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Simultaneous determination of 44 pharmaceutically active compounds in water samples using solid-phase extraction coupled with ultra-performance liquid chromatography-tandem mass spectrometry

  • Ming XueEmail author
  • Haocheng Wu
  • Shaoying Liu
  • Xihui Huang
  • Quan Jin
  • Ren Ren
Research Paper

Abstract

This study examines an improved and simplified method for solid-phase extraction (SPE), which offers rapid and accurate determination and identification of 44 pharmaceutically active compounds using ultra-performance liquid chromatography (UPLC) and tandem mass spectrometry (MS/MS). The common active compounds include four macrolides, seventeen sulfonamides, four quinolones, chloramphenicol, eight β-lactams, four tetracyclines, lincomycin, amantadine, 4-acetamidophenol, phenylbutazone, trimethoprim, clenbuterol, and hydrocortisone in water samples. We optimized crucial parameters of MS/MS, UPLC, and SPE and studied the matrix effect related to the modified analytical process from water samples. The matrix-matched calibration curves were accomplished at seven concentration levels and a satisfactory linear relationship (r2 > 0.994) was observed within the range of 0.1–500 ng/mL. Results show varying limits of detection (0.0111–0.966 ng/L for different analytes based on signal-to-noise (S/N) = 3) and limits of quantitation (0.0382–3.26 ng/L). Recoveries of the spiked samples ranged from 75.7 to 108% with relative standard deviation lower than 9.6%. The proposed method was successfully applied to the analysis of real samples.

Keywords

Pharmaceutically active compounds Ultra-performance liquid chromatography-tandem mass spectrometry Water Solid-phase extraction 

Notes

Acknowledgments

The authors would like to thank Fanxu Yang and Tao Xue for their kind help and useful scientific discussions.

Funding information

This work has been supported by Zhejiang Medical and Health Technology Project (2017KY131) and Hangzhou Science and Technology Development Project (20170533B72).

Compliance with ethical standards

The authors declare that they have no conflict of interest.

