Skip to main content
Log in

Surfactant–Solvent-Based Quaternary Component Emulsification Microextraction Followed by High-Performance Liquid Chromatography for the Simultaneous Analysis of Benzimidazole Anthelmintics in Milk Samples

  • Published:
Food Analytical Methods Aims and scope Submit manuscript

Abstract

A simple surfactant-solvent-based quaternary component emulsification microextraction (SSEME) method combined with high-performance liquid chromatography–photodiode array detection has been developed for the extraction, preconcentration, and determination of four benzimidazole anthelmintic (i.e., oxfendazole, mebendazole, albendazole, and fenbendazole) residues in milk samples. The quaternary component solvent of SSEME carried out in 10 mL aqueous solution were Triton X-114 (emulsifier or carrier), acetonitrile (disperser solvent), and 1-octanol (extraction solvent). The surfactant has an important role in the enhancement of the extraction efficiency of the high polar analytes. For milk sample analyses, linearity was obtained in the range of 10–200 μg/L with the determination coefficients (R 2) higher than 0.996. Preconcentration factor was obtained in the range of 21–38, corresponding to limits of detection in the range of 2.6–9.9 μg/L. Intra-day (n = 6) and inter-day (n = 6 × 3) precisions in the sample studied were obtained with relative standard deviation below 8.8 %. The recoveries for the spiked target anthelmintics at different concentrations (25, 50, 100, and 150 μg/L) were obtained in the range 80.1–114.1 %. The proposed SSEME method has been demonstrated that is simple, effective, and reliable for the analysis of analytes in the samples studied and can be used as an alternative green analytical technique for benzimidazole analysis.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

Abbreviations

SPE:

Solid-phase extraction

MCX:

Mixed mode cation exchange

MAE:

Microwave-assisted extraction

UA-CPE:

Ultrasound-assisted cloud-point extraction

UASEME:

Ultrasound-assisted surfactant-enhanced emulsification microextraction

UV:

Ultraviolet

PDA:

Photodiode array

FL:

Fluorescence

References

  • AOAC guidelines for single laboratory validation of chemical methods for dietary supplements and botanicals (2002) http://www.aoac.org/Official_Methods/slv_guidelines.pdf. Accessed 1 Sep 2012

  • Australian pesticides and veterinary medicines authority (2011) The MRL standard: Maximum residue limits in food and animal feedstuff. http://www.apvma.gov.au/residues/docs/mrl_table4_march_2012.pdf. Accessed 15 Jan 2012

  • Biparva P, Ehsani M, Hadjmohammadi MR (2012) Dispersive liquid–liquid microextraction using extraction solvents lighter than water combined with high performance liquid chromatography for determination of synthetic antioxidants in fruit juice samples. J Food Compos Anal 27:87–94

    Article  CAS  Google Scholar 

  • Chen D, Tao Y, Liu Z, Liu Z, Huang L, Wang Y, Pan Y, Peng D, Dai M, Yuan Z (2010a) Development of a high-performance liquid chromatography method to monitor the residues of benzimidazoles in bovine milk. J Chromatogr B 878:2928–2932

    Article  CAS  Google Scholar 

  • Chen H, Chen R, Li S (2010b) Low-density extraction solvent-based solvent terminated dispersive liquid-liquid microextraction combined with gas chromatography-tandem mass spectrometry for the determination of carbamate pesticides in water samples. J Chromatogr A 1217:1244–1248

    Article  CAS  Google Scholar 

  • Chen D, Tao Y, Zhang H, Pan Y, Liu Z, Huang L, Wang Y, Peng D, Wang X, Dai M, Yuan Z (2011) Development of a liquid chromatography-tandem mass spectrometry with pressurized liquid extraction method for the determination of benzimidazole residues in edible tissues. J Chromatogr B 879:1659–1667

    Article  CAS  Google Scholar 

  • Codex Alimentarius (1993) Residues of veterinary drugs in foods, volume 3, 2nd. Joint FAP/WHO Food Standards Programme, FAO, Rome Italy, p59

    Google Scholar 

  • Codex Alimentarius Commission (2011) Maximum residue limits for veterinary drugs in foods (CAC/MRL 2–2011). http://www.codexalimentarius.net/vetdrugs/data/MRL2_e_2011.pdf. Accessed 15 Jan 2012

  • Danaher M, O’Keeffe M, Glennon JD (2003) Development and optimization of a method for the extraction of benzimidazoles from animal liver using supercritical carbon dioxide. Anal Chim Acta 483:313–324

