
35. Furusawa, N. (2003) Isolation of tetracyclines in milk using a solid-phase extracting column and water eluent. Talanta, 59: 155-159.
36. Pouliquen, H., Keita, D., and Pinault, L. (1992) Determination of oxytetracycline in marine shellfish (Crassotrea gigas, Ruditapes philippinarum and Scrobicularia plano) by high performance liquid chromatography using solid phase extraction. J. Chromatogr. B, 627: 287-293.
37. Kuhne, M., Hamscher, G., Korner, U., Schedl, D., and Wenzel, S. (2001) Formation of anhydrotetracycline during a high-temperature treatment of animal-derived feed contaminated with tetracycline. Food Chem., 75: 423-429.
38. Kuhne, M., Wegmann, S., Kobe, A., and Fries, R. (2000) Tetracycline residues in bones of slaughtered animals. Food Control, 11: 175-180.
39. Santos, M.D.F., Vermeersch, H., Remon, J.P., Schelkens, M., De Backerh, P., Ducatelle, R., and Haesebrouck, F. (1996) Validation of a high-performance liquid chromatographic method for the determination of doxycycline in turkey plasma. J. Chromatogr, B, 682: 301-308.
40. Korner, U., Kuhne, M., and Wenzel, S. (2001) Tetracycline residues in meat and bone meals. Part 1: Methodology and examination of weld samples. Food Addit. Contam., 18 (4): 293-302.
41. Korner, U., Kuhne, M., and Wenzel, S. (2001) Tetracycline residues in meat and bone meals. Part 2: The effect of heat treatments on bound tetracycline residues. Food Addit. Contam., 18 (7): 593-600.
42. Caballero, R.D., Torre-Lapasio, R., Garcia-Alvarez-Coque, M.C., and RamisRamos, G. (2002) Rapid liquid determination of tetracyclines in animal feeds using a surfactant solution as mobile phase. Anal. Lett., 35 (4): 687-705.
43. Zhao, F., Zhang, X., and Gan, Y. (2004) Determination of tetracyclines in ovine milk by high-performance liquid chromatography with a coulometric electrode array system. J. Chromatogr. A, 1055: 109-114.
44. Touraki, M., Rigas, P., Pergandas, P., and Kastritsis, C. (1995) Determination of oxytetracycline in the live fish feed Artemia using high-performance liquid chromatography with ultraviolet detection. J. Chromatogr, B, 663: 167-171.
45. Kawata, S., Sato, K., Nishikawa, Y., and Iwama, K. (1996) Liquid chromatographic determination of oxytetracycline in swine tissues. J. Assoc. Off. Anal. Chem., 79 (6): 1463-1465.
46. Ashwoth, R.B. (1985) Liquid chromatographic assay of tetracyclines in tissues of food producing animals. J. Assoc. Off. Anal. Chem., 68 (5): 1013-1018.
47. 18 cartridge for the analysis of tetracycline residues in animal liver. J. Chromatogr. A, 325: 265-274.
48. Brandšteterová, E., Kubalec, P., Bovanová, L., Simko, P., Bednáriková, A., and Macháčková, L. (1997) SPE and MSPD as pre separation techniques for HPLC of tetracyclines in meat, milk and cheese. Z Lebensm Unters Forsch A, 205: 311-315.
49. De Wasch, K., Okerman, L., Croubels, S., De Brabander, H., Van Hoof, J., and De Backer, P. (1998) Detection of residues of tetracycline antibiotics in pork and chicken meat: correlation between results of screening and confirmatory test. The Analyst, 123 (12): 2737-2741.
50. Moats, W.A. (2000) Determination of tetracycline antibiotics in beef and pork tissues using ion-paired liquid chromatography. J. Agric. Food Chem., 48: 2244-2248.
51. Sczesny, S., Nau, H., and Hamscher, G. (2003) Residue analysis of tetracyclines and their metabolites in eggs and in the environment by HPLC coupled with a microbiological assay and tandem mass spectrometry. J. Agric. Food Chem., 51: 697-703.
52. Wrightson, W.R., Myers, S.R., and Galandiuk, S. (1998) Analysis of minocycline by high-performance liquid chromatography in tissue and serum. J. Chromatogr. B, 706: 358-361.