References

  1. 1.
    Venkata R, Panditi SRB, Piero RG. Online solid-phase extraction-liquid chromatography-electrospray-tandem mass spectrometry determination of multiple classes of antibiotics in environmental and treated waters. Anal Bioanal Chem. 2013;405:5953–64.CrossRefGoogle Scholar
  2. 2.
    Carvalho IT, Santos L. Antibiotics in the aquatic environments: a review of the European scenario. Environ Int. 2016;94:736–57.PubMedCrossRefPubMedCentralGoogle Scholar
  3. 3.
    ECDC. Antimicrobial consumption interactive database (ESAC-Net). http://ecdc.europa.eu/en/healthtopics/antimicrobial_resistance/esac-net-database/Pages/database.aspx. Accessed 16 Nov 2015.
  4. 4.
    Kim S, Aga DS. Potential ecological and human health impacts of antibiotics and antibiotic-resistant bacteria from wastewater treatment plants. J Toxicol Environ Health B. 2007;10:559–73.CrossRefGoogle Scholar
  5. 5.
    Sui Q, Huang J, Deng SB, Yu G. Rapid determination of pharmaceuticals from multiple therapeutic classes in wastewater by solid-phase extraction and ultra-performance liquid chromatography tandem mass spectrometry. Chin Sci Bull. 2009;54:4633–43.Google Scholar
  6. 6.
    Omar TFT, Aris AZ, Yusoff FM, Mustafa S. Risk assessment of pharmaceutically active compounds (PhACs) in the Klang River estuary, Malaysia. Environ Geochem Health. 2019;41:211–23.PubMedCrossRefGoogle Scholar
  7. 7.
    Liao D. Residue Characteristics and harmful effects of typical veterinary antibiotics in aquatic environment. Trop Agric Eng. 2013;37:11–4.Google Scholar
  8. 8.
    Wang H, Wang N, Wang B, Fang H. Antibiotics detected in urines and adipogenesis in school children. Environ Int. 2016;89-90:204–11.PubMedCrossRefGoogle Scholar
  9. 9.
    Liang N, Huang P, Hou X, Li Z, Lei T, Zhao L. Solid-phase extraction in combination with dispersive liquid-liquid microextraction and ultra-high performance liquid chromatography-tandem mass spectrometry analysis: the ultra-trace determination of 10 antibiotics in water samples. Anal Bioanal Chem. 2016;408:1701–13.PubMedCrossRefGoogle Scholar
  10. 10.
    Li Y, Dong F, Liu X, Xu J. Miniaturized liquid–liquid extraction coupled with ultra-performance liquid chromatography/tandem mass spectrometry for determination of topramezone in soil, corn, wheat, and water. Anal Bioanal Chem. 2011;400:3097–107.PubMedCrossRefGoogle Scholar
  11. 11.
    Huerta B, Rodriguez-Mozaz S, Barcelo D. Pharmaceuticals in biota in the aquatic environment: analytical methods and environmental implications. Anal Bioanal Chem. 2012;404:2611–24.PubMedCrossRefGoogle Scholar
  12. 12.
    Sergiane SC, Catia MB, Juliana RG, Maria AKS, Ana LVE, Ednei GP. Determination of Pharmaceuticals, personal care products, and pesticides in surface and treated waters: method development and survey. Environ Sci Pollut Res. 2013;20:5855–63.CrossRefGoogle Scholar
  13. 13.
    Soparat Y, Chayada C, Natchanun L. Simultaneous determination of multi-class antibiotic residues in water using carrier-mediated hollow-fiber liquid-phase microextraction coupled with ultra-high performance liquid chromatography tandem mass spectrometry. Microchim Acta. 2011;172:39–49.CrossRefGoogle Scholar
  14. 14.
    Yin YM, Shen YQ, Zhu YF, Qing HB. Simultaneous determination of sulfonamides, quinolones and chloramphenicols in water and sediment samples by ultra performance liquid chromatography-tandem mass spectrometry. Anal Sci. 2015;31:228–32.Google Scholar
  15. 15.
    Anekwe JE, Mohamed AA, Stuart H. Pharmaceuticals and personal care products (PPCPs) in the freshwater aquatic environment. Emerg Contam. 2017;3:1–16.CrossRefGoogle Scholar
  16. 16.
    Ocsana O, Maria-Loredana S, Virginia C, Florina C, Dumitru R. Determination of some frequently used antibiotics in waste waters using solid phase extraction followed by high performance liquid chromatography with diode array and mass spectrometry detection. Cent Eur J Chem. 2013;11:1343–51.Google Scholar
  17. 17.
    Zhang J, ZONG DL, Chang AM. Determination of common antibiotics in aquatic environment by solid-phase extraction and ultra pressure liquid chromatography-tandem mass spectrometry (UPLC-MS/MS). Environ Chem. 2015;34:1446–52.Google Scholar
  18. 18.
    Marco AFL, Fernando FS, Wilson FJ. Determination of antibiotics in Brazilian surface waters using liquid chromatography–electrospray tandem mass spectrometry. Arch Environ Contam Toxicol. 2011;60:385–93.CrossRefGoogle Scholar
  19. 19.