    Article  CAS  Google Scholar 

  • Danaher M, Ruyck HD, Crooks SRH, Dowling G, O’Keeffe M (2007) Review of methodology for the determination of benzimidazole residues in biological matrices. J Chromatogr B 845:1–37

    Article  CAS  Google Scholar 

  • Es’haghi Z, Babazadeh F (2012) Directly suspended droplet microextraction coupled with high performance liquid chromatography: a rapid and sensitive method for acetaldehyde assay in peritoneal dialysis fluids. J Chromatogr B 891–892:52–56

    Article  Google Scholar 

  • Ghambari H, Hadjmohammadi M (2012) Low-density solvent-based dispersive liquid–liquid microextraction followed by high performance liquid chromatography for determination of warfarin in human plasma. J Chromatogr B 899:66–71

    Article  CAS  Google Scholar 

  • Guo B, Huang Z, Wang M, Wang X, Zhang Y, Chen B, Li Y, Yan H, Yao S (2010) Simultaneous direct analysis of benzimidazole fungicides and relevant metabolites in agricultural products based on multifunction dispersive solid-phase extraction and liquid chromatography-mass spectrometry. J Chromatogr A 1217:4796–4807

    Article  CAS  Google Scholar 

  • Guo L, Lee HK (2011) Low-density solvent-based solvent demulsification dispersive liquid–liquid microextraction for the fast determination of trace levels of sixteen priority polycyclic aromatic hydrocarbons in environmental water samples. J Chromatogr A 1218:5040–5046

    Article  CAS  Google Scholar 

  • Guo L, Lee HK (2012) Electro membrane extraction followed by low-density solvent based ultrasound-assisted emulisification microextraciton combined with derivatization for determining chlorophenols and analysis by gas chromatography–mass spectrometry. J Chromatogr A 1243:14–22

    Article  CAS  Google Scholar 

  • Halko R, Sanz P, Ferrera S, Rodríguez JJS (2004) Determination of benzimidazole fungicides by HPLC with fluorescence detection after micellar extraction. Chromatographia 60:151–156

    Article  CAS  Google Scholar 

  • Halko R, Sanz P, Ferrera S, Rodríguez JJS (2006) Determination of benzimidazole fungicides in soil samples using microwave-assisted micellar extraction and liquid chromatography with fluorescence detection. J AOAC Int 89:1403–1409

    CAS  Google Scholar 

  • Horvat AJM, Petrovic M, Babic S, Pavlovic DM, Aserger D, Pelko S, Mance AD, Kastelan-Macan M (2012) Analysis, occurrence and fate of anthelmintics and their transformation products in the environment. Trends Anal Chem 31:61–84

    Article  CAS  Google Scholar 

  • Majidi B, Shemirani F (2012) Solvent-based de-emulsification dispersive liquid-liquid microextraction of palladium in environmental samples and determination by electrothermal atomic absorption spectrometry. Talanta 93:245–251

    Article  CAS  Google Scholar 

  • Malix AK, Blasco C, Picó Y (2010) Liquid chromatography-mass spectrometry in food safety. J Chromatogr A 1217:4018–4040

    Article  Google Scholar 

  • Mottier L, Alvarez L, Lanusse C (2003) Quantitative chromatographic determination of several benzimidazole anthelmintic molecules in parasite material. J Chromatogr B 798:117–125

    Article  CAS  Google Scholar 

  • Official Journal of the European Communities (2002) Commission Decision of 12 August 2002 implementing Council Directive 96/23/EC concerning the performance of analytical methods and the interpretation o f results (2002/657/EC).

  • Picó Y, la Farré M, Soler C, Barceló D (2007) Identification of unknown pesticides in fruits using ultra-performance liquid chromatography-quadrupole time-of-flight mass spectrometry: imazalil as a case study of quantification. J Chromatogr A 1176:123–134

    Article  Google Scholar 

  • Pirsaheb M, Fattahi N, Shamsipur M, Khodadadi T (2013) Application of dispersive liquid-liquid microextraction based on solidification of floating organic drop for simultaneous determination of alachlor and atrazine in aqueous samples. J Sep Sci 36:684–689

    Article  CAS  Google Scholar 

  • Ranjbari E, Biparva P, Hadjmohammadi MR (2012) Utilization of inverted dispersive liquid–liquid microextraction followed by HPLC-UV as a sensitive and efficient method for the extraction and determination of quercetin in honey and biological samples. Talanta 89:117–123

