Abstract
A method for analyzing fluoroquinolone antibiotics, viz. enrofloxacin and ciprofloxacin, in chicken meat has been developed with the aim of reducing the total analysis time. Certified reference materials (CRMs) for the chicken meat powder, i.e. KRISS CRM 108-03-003 and KRISS CRM 108-03-004, were used for method development. Isotope dilution ultra-performance liquid chromatography–mass spectrometry (ID-UPLC-MS) was employed for sample analysis. The liquid chromatography (LC) conditions were optimized with an “in-sample addition” method using a trace amount of ethylenediaminetetraacetic acid (EDTA), in which EDTA was not added to the mobile phase but to the sample alone. The optimal EDTA amount was determined, and its influence on the separation of the target analyte was investigated. After the feasibility of the “in sample-addition” approach was confirmed, we attempted to improve the previously established sample pretreatment method by varying the conditions for liquid–liquid extraction and solid phase extraction. The developed method was validated using raw chicken meat for recovery evaluation. The “in-sample addition” method afforded highly improved peak shapes without adversely affecting the LC/MS method performance, and the quantification values of enrofloxacin and ciprofloxacin corresponded well with those obtained using the established method. Consequently, the total analysis time for the determination of enrofloxacin and ciprofloxacin in chicken meat CRM could be reduced by simplifying the sample pretreatment procedure. The developed method delivered better reliability compared to the previously established analytical method. The method will be used for stability monitoring of the chicken meat CRM and the development of other meat CRMs for fluoroquinolone analysis and improved food safety applications.
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References
Jayalakshmi K, Paramasivam M, Sasikala M, Tamilam TV, Sumithra A (2017) Review on antibiotic residues in animal products and its impact on environments and human health. J Entomol Zool Stud 5:1446–1451
Ferri M, Ranucci E, Romagnoli P, Giaccone V (2017) Antimicrobial resistance: a global emerging threat to public health systems. Crit Rev Food Sci Nutr 57:2857–2876. https://doi.org/10.1080/10408398.2015.1077192
Laxminarayan R, Duse A, Wattal C, Zaidi AKM, Wertheim HFL, Sumpradit N, Vlieghe E, Hara GL, Gould IM, Goossens H, Greko C, So AD, Bigdeli M, Tomson G, Woodhouse W, Ombaka E, Peralta AQ, Qamar FN, Mir F, Kariuki S, Bhutta ZA, Coates A, Bergstrom R, Wright GD, Brown ED, Cars O (2014) Antibiotic resistance—the need for global solutions. Lancet Infect Dis 13:1057–1098. https://doi.org/10.1016/S1473-3099(13)70318-9
Passantino A, Russo C (2008) Maximum residue levels of veterinary medicines in relation to food safety: European community legislation and ethical aspects. J Verbr Lebensm 3:351–358. https://doi.org/10.1007/s00003-008-0369-x
Xiao Y, Zhang J, Zheng B, Zhao L, Li S, Li L (2013) Changes in Chinese policies to promote the rational use of antibiotics. PLOS Med 10:e1001556. https://doi.org/10.1371/journal.pmed.1001556
European Medicines Agency. https://www.ema.europa.eu/en/medicines/field_ema_web_categories%253Aname_field/Veterinary/ema_group_types/ema_document-maximum_residue_limits_report?sort=field_ema_public_date Accessed 05 Nov 2020
Health Canada. http://www.hc-sc.gc.ca/dhp-mps/vet/mrl-lmr/mrl-lmr_versus_new-nouveau-eng.php. Accessed 05 Nov 2020
Ministry of Food and Drug Safety. https://www.foodsafetykorea.go.kr/residue/search/list.do?currentPageNo=1&searchType=&searchValue=Enrofloxacin&searchFlag=ALL, Accessed 05 Nov 2020
The Japan Food Chemical Research Foundation (05 Nov 2020). http://db.ffcr.or.jp/front/Accessed
United States Department of Agriculture. https://usdasearch.usda.gov/search?utf8=%E2%9C%93&affiliate=fsis&query=Residue_Limits_Veterinary_Drugs&commit.x=0&commit.y=0. Accessed 14 May 2020