    Errayess SA, Lahcen AA, Idrissi L. A sensitive method for the determination of Sulfonamides in seawater samples by solid phase extraction and UV-visible spectrophotometry. Spectrochim Acta A. 2017;181:276–85.CrossRefGoogle Scholar
  20. 20.
    Tamtam F, Mercier F, Lebot B, et al. Occurrence and fate of antibiotics in the Seine River in various hydrological conditions. Sci Total Environ. 2008;393:84–95.PubMedCrossRefPubMedCentralGoogle Scholar
  21. 21.
    Shen QH, Ji XL, Fu SJ, Liu YY. Preliminary studies on the pollution levels of antibiotic and antibiotic resistance genes in Huangou River, China. Ecol Environ Sci. 2012;21(10):1717–23.Google Scholar
  22. 22.
    Grujic S, Vasiljevic T, Lausevic M. Determination of multiple pharmaceutical classes in surface and ground waters by liquid chromatography-ion trap-tandem mass spectrometry. J Chromatogr A. 2009;1216(25):4989–5000.PubMedCrossRefPubMedCentralGoogle Scholar
  23. 23.
    Jemba PK. The potential impact of veterinary and human therapeutic agents in manure and biosolids on plants grown arable land: a review. Agric Ecosyst Environ. 2002;93(5):267–78.CrossRefGoogle Scholar
  24. 24.
    Paíga P, Santos LH, Delerue MC. Development of a multi-residue method for the determination of human and veterinary pharmaceuticals and some of their metabolites in aqueous environmental matrices by SPE-UHPLC–MS/MS. J Pharmaceut Biomed. 2017;135:75–86.CrossRefGoogle Scholar
  25. 25.
    Boix C, María I, Sancho JV, Rambla J. Fast determination of 40 drugs in water using large volume direct injection liquid chromatography-tandem mass spectrometry. Talanta. 2015;131:719–27.PubMedCrossRefGoogle Scholar
  26. 26.
    López SR, Pérez S, Ginebreda A, Petrovic M. Fully automated determination of 74 pharmaceuticals in environmental and waste waters by online solid phase extraction–liquid chromatography-electrospray–tandem mass spectrometry. Talanta. 2010;83:410–24.CrossRefGoogle Scholar
  27. 27.
    López SR, Petrovic M, Barceló D. Direct analysis of pharmaceuticals, their metabolites and transformation products in environmental waters using on-line TurboFlowTM chromatography–liquid chromatography–tandem mass spectrometry. J Chromatogr A. 2012;1252:115–29.CrossRefGoogle Scholar
  28. 28.
    Gracia E, Sancho JV, Hernández F. Multi-class determination of around 50 pharmaceuticals, including 26 antibiotics, in environmental and wastewater samples by ultra-high performance liquid chromatography–tandem mass spectrometry. J Chromatogr A. 2011;1218:2264–75.CrossRefGoogle Scholar
  29. 29.
    Perez FV, Rocca LM, Tomai P, Fanali S. Recent advancements and future trends in environmental analysis: sample preparation, liquid chromatography and mass spectrometry. Anal Chim Acta. 2017;983:9–41.CrossRefGoogle Scholar
  30. 30.
    Zeng YW, Wu KW. Analysis of prescriptions of antimicrobial drugs in Pediatric outpatient department of our hospital. Eval Anal Drug Use Hosp China. 2010;10:117–8.Google Scholar
  31. 31.
    Sun JY, Liu HF. Analysis of antibiotic prescription in outpatient and emergency department. Eval Anal Drug Use Hosp China. 2012;12(6):548–50.Google Scholar
  32. 32.
    Tian XD. Analysis of medication in 300 pediatric patients with fever. China Pharm. 2013;22:91–2.Google Scholar
  33. 33.
    Li LY, Fan H, Fan L, Huang Z, Li FX. Analysis on glucocorticosteroid use in 69 cases of child bronchopneumonia. Chem Anal Meterage. 2017;26:38–40.Google Scholar
  34. 34.
    Garcia-Galan MJ, Diaz-Cruz MS, Barcelo D. Determination of 19 sulfonamides in environmental water samples by automated on-line solid-phase extraction-liquid chromatography–tandem mass spectrometry (SPE-LC-MS/MS). Talanta. 2010;81:355–66.PubMedCrossRefPubMedCentralGoogle Scholar
  35. 35.
    Liang Y, Liu J, Zhong Q, Yu D. A fully automatic cross used solid-phase extraction online coupled with ultra-high performance liquid chromatography–tandem mass spectrometry system for the trace analysis of multi-class pharmaceuticals in water samples. J Pharm Biomed. 2019;174:330–9.CrossRefGoogle Scholar
  36. 36.
    Barbara KH, Richard MD. Multiresidue methods for the analysis of pharmaceuticals, personal care products and illicit drugs in surface water and wastewater by solid-phase extraction and ultra performance liquid chromatography–electrospray tandem mass spectrometry Alan JG. Anal Bioanal Chem. 2008;391:1293–308.CrossRefGoogle Scholar
  37. 37.
    Omar TFT, Ahmad A, Aris AZ, Yusoff FM. Endocrine disrupting compounds (EDCs) in environmental matrices: review of analytical strategies for pharmaceuticals, estrogenic hormones, and alkylphenol compounds. TrAC Trends Anal Chem. 2016;85:241–59.CrossRefGoogle Scholar