    Article  CAS  Google Scholar 

  • Santaladchaiyakit Y, Srijaranai S (2012) A simplified ultrasound-assisted cloud-point extraction method coupled with high performance liquid chromatography for residue analysis of benzimidazole anthelmintics in water and milk samples. Anal Methods 4:3864–3873

    Article  CAS  Google Scholar 

  • Santaladchaiyakit Y, Srijaranai S (2013) Preconcentration and simultaneous analysis of benzimidazole anthelmintics in milk samples by ultrasound-assisted surfactant-enhanced emulsification microextraction and high performance liquid chromatography. Food Anal Methods. doi:10.1007/s12161-013-9569-9

    Google Scholar 

  • Tolcha T, Merdassa Y, Megersa N (2013) Low-density extraction solvent based solvent-terminated dispersive liquid-liquid microextraction for quantitative determination of ionizable pesticides in environmental waters. J Sep Sci 36:1119–1127

    Article  CAS  Google Scholar 

  • Whelan M, Kinsella B, Furey A, Moloney M, Cantwell H, Lehotay SJ, Danaher M (2010) Determination of anthelmintic drug residues in milk using ultra high performance liquid chromatography-tandem mass spectrometry with rapid polarity switching. J Chromatogr A 1217:4612–4622

    Article  CAS  Google Scholar 

  • Wu Q, Li Y, Wang C, Liu Z, Zang X, Zhou X, Wang Z (2009) Dispersive liquid-liquid microextraction combined with high performance liquid chromatography-fluorescence detection for the determination of carbandazim and thiabendazole in environmental samples. Anal Chim Acta 638:139–145

    Article  CAS  Google Scholar 

  • Xia X, Dong Y, Luo P, Wang X, Li X, Ding S, Shen J (2010) Determination of benzimidazole residues in bovine milk by ultra-high performance liquid chromatography-tandem mass spectrometry. J Chromatogr B 878:3174–3180

    Article  CAS  Google Scholar 

  • Yang Z-H, Liu D-H, Zhao W-T, Wu T, Zhou Z-Q, Wang P (2013) Low-density solvent-based vortex-assisted surfactant-enhanced emulsification liquid–liquid microextraction and its application. J Sep Sci 36:916–922

    Article  CAS  Google Scholar 

  • You X, Wang S, Liu F, Shi K (2013) Ultrasound-assisted surfactant-enhanced emulsification microextraction based on the solidification of a floating organic droplet used for the simultaneous determination of six fungicide residues in juices and red wine. J Chromatogr A. doi:10.1016/j.chroma.2013.02.038

    Google Scholar 

  • Zhang Y, Lee HK (2012) Application of ultrasound-assisted emulsification microextraction based on applying low-density organic solvent for the determination of organochlorine pesticides in water samples. J Chromatogr A 1252:67–73

    Article  CAS  Google Scholar 

  • Zhang Y, Lee HK (2013) Low-density solvent-based vortex-assisted surfactant-enhanced-emulsification liquid–liquid microextraction combined with gas chromatography–mass spectrometry for the fast determination of phthalate esters in bottled water. J Chromatogr A 1274:28–35

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This research was financially supported by the Thailand Research Fund (TRF), the Commission on Higher Education (CHE), and Rajamangala University of Technology Isan, Khon Kaen Campus, through the TRF-CHE Research Grant for New Scholars under Grant No. MRG5480135. The authors would like to acknowledge Department of Chemistry, Faculty of Science, Khon Kaen University, for providing deionized water. The authors also thank Miss Namfon Jampaburee, Miss Witchunee Rachdusadee, Miss Sunisa Leykan, and Miss Wanida Sangsawang for their assistance in the laboratory.

Conflict of Interest

Yanawath Santaladchaiyakit declares that he has no conflict of interest. Supalax Srijaranai declares that she has no conflict of interest. This article does not contain any studies with human or animal subjects.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yanawath Santaladchaiyakit.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Santaladchaiyakit, Y., Srijaranai, S. Surfactant–Solvent-Based Quaternary Component Emulsification Microextraction Followed by High-Performance Liquid Chromatography for the Simultaneous Analysis of Benzimidazole Anthelmintics in Milk Samples. Food Anal. Methods 7, 1238–1246 (2014). https://doi.org/10.1007/s12161-013-9738-x

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12161-013-9738-x

Keywords

Navigation