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Dispersive Micro-Solid Phase Extraction Combined with High-Performance Liquid Chromatography for the Determination of Three Penicillins in Milk Samples

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Abstract

A simple, rapid, and environmentally friendly microextraction termed COU-2-D-μ-SPE has been developed for the analysis of three penicillins (i.e., oxacillin, cloxacillin, and dicloxacillin) in milk samples. An ordered mesoporous carbon, COU-2, was synthesized and used as the sorbent in dispersive micro-solid phase for the extraction of selected penicillins prior to high-performance liquid chromatography-ultraviolet detection (HPLC-UV). Several important parameters, namely, pH value, salt addition, desorption solvent, extraction time, desorption time, and amount of COU-2, were investigated and optimized. Under the optimum extraction conditions, the method showed good linearity in the range of 10–5,000 μg L−1 (r 2 ≥ 0.9994), low limits of detection (2.0–3.3 μg L−1), acceptable reproducibility (relative standard deviation (RSD) 6.2–8.8 %, n = 9), and satisfactory relative recoveries (80.3–99.5 %) for studied penicillins in milk. The proposed COU-2-D-μ-SPE method has been successfully applied to six commercial milk samples, and the extraction of blank samples indicated that all samples were free from selected penicillin contamination.

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References

  • Bailón-Pérez MI, García-Campaña AM, del Olmo-Iruela M, Gámiz-Gracia L, Cruces-Blanco C (2009) Trace determination of 10 β-lactam antibiotics in environmental and food samples by capillary liquid chromatography. J Chromatogr A 1216:8355–8361

    Article  Google Scholar 

  • Benito-Peña E, Partal-Rodera AI, León-González ME, Moreno-Bondi MC (2006) Evaluation of mixed mode solid phase extraction cartridges for the preconcentration of beta-lactam antibiotics in wastewater using liquid chromatography with UV-DAD detection. Anal Chim Acta 556:415–422

    Article  Google Scholar 

  • Bovee TFH, Pikkemaat MG (2009) Bioactivity-based screening of antibiotics and hormones. J Chromatogr A 1216:8035–8050

    Article  CAS  Google Scholar 

  • Bruno F, Curini R, Corcia AD, Nazzari M, Samperi R (2001) Solid-phase extraction followed by liquid chromatography-mass spectrometry for trace determination of β-lactam antibiotics in bovine milk. J Agric Food Chem 49(7):3463–3470

    Article  CAS  Google Scholar 

  • Carretero V, Blasco C, Picó Y (2008) Multi-class determination of antimicrobials in meat by pressurized liquid extraction and liquid chromatography–tandem mass spectrometry. J Chromatogr A 1209:162–173

    Article  CAS  Google Scholar 

  • Chung WH, Tzing SH, Ding WH (2013) Dispersive micro solid-phase extraction for the rapid analysis of synthetic polycyclic musks using thermal desorption gas chromatography-mass spectrometry. J Chromatogr A 1307:34–40

    Article  CAS  Google Scholar 

  • Commission Regulation (EU) No 37/2010 of 22 December 2009 on pharmacologically active substances and their classification regarding maximum residue limits in foodstuffs of animal origin (http://ec.europa.eu/health/files/eudralex/vol-5/reg_2010_37/reg_2010_37_en.pdf).

  • De Baere S, De Backer P (2007) Quantitative determination of amoxicillin in animal feed using liquid chromatography with tandem mass spectrometric detection. Anal Chim Acta 586:319–325

    Article  Google Scholar 

  • Douša M, Hosmanová R (2005) Rapid determination of amoxicillin in premixes by HPLC. J Pharm Biomed Anal 37:373–377

    Article  Google Scholar 

  • Freitas A, Barbosa J, Ramos F (2012) Determination of amoxicillin stability in chicken meat by liquid chromatography-tandem mass spectrometry. Food Anal Methods 5(3):471–479

    Article  Google Scholar 

  • Fu SC, Tzing SH, Chen HC, Wang YC, Ding WH (2012) Dispersive micro-solid phase extraction combined with gas chromatography-chemical ionization mass spectrometry for the determination of N-nitrosamines in swimming pool water samples. Anal Bioanal Chem 402:2209–2216

    Article  CAS  Google Scholar 

  • Galán-Cano F, Lucena R, Cárdenas S, Valcárcel M (2011) Direct coupling of dispersive micro-solid phase extraction and thermal desorption for sensitive gas chromatographic analysis. Anal Methods 3(4):991–995

    Article  Google Scholar 

  • Gramse MJ, Jacobson PE (2005) Determination of penicillin G in feeds by liquid chromatography with solid-phase extraction. J AOAC Int 88:679–683