  38. 38.
    Lu Y, Cheng Z, Liu C, Cao X. Determination of sulfonamides in fish using a modified QuEChERS extraction coupled with ultra-performance liquid chromatography-tandem mass spectrometry. Food Anal Methods. 2016;9:1857–66.CrossRefGoogle Scholar
  39. 39.
    Gros M, Rodriguez-Mozaz S, Barcelo D. Rapid analysis of multiclass antibiotic residues and some of their metabolites in hospital, urban wastewater and river water by ultra-high-performance liquid chromatography coupled to quadrupole-linear ion trap tandem mass spectrometry. J Chromatogr A. 2013;1292:173–88.PubMedCrossRefPubMedCentralGoogle Scholar
  40. 40.
    Lindsey ME, Meyer M, Thurman EM. Analysis of trace levels of sulfonamide and tetracycline antimicrobials in groundwater and surface water using solid-phase extraction and liquid chromatography/mass spectrometry. Anal Chem. 2001;73:4640–6.PubMedCrossRefGoogle Scholar
  41. 41.
    Niessen WMA, Manini P, Andreoli R. Matrix effects in quantitative pesticide analysis using liquid chromatography-mass spectrometry. Mass Spectrom Rev. 2006;25:881–99.PubMedCrossRefGoogle Scholar
  42. 42.
    Zhang H, Xue M, Lu Y, Dai Z, Wang H. Microwave-assisted extraction for the simultaneous determination of Novolac glycidyl ethers, bisphenol A diglycidyl ether, and its derivatives in canned food using HPLC with fluorescence detection. J Sep Sci. 2010;33:235–43.PubMedCrossRefGoogle Scholar
  43. 43.
    Cristina PF, Maria CB, Antia SD, Pilar BB. Phthalates determination in pharmaceutical formulae used in parenteral nutrition by LC-ES-MS: importance in public health. Anal Bioanal Chem. 2010;397:529–35.CrossRefGoogle Scholar
  44. 44.
    Liu SY, He H, Huang XH, Jin Q, Zhu G. Comparison of extraction solvents and sorbents in the quick, easy, cheap, effective, rugged, and safe method for the determination of pesticide multiresidue in fruits by ultra high performance liquid chromatography with tandem mass spectrometry. J Sep Sci. 2015;38:3525–32.PubMedCrossRefGoogle Scholar
  45. 45.
    Feng Y, Wei C, Zhang W, Liu Y. A simple and economic method for simultaneous determination of 11 antibiotics in manure by solid-phase extraction and high-performance liquid chromatography. J Soils Sediments. 2016;16:2242–51.CrossRefGoogle Scholar
  46. 46.
    Rao RN, Venkateswarlu N, Narsimha R. Determination of antibiotics in aquatic environment by solid-phase extraction followed by liquid chromatography–electrospray ionization mass spectrometry. J Chromatogr A. 2008;1187:151–64.CrossRefGoogle Scholar
  47. 47.
    Guo M, Shi LL, Shan ZJ, Kong DY. Determination and the photolytic characteristics of hexanoic acid 2-(diethyl amino) ethylester (DA-6) in water. J Ecol Rural Environ. 2014;23:45–8.Google Scholar
  48. 48.
    Vergeynst L, Haeck A, Wispelaere P. Multiresidue analysis of pharmaceuticals in wastewater by liquid chromatography-magnetic sector mass spectrometry: method quality assessment and application in a Belgian case study. Chemosphere. 2015;119:S2–8.PubMedCrossRefGoogle Scholar
  49. 49.
    European Commission. Commission Decision (2002/657/EC) of 12 August 2002 implementing Council Directive 96/23/EC concerning the performance of analytical methods and the interpretation of results. Off J Eur Communities L. 2002;221:8–36.Google Scholar
  50. 50.
    Tang N, Zhang SH, Chen MH, Song NH. Contamination level and risk assessment of 12 sulfonamides in surface water of Nanjing reach of the Yangze River. Environ Chem. 2018;7:505–12.Google Scholar
  51. 51.
    Cahill JD, Furlong ET, Burkhardt MR, Kolpin D. Determination of pharmaceutical compounds in surface- and ground-water samples by solid-phase extraction and high-performance liquid chromatography–electrospray ionization mass spectrometry. J Chromatogr A. 2004;1041:171–80.PubMedCrossRefGoogle Scholar
  52. 52.
    Li PC. The harm of antibiotic abuse to breeding industry and its control countermeasure. China Animal Health Inspection. 2009;26(6):23–4.Google Scholar

Copyright information

© Springer-Verlag GmbH Germany, part of Springer Nature 2019

Authors and Affiliations

  • Ming Xue
    • 1
    Email author
  • Haocheng Wu
    • 2
  • Shaoying Liu
    • 1
  • Xihui Huang
    • 1
  • Quan Jin
    • 1
  • Ren Ren
    • 1
  1. 1.Hangzhou Center for Disease Control and PreventionZhejiangChina
  2. 2.Zhejiang Provincial Center for Disease Control and PreventionZhejiangChina

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