Pham TDM, Ziora ZM, Blaskovich MAT (2019) Quinolone antibiotics. Medchemcomm 10:1719–1739. https://doi.org/10.1039/C9MD00120D
Sharma PC, Jain A, Jain S (2009) Fluoroquinolone antibacterials: a review on chemistry, microbiology and therapeutic prospects. Acta Pol Pharm Drug Res 66:587–604
Toussaint B, Chedin M, Bordin G, Rodriguez AR (2005) Determination of (fluoro)quinolone antibiotic residues in pig kidney using liquid chromatography-tandem mass spectrometry: I. Laboratory-validated method. J Chromatogr A 1088:32–39. https://doi.org/10.1016/j.chroma.2005.02.057
Yorke JC, Froc P (2000) Quantitation of nine quinolones in chicken tissues by high-performance liquid chromatography with fluorescence detection. J Chromatogr A 882:63–77. https://doi.org/10.1016/S0021-9673(00)00165-5
Gobbo Ferrari SP, Bonassa KPD, Coelho MB, Ferreira CR, Falcão da Costa H, Jara JLP, Miguel MCV, Reyes FGR, Eberlin MN, Nogueira GP, Simas RC (2015) High precision and selectivity for quantitation of enrofloxacin and ciprofloxacin in five chicken tissues using solid phase extraction and ESI LC-MS/MS for application in monitoring residues. Anal Methods 7:3291–3297. https://doi.org/10.1039/C4AY02962C
Yu H, Tao Y, Chen D, Pan Y, Liu Z, Wang Y, Huang L, Dai M, Peng D, Wang X, Yuan Z (2012) Simultaneous determination of fluoroquinolones in foods of animal origin by a high performance liquid chromatography and a liquid chromatography tandem mass spectrometry with accelerated solvent extraction. J Chromatogr B 885–886(2012):150–159. https://doi.org/10.1016/j.jchromb.2011.12.016
Schneider MJ, Braden SE, Reyes-Herrera I, Donoghue DJ (2007) Simultaneous determination of fluoroquinolones and tetracyclines in chicken muscle using HPLC with fluorescence detection. J Chromatogr B 846:8–13. https://doi.org/10.1016/j.jchromb.2006.08.005
Hermo MP, Barrón D, Barbosa J (2006) Development of analytical methods for multiresidue determination of quinolones in pig muscle samples by liquid chromatography with ultraviolet detection, liquid chromatography–mass spectrometry and liquid chromatography–tandem mass spectrometry. J Chromatogr A 1104:132–139. https://doi.org/10.1016/j.chroma.2005.11.080
Rocha DG, Santos FA, da Silva JCC, Augusti R, Faria AF (2015) Multiresidue determination of fluoroquinolones in poultry muscle and kidney according to the regulation 2002/657/EC. A systematic comparison of two different approaches: liquid chromatography coupled to high-resolution mass spectrometry or tandem mass spectrometry. J Chromatogr A 1379:83–91. https://doi.org/10.1016/j.chroma.2014.12.058
Blesa J, Silva LJG, Lino CM, Font G, Pena A (2012) Comparison of three solid-phase extraction processes in quantification of ciprofloxacin and enrofloxacin in pork meat. J Sep Sci 35:832–838. https://doi.org/10.1002/jssc.201100971
Ruiz-Viceo JA, Rosales-Conrado N, Guillén-Casla V, Pérez-Arribas LV, León-González ME (2012) Fluoroquinolone antibiotic determination in bovine milk using capillary liquid chromatography with diode array and mass spectrometry detection. J Food Compost Anal 28:99–106. https://doi.org/10.1016/j.jfca.2012.08.003
Zeng Z, Dong A, Yang G, Chen Z, Huang X (2005) Simultaneous determination of nine fluoroquinolones in egg white and egg yolk by liquid chromatography with fluorescence detection. J Chromatogr B 821:202–209. https://doi.org/10.1016/j.jchromb.2005.05.007
Cho HJ, El-Aty AMA, Goudah A, Sung GM, Yi H, Seo DC, Kim JS, Shim JH, Jeong JY, Lee SH, Shin HC (2008) Monitoring of fluoroquinolone residual levels in chicken eggs by microbiological assay and confirmation by liquid chromatography. Biomed Chromatogr 22:92–99. https://doi.org/10.1002/bmc.900
Lee S, Kim B, Kim J (2013) Development of isotope dilution-liquid chromatography tandem mass spectrometry for the accurate determination of fluoroquinolones in animal meat products: optimization of chromatographic separation for eliminating matrix effects on isotope ratio measurements. J Chromatogr A 1277:35–41. https://doi.org/10.1016/j.chroma.2012.12.047