53. Alfredsson, G., Branzell, C., Granelli, K., and Lundstrom, A. (2005) Simple and rapid screening and confirmation of tetracyclines in honey and egg by a dipstick test and LC-MS/MS. Anal. Chim. Acta, 529: 47-51.
54. Treetepvijit, S., Preechaworapun, A., Praphairaksit, N., Chuanuwatanakul, S., Einaga, Y., and Chailapakul, O. (2005) Use of nickel implanted boron-doped diamond thin film electrode coupled to HPLC system for the determination of tetracyclines. Talanta, 68 (4): 1329-1335.
55. Loetanantawong, B., Suracheep, C., Somasundrum, M., and Surareungchai, W. (2004) Electrocatalytic tetracycline oxidation at a mixed-valent ruthenium oxide-ruthenium cyanide-modified glassy carbon electrode and determination of tetracyclines by liquid chromatography with electrochemical detection. Anal. Chem., 76: 2266-2272.
56. Walsh, J.R., Walker, L.V., and Webber, J.J. (1992) Determination of tetracyclines in bovine and porcine muscle by high performance liquid chromatography using solid-phase extraction. J. Chromatogr. B, 596: 211-216.
57. Holland, D.C., Faul, K.C., Roybal, J.E., Munns, R.K., and Shimoda, W. (1991) Liquid chromatographic determination of chlortetracycline hydrochloride in ruminant and poultry/swine tissues. J. AOAC Int., 74 (5): 780-784.
58. Lock, C.M., Chen, L., and Volmer, D.A. (1999) Rapid analysis of tetracycline antibiotics by combined solid phase microextraction/high performance liquid chromatography/mass spectrometry. Rapid Commun. Mass Spectrom., 13: 1744-1754.
59. Kijak, P.J., Leadbetter, M.G., Thomas, M.H., and Thompson, E.A. (1991) Confirmation of oxytetracycline, tetracycline and chlortetracycline residues in milk by particle beam liquid chromatography/mass spectrometry. Biol. Mass Spectrom., 20: 789-795.
60. Khong, S.-P., Hammel, Y.-A., and Guy, P.A. (2005) Analysis of tetracyclines in honey by high-performance liquid chromatography/tandem mass spectrometry. Rapid Commun. Mass Spectrom., 19: 493-502.
61. Wan, G., Cui, H., Zheng, H., Zhou, J., Liu, L., and Yu, X. (2005) Determination of tetracyclines residues in honey using high-performance liquid chromatography with potassium permanganate-sodium sulfite-cyclodextrin chemiluminescence detection. J. Chromatogr. B, 824: 57-64.
62. Blanchflower, W.J., McCracken, R.J., Haggan, A.S., and Kennedy, D.G. (1997) Confirmatory assay for the determination of tetracycline, oxytetracycline, chlortetracycline and its isomers in muscle and kidney using liquid chromatography-mass spectrometry. J. Chromatogr. B, 692: 351-360.
63. Goto, T., Ito, Y., Yamada, S., Matsumoto, H., and Oka, H. (2005) High-throughput analysis of tetracycline and penicillin antibiotics in animal tissues using electrospray tandem mass spectrometry with selected reaction monitoring transition. J. Chromatogr. A, 1100 (2): 193-199.
64. Samanidou, V.F., Nikolaidou, K.I., and Papadoyannis, I.N. (2005) Development and validation of an HPLC confirmatory method for the determination of tetracycline antibiotics residues in bovine muscle according to the European Union regulation 2002/657/EC. J. Separ. Sci., 28 (17): 2247-2258.
65. Cinquina, A.L., Longo, F., Anastasi, G., Giannetti, L., and Cozzani, R. (2003) Validation of a high-performance liquid chromatography method for the determination of oxytetracycline, tetracycline, chlortetracycline and doxycycline in bovine milk and muscle. J. Chromatogr. A, 987: 227-233.
66. Beaudry, F. and del Castillo, J.R.E. (2005) Determination of chlortetracycline in swine plasma by LC-ESI/MS/MS. Biomed. Chromatogr., 19 (7): 523-528.