    CAS  Google Scholar 

  • Guo L, Lee HK (2012) One step solvent bar microextraction and derivatization followed by gas chromatography-mass spectrometry for the determination of pharmaceutically active compounds in drain water samples. J Chromatogr A 1235:26–33

    Article  CAS  Google Scholar 

  • Huang X, Chen L, Chen M, Yuan D, Nong S (2013) Sensitive monitoring of penicillin antibiotics in milk and honey treated by stir bar sorptive extraction based on monolith and LC-electrospray MS detection. J Sep Sci 36(5):907–915

    Article  CAS  Google Scholar 

  • Jank L, Hoff RB, Tarouco PC, Barreto F, Pizzolato TM (2012) β-lactam antibiotics residues analysis in bovine milk by LC-ESI-MS/MS: a simple and fast liquid–liquid extraction method. Food Addit Contam 29:497–507

    Article  CAS  Google Scholar 

  • Jiménez-Soto JM, Cárdenas S, Valcárcel M (2012) Evaluation of single-walled carbon nanohorns as sorbent in dispersive micro solid-phase extraction. Anal Chim Acta 714:76–81

    Article  Google Scholar 

  • Jin J, Nishiyama N, Egashira Y, Ueyama K (2009) Pore structure and pore size controls of ordered mesoporous carbons prepared from resorcinol/formaldehyde/triblock polymers. Microporous Mesoporous Mater 118:218–223

    Article  CAS  Google Scholar 

  • Jung HH, Park K, Han DK (2010) Preparation of TGF-β1-conjugated biodegradable pluronic F127 hydrogel and its application with adipose-derived stem cells. J Control Release 147(1):84–91

    Article  CAS  Google Scholar 

  • Kantiani L, Farré M, Barcelό D (2009) Analytical methodologies for the detection of β-lactam antibiotics in milk and feed samples. Trends Anal Chem 28:729–744

    Article  CAS  Google Scholar 

  • Karageorgou EG, Samanidou VF (2011) Development and validation according to European union decision 2002/657/EC of an HPLC-DAD method for milk multi-residue analysis of penicillins and amphenicols based on dispersive extraction by QuEChERS in MSPD format. J Sep Sci 34:1893–1901

    Article  CAS  Google Scholar 

  • Karageorgou EG, Samanidou VF, Papadoyannis IN (2012) Ultrasound-assisted matrix solid phase dispersive extraction for the simultaneous analysis of β-lactams (four penicillins and eight cephalosporins) in milk by high performance liquid chromatography with photodiode array detection. J Sep Sci 35:2599–2607

    Article  CAS  Google Scholar 

  • Kukusamude C, Santalad A, Boonchiangma S, Burakham B, Srijaranai S, Chailapakul O (2010) Mixed micelle-cloud point extraction for the analysis of penicillin residues in bovine milk by high performance liquid chromatography. Talanta 81:486–492

    Article  CAS  Google Scholar 

  • Kukusamude C, Burakham R, Chailapakul O, Srijaranai S (2012) High performance liquid chromatography for the simultaneous analysis of penicillin residues in beef and milk using ion-paired extraction and binary water-acetonitrile mixture. Talanta 92:38–44

    Article  CAS  Google Scholar 

  • Liang C, Li Z, Dai S (2008) Mesoporous carbon materials: synthesis and modification. Angew Chem Int Edit 47(20):3696–3717

    Article  CAS  Google Scholar 

  • Maggi L, de Mendoza JH, Zalacain A, Bonetto L, Mocholí FA, Carmona M (2012) On-line solid-phase extraction coupled to liquid chromatography-ion trap tandem mass spectrometry for determination of penicillins in catfish. Food Anal Methods 5(5):1047–1053

    Article  Google Scholar 

  • Marchetti M, Schwaiger I, Schmid E (2001) Determination of benzylpenicillin, oxacillin, cloxacillin, and dicloxacillin in cows’ milk by ion-pair high-performance liquid chromatography after precolumn derivatization. Fresen J Anal Chem 371(1):64–67

    Article  CAS  Google Scholar 

  • Moradi SE, Baniamerian MJ (2011) Applications of chemically modified ordered mesoporous carbon as solid phase extraction sorbent for preconcentration of trace lead ion in water samples. Chem Ind Chem Eng Q 17(4):397–408

    Article  CAS  Google Scholar 

  • Oliveira RV, De Pietro AC, Cass QB (2007) Quantification of cephalexin as residue levels in bovine milk by high-performance liquid chromatography with on-line sample cleanup. Talanta 71(3):1233–1238

    Article  CAS  Google Scholar 

  • Pozo OJ, Guerrero C, Sancho JV, Ibañez M, Pitarch E, Hogendoorn E, Hernández F (2006) Efficient approach for the reliable quantification and confirmation of antibiotics in water using on-line solid-phase extraction liquid chromatography/tandem mass spectrometry. J Chromatogr A 1103:83–93