Hyung SW, Lee CH, Kim B (2017) Development of certified reference materials for accurate determination of fluoroquinolone antibiotics in chicken meat. Food Chem 229:472–478. https://doi.org/10.1016/j.foodchem.2017.02.112
Pugajeva I, Avsejenko J, Judjallo E, Bērziņš A, Bartkiene E, Bartkevics V (2018) High occurrence rates of enrofloxacin and ciprofloxacin residues in retail poultry meat revealed by an ultra-sensitive mass-spectrometric method, and antimicrobial resistance to fluoroquinolones in Campylobacter spp. Food Addit Contam Part A 35:1107–1115. https://doi.org/10.1080/19440049.2018.1432900
Wagil M, Kumirska J, Stolte S, Puckowski A, Maszkowska J, Stepnowski P, Białk-Bielińska A (2014) Development of sensitive and reliable LC-MS/MS methods for the determination of three fluoroquinolones in water and fish tissue samples and preliminary environmental risk assessment of their presence in two rivers in northern Poland. Sci Total Environ 493:1006–1013. https://doi.org/10.1016/j.scitotenv.2014.06.082
Pearce JN, Burns BG, van de Riet JM, Casey MD, Potter RA (2009) Determination of fluoroquinolones in aquaculture products by ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS). Food Addit Contam Part A 26:39–46. https://doi.org/10.1080/02652030802189757
Ortori CA, Dubern JF, Chhabra SR, Cámara M, Hardie K, Williams P, Barrett DA (2011) Simultaneous quantitative profiling of N-acyl-L-homoserine lactone and 2-alkyl-4(1H)-quinolone families of quorum-sensing signaling molecules using LC-MS/MS. Anal Bioanal Chem 399:839–850. https://doi.org/10.1007/s00216-010-4341-0
Pesek JJ, Matyska MT, Fischer SM (2011) Improvement of peak shape in aqueous normal phase analysis of anionic metabolites. J Sep Sci 34:3509–3516. https://doi.org/10.1002/jssc.201100607
Sadjadi S, Preston J, Layne J (2017) A new twist to ion-pairing chromatography: in-sample addition of ion-pairing reagent. LCGC North Am 35:824–831
Kim B, Hwang E, So HY, Son EK, Kim Y (2010) Development of a model system of uncertainty evaluations for multiple measurements by isotope dilution mass spectrometry: determination of folic acid in infant formula. Bull Korean Chem Soc 31:3139–3144. https://doi.org/10.5012/bkcs.2010.31.11.3139
ISO/IEC (2008) ISO/IEC GUIDE 98–3:2008 Uncertainty of measurement-Part 3: Guide to the expression of uncertainty in measurement (GUM: 1995)
Stahnke H, Reemtsma T, Alder L (2009) Compensation of matrix effects by postcolumn infusion of a monitor substance in multiresidue analysis with LC-MS/MS. Anal Chem 81:2185–2192. https://doi.org/10.1021/ac802362s
Meng X, Ma Q, Zhang Q, Lv Q, Bai H, Wang C, Li W (2015) Simultaneous determination of 16 fluoroquinolone antibiotics in cosmetics by ultra-performance liquid chromatography/triple quadrupole mass spectrometry with ultrasound-assisted extraction and solid-phase extraction. Anal Methods 7:675–683. https://doi.org/10.1039/C4AY02061H
Speltini A, Sturini M, Maraschi F, Viti S, Sbarbada D, Profumo A (2015) Fluoroquinolone residues in compost by green enhanced microwave-assisted extraction followed by ultra performance liquid chromatography tandem mass spectrometry. J Chromatogr A 1410:44–50. https://doi.org/10.1016/j.chroma.2015.07.093
Korea Research Institute of Standards and Science. https://eshop.kriss.re.kr/crm/crmList.do. Accessed 04 Nov 2020
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This research was supported by Establishment of Measurement Standards for Chemistry and Radiation funded by Korea Research Institute of Standards and Science (KRISS-2020-GP2020-0003).
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Hyung, SW., Lee, J., Baek, SY. et al. Method Improvement for Analysis of Enrofloxacin and Ciprofloxacin in Chicken Meat: Application of In-Sample Addition of Trace Ethylenediaminetetraacetic Acid to Isotope Dilution Ultra-Performance Liquid Chromatography–Mass Spectrometry. Chromatographia 85, 35–45 (2022). https://doi.org/10.1007/s10337-021-04106-y
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DOI: https://doi.org/10.1007/s10337-021-04106-y