67. Andersen, W.C., Roybal, J.E., Gonzales, S.A., Turnipseed, S.B., Pfenning, A.P., and Kuck, L.R. (2004) Determination of tetracycline residues in shrimp and whole milk using liquid chromatography with ultraviolet detection and residue confirmation by mass spectrometry. Anal. Chim. Acta, 529: 145-150.
68. 18 cartridges for the analysis of oxytetracycline and related compounds. J. Chromatogr. B, 677: 291-297.
69. Degroodt, J.M., De Bukanski, B.W., and Srebrink, S. (1993) Multiresidue analysis of tetracyclines in kidney by HPLC and photodiode array detection. J. Liq. Chromatogr., 16 (16): 3515-1529.
70. Zurhelle, G., Muller-Seitz, E., and Petz, M. (2000) Automated residue analysis of tetracyclines and their metabolites in whole egg, egg white, egg yolk and hen's plasma utilizing a modified ASTED system. J. Chromatogr. B, 739: 191-203.
71. Oka, H., Ikai, Y., Kawamura, N., Uno, K., and Yamada, M. (1987) Improvement of chemical analysis of antibiotics XII: simultaneous analysis of seven tetracyclines in honey. J. Chromatogr., 400: 211-216.
72. Nakazawa, H., Ino, S., Kato, K., Watanabe, T., Ito, Y., and Oka, H. (1999) Simultaneous determination of residual tetracyclines in foods by high-performance liquid chromatography with atmospheric pressure chemical ionization tandem mass spectrometry. J. Chromatogr. B, 732: 55-64.
73. Oka, H., Ikai, Y., Ito, Y., Hayakawa, J., Harada, K., Suzuki, M., Odani, H., and Maeda, K. (1997) Improvement of chemical analysis of antibiotics XXIII: identification of residual TCs in bovine tissues by electrospray HPLC-tandem mass spectrometry. J. Chromatogr. B, 693: 337-344.
74. Cooper, A.D., Stubbings, G.W.F., Kelly, M., Tarbin, J.A., Farrington, W.H.H., and Shearer, G. (1998) Improved method for the on-line metal chelate affinity chromatography-high-performance liquid chromatographic determination of tetracycline antibiotics in animal products. J. Chromatogr. A, 812: 321-326.
75. Croubels, S.M., Vanoosthuyze, K.E.I., and Van Peteghem, C.H. (1997) Use of metal chelate affinity chromatography and membrane-based ion-exchange as cleanup procedure for trace residue analysis of tetracyclines in animal tissues and egg. J. Chromatogr. B, 690: 173-179.
76. Cherlet, M., Schelkens, M., Croubels, S., and De Backer, P. (2003) Quantitative multi-residue analysis of tetracyclines and their 4-epimers in pig tissues by high-performance liquid chromatography combined with positive-ion electrospray ionization mass spectrometry. Anal. Chim. Acta, 492: 199-213.
77. Stubbings, G., Tarbin, J.A., and Shearer, G. (1996) On-line metal chelate affinity chromatography cleanup for the high-performance liquid chromatographic determination of tetracycline antibiotics in animal tissues. J. Chromatogr. B, 679: 137-145.
78. Posyniak, A., Zmudzki, J., Semeniuk, S., Niedzielskal, J., and Ellis, R. (1998) Determination of tetracycline residues in animal tissues by liquid chromatography. Biomed. Chromatogr., 12: 294-299.
79. Carson, M.C. (1993) Simultaneous determination of multiple tetracycline residues in milk using metal chelate affinity chromatography. J. AOAC Int., 76 (2): 329-334.
80. Carson, M.C., Ngoh, M.A., and Hadley, S.W. (1998) Confirmation of multiple tetracycline residues in milk and oxytetracycline in shrimp by liquid chromatography-particle beam mass spectrometry. J. Chromatogr. B, 712: 113-128.
81. Horii, S. (1994) Liquid chromatographic determination of oxytetracycline and chlortetracycline residues in animal tissues. J. Liq. Chromatogr., 17 (1): 213-221.
82. Viñas, P., Balsalobre, N., López-Erroz, C., and Hernández-Córdoba, M. (2004) Liquid chromatography with ultraviolet absorbance detection for the analysis of tetracycline residues in honey. J. Chromatogr. A, 102: 125-129.