    Article  CAS  Google Scholar 

  • Rezende CP, Almeida MP, Brito RB, Nonaka CK, Leite MO (2012) Optimisation and validation of a quantitative and confirmatory LC-MS method for multi-residue analyses of b-lactam and tetracycline antibiotics in bovine muscle. Food Addit Contam 29:541–549

    Article  CAS  Google Scholar 

  • Riediker S, Stadler RH (2001) Simultaneous determination of five β-lactam antibiotics in bovine milk using liquid chromatography coupled with electrospray ionization tandem mass spectrometry. Anal Chem 73(7):1614–1621

    Article  CAS  Google Scholar 

  • Saaid M, Saad B, Ali ASM, Saleh MI, Basheer C, Lee HK (2009) In situ derivatization hollow fibre liquid-phase microextraction for the determination of biogenic amines in food samples. J Chromatogr A 1216(27):5165–5170

    Article  CAS  Google Scholar 

  • Santos SM, Henriques M, Duarte AC, Esteves VI (2007) Development and application of a capillary electrophoresis based method for the simultaneous screening of six antibiotics in spiked milk samples. Talanta 71:731–737

    Article  CAS  Google Scholar 

  • See HH, Sanagi MM, Wan Ibrahim WA, Naim AA (2010) Determination of triazine herbicides using membrane-protected carbon nanotubes solid phase membrane tip extraction prior to micro-liquid chromatography. J Chromatogr A 1217(11):1767–1772

    Article  CAS  Google Scholar 

  • Stolker AAM, Rutgers P, Oosterink E, Lasaroms JJP, Peters RJB, van Rhijn JA, Nielen MWF (2008) Comprehensive screening and quantification of veterinary drugs in milk using UPLC–ToF-MS. Anal Bioanal Chem 391:2309–2322

    Article  CAS  Google Scholar 

  • Sun M, Feng J, Qiu H, Fan L, Li L, Luo C (2013) A solid-phase microextraction fiber with carbon nanoparticles as sorbent material prepared by a simple flame-based preparation process. J Chromatogr A 1300:173–179

    Article  CAS  Google Scholar 

  • Tsai WH, Huang TC, Huang JJ, Hsue YH, Chuang HY (2009) Dispersive solid-phase microextraction method for sample extraction in the analysis of four tetracyclines in water and milk samples by high-performance liquid chromatography with diode-array detection. J Chromatogr A 1216(12):2263–2269

    Article  CAS  Google Scholar 

  • Turnipseed SB, Andersen WC, Karbiwnyk CM, Madson MR, Miller KE (2008) Multi-class, multi-residue liquid chromatography/tandem mass spectrometry screening and confirmation methods for drug residues in milk. Rapid Commun Mass Spectrom 22:1467–1480

    Article  CAS  Google Scholar 

  • Yahaya N, Mitome T, Nishiyama N, Sanagi MM, Wan Ibrahim WA, Nur H (2013) Rapid dispersive micro-solid phase extraction using mesoporous carbon COU-2 in the analysis of cloxacillin in water. J Pharm Innov 8:240–246

    Article  Google Scholar 

  • Zhang X, Chen L, Xu Y, Wang H, Zeng Q, Zhao Q, Ren N, Ding L (2010) Determination of β-lactam antibiotics in milk based on magnetic molecularly imprinted polymer extraction coupled with liquid chromatography–tandem mass spectrometry. J Chromatogr B 878:3421–3426

    Article  CAS  Google Scholar 

  • Zhu F, Guo J, Zeng F, Fu R, Wu D, Luan T, Tong Y, Lu T, Ouyang G (2010) Preparation and characterization of porous carbon material-coated solid-phase microextraction metal fibers. J Chromatogr A 1217:7848–7854

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors wish to thank Universiti Teknologi Malaysia and the Ministry of Education Malaysia (MOE) for financial supports through research grant no. R.J130000.7809.4F177 and sponsorship for N. Yahaya through Advanced Medical and Dental Institute, Universiti Sains Malaysia Fellowship Program.

Conflict of Interest

Noorfatimah Yahaya declares that she has no conflict of interest. Mohd Marsin Sanagi declares that he has no conflict of interest. Takahito Mitome declares that he has no conflict of interest. Norikazu Nishiyama declares that he has no conflict of interest. Wan Aini Wan Ibrahim declares that she has no conflict of interest. Hadi Nur declares that he has no conflict of interest. This article does not contain any studies with human or animal subjects.

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Yahaya, N., Sanagi, M.M., Mitome, T. et al. Dispersive Micro-Solid Phase Extraction Combined with High-Performance Liquid Chromatography for the Determination of Three Penicillins in Milk Samples. Food Anal. Methods 8, 1079–1087 (2015). https://doi.org/10.1007/s12161-014-9991-7

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