83. Oka, H., Uno, K., Harada, K., Hayaashi, M., and Suzuki, M. (1984) Improvement of chemical analysis of antibiotics VI: Detection reagents for tetracyclines in thin layer chromatography. J. Chromatogr., 295: 129-139.
84. Naidong, W., Hua, S., Roets, E., and Hoogmartens, J. (2003) Assay and purity control of tetracycline, chlortetracycline and oxytetracycline in animal feeds and premixes by TLC densitometry with fluorescence detection. J. Pharm. Biomed. Anal., 33: 85-93.
85. Choma, I., Grenda, D., Malinowska, I., and Suprynowicz, Z. (1999) Determination of flumequine and doxycycline in milk by a simple thin-layer chromatographic method. J. Chromatogr. B, 734: 7-14.
86. Oka, H., Ikai, Y., Hayakawa, J., Masuda, K., Harada, K., Suzuki, M., Martz, V., and MacNeilll, J.D. (1993) Improvement of chemical analysis of antibiotics XIII. Identification of residual tetracyclines in bovine tissues by TLC/FABMS with a sample condensation technique. J. Agr. Food Chem., 41: 410-415.
87. Huang, T.S., Du, W.X., Marshall, M.R., and Wie, C.I. (1997) Determination of oxytetracycline in raw and cooked channel catfish by capillary electrophoresis. J. Agric. Food Chem., 45: 2602-2605.
88. Tjornelund, J. and Hansen, S.H. (1997) Use of metal complexation in non-aqueous capillary electrophoresis systems for the separation and improved detection of tetracyclines. J. Chromatogr. A, 779: 235-243.
89. Schneider, M.J. (2004) Rapid fluorescence screening assay for enrofloxacin and tetracyclines in chicken muscle. J. Agric. Food Chem., 52: 7809-7813.
90. Okerman, L., Croubels, S., Cherlet, M., Wasch, K., De Backer, P., and Van Hoof, J. (2004) Evaluation and establishing the performance of different screening tests for tetracycline residues in animal tissues. Food Addit. Contam., 21 (2): 145-153.
91. Montero, A., Althaus, R.L., Molina, A., Berruga, I., and Molina, M.P. (2005) Detection of antimicrobial agents by a specific microbiological method (EclipselOO) for ewe milk. Small Ruminant Res., 57: 229-237.
92. Babak, V., Schlegelova, J., and Vlkova, H. (2005) Interpretation of the results of antimicrobial susceptibility analysis of Escherichia coli isolates from bovine milk, meat and associated foodstuffs. Food Microbiol., 22: 353-358.
93. Pellegrini, G.E., Carpico, G., and Coni, E. (2004) Electrochemical sensor for the detection and presumptive identification of quinolone and tetracycline residues in milk. Anal. Chim. Acta, 520: 13-18.
94. Hansen, L.H. and Sorensen, S.J. (2000) Detection and quantitation of tetracyclines by whole cell biosensors. FEMS Microbiol. Lett., 190: 273-278.
95. Hansen, L.H., Aarestrup, F., and Sorensen, S.J. (2002) Quantification of bioavailable chlortetracycline in pig feces using a bacterial whole cell-biosensor. Vet. Microbiol., 87: 51-57.
96. Kurittu, J., Karp, M., and Korpela, M. (2000) Detection of tetracyclines with luminescent bacterial strains. Luminescence, 15: 291-297.
97. 2+/tripropylamine electrochemiluminescence system. Luminescence, 20: 8-15.
98. Draft Commission Decision laying down performance criteria for the analytical methods to be used for detecting certain substances and residues thereof in live animals and animal products according to Council Directive 96/23/EC repealing Commission Decision 90/515/EC, 93/256/EC and 93/257/EC SANCO/1805/2000, European Commission; Directorate General for Public Health and Consumers Protection, 18 July 2000.
99. Extract of Draft Volume 8, Notice to applicants, Veterinary medicinal products: establishment of maximum residue limits (MRLs) for residues of veterinary products in foodstuffs of animal origin: development and validation of a proposed regulatory method. EMEA/CVMP/573/00-FINAL.