Skip to main content

Advertisement

SpringerLink
Log in

Risedronate extraction from artificial urine with using monolithic polymer-based anion exchangers

  • Original Paper
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

Bisphosphonates are poorly sorbed from the gastrointestinal tract, therefore, the urinary recovery ratio after oral administration is an important parameter to control. Analysis of bisphosphonates in biological samples causes challenges due to their chemical properties. Their high solubility in water and extensive ionization cause that reported tedious sample extraction methods generally involved a combination of multiple extraction steps. Therefore, competitive solution to the conventional sample preparation techniques was proposed in this work. Aminated poly(styrene–divinylbenzene–vinylbenzyl chloride) monoliths and aminated poly(divinylbenzene–vinylbenzyl chloride) were prepared by in situ polymerization in stainless steel needles. Amination of polymerized monolith was carried out by trimethylamine or pyridine. Several research methods were applied to assess the modification of monolithic materials: Energy dispersive X-ray Spectrometry, scanning electron microscope images and Fourier Transform Infrared Spectroscopy. Artificial urine used as simulated body fluid containing sodium risedronate as standard compound was passed through monolithic in-needle extraction (MINE) device. The amount of analyte in eluate solutions was measured using HPLC system. The effectiveness of complete desorption process was over 95% with using potassium phosphate solution (pH 7.8) as eluent.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. R. Graham, G. Russell, Bisphosphonates: the first 40 years. Bone 49, 2–19 (2011)

    Article  CAS  Google Scholar 

  2. E.L. George, Y.-L. Lin, M.M. Saunders, Bisphosphonate-related osteonecrosis of the jaw: a mechanobiology perspective. Bone Reports 8, 104–109 (2018)

    Article  PubMed  PubMed Central  Google Scholar 

  3. J.H. Lin, Bisphosphonates: a review of their pharmacokinetic properties. Bone 18, 75–85 (1996)

    Article  CAS  PubMed  Google Scholar 

  4. S. Ghassabian, L.A. Wright, A.D. deJager, M.T. Smith, Development and validation of a sensitive solid-phase-extraction (SPE) method using high-performance liquid chromatography/tandem mass spectrometry (LC–MS/MS) for determination of risedronate concentrations in human plasma. J. Chromatogr. B 881, 34–41 (2012)

    Article  CAS  Google Scholar 

  5. W.F. Kline, B.K. Matuszewski, Improved determination of the bisphosphonate alendronate in human plasma and urine by automated precolumn derivatization and high-performance liquid chromatography with fluorescence and electrochemical detection. J. Chromatogr. Biomed. Appl. 583, 183–193 (1992)

    Article  CAS  Google Scholar 

  6. C.K. Zacharis, P.D. Tzanavaras, Determination of bisphosphonate active pharmaceutical ingredients in pharmaceuticals and biological material: a review of analytical methods. J. Pharm. Biomed. Anal. 48, 483–496 (2008)

    Article  CAS  PubMed  Google Scholar 

  7. R.W. Sparidans, J. Den Hartigh, S. Cremers, J.H. Beijnen, P. Vermeij, Semi-automatic liquid chromatographic analysis of olpadronate in urine and serum using derivatization with (9-fluorenylmethyl) chloroformate. J. Chromatogr. B Biomed. Sci. Appl. 738, 331–341 (2000)

    Article  CAS  PubMed  Google Scholar 

  8. H.J. Leis, G. Fauler, W. Windischhofer, Use of 18O3-clodronate as an internal standard for the quantitative analysis of clodronate in human plasma by gas chromatography/electron ionisation mass spectrometry. Rapid Commun. Mass Spectrom. 18, 2781–2784 (2004)

    Article  CAS  PubMed  Google Scholar 

  9. M.J. Lovdah, D.J. Pietrzyk, Anion-exchange separation and determination of bisphosphonates and related analytes by post-column indirect fluorescence detection. J. Chromatogr. A 850, 143–152 (1999)

    Article  Google Scholar 

  10. M. Pietrzyńska, A. Voelkel, K. Bielicka-Daszkiewicz, Preparation and examination of monolithic in-needle extraction (MINE) device for the direct analysis of liquid samples. Anal. Chim. Acta 776, 50–56 (2013)

    Article  CAS  PubMed  Google Scholar 

  11. M. Pietrzyńska, K. Adamska, M. Szubert, A. Voelkel, Solubility parameter used to predict the effectiveness of monolithic in-needle extraction (MINE) device for the direct analysis of liquid samples. Anal. Chim. Acta 805, 54–59 (2013)

    Article  CAS  PubMed  Google Scholar 

  12. M. Pietrzyńska, A. Voelkel, Optimization of the in-needle extraction device for the direct flow of the liquid sample through the sorbent layer. Talanta 129, 392–397 (2014)

    Article  CAS  PubMed  Google Scholar 

  13. K. Kędziora, W. Wasiak, Extraction media used in needle trap devices—progress in development and application. J. Chromatogr. A 1505, 1–17 (2017)

    Article  CAS  PubMed  Google Scholar 

  14. M. Pietrzyńska, R. Brożek, A. Voelkel, R. Koczorowski, In-needle extraction technique in determination of organic compounds released from dental tissue conditioners incubated in artificial saliva. Talanta 129, 203–208 (2014)

    Article  CAS  PubMed  Google Scholar 

  15. Tong s., Liu S., H. Wang, Q. Jia, Recent advances of polymer monolithic columns functionalized with micro/nanomaterials: synthesis and application. Chromatographia 77, 5–14 (2014). https://doi.org/10.1007/s10337-013-2564-x

    Article  CAS  Google Scholar 

  16. N. Barlık, B. Keskinler, M.M. Kocakerim, G. Akay, Surface modification of monolithic PolyHIPE polymers for anionic functionality and their ion exchange behavior. J. Appl. Polym. Sci 132, 42286–42293 (2015)

    Article  Google Scholar 

  17. H.A. Ezzeldin, A. Apblett, G.L. Foutch, Synthesis and properties of anion exchangers derived from chloromethyl styrene codivinylbenzene and their use in water treatment. Int. J. Polym. Sci. (2010). https://doi.org/10.1155/2010/684051. https://www.hindawi.com/journals/ijps/2010/684051/

  18. M. Pietrzyńska, R. Tomczak, K. Jezierska, A. Voelkel, J. Jampílek, Polymer-ceramic monolithic in-needle extraction (MINE) device: preparation and examination of drug affinity. Mater. Sci. Eng. C 68, 70–77 (2016)

    Article  CAS  Google Scholar 

  19. L. Liu, L. Shou, H. Yu, J. Yao, Mechanical Properties and corrosion resistance of vulcanized silicone rubber after exposure to artificial urine. J. Macromol. Sci. Part B 54, 962–974 (2015)

    Article  CAS  Google Scholar 

  20. M. Pietrzyńska, A. Voelkel, Stability of simulated body fluids such as blood plasma, artificial urine and artificial saliva. Microchem. J. 134, 197–201 (2017)

    Article  CAS  Google Scholar 

  21. D.B. Rorabacher, Statistical treatment for rejection of deviant values: critical values of Dixon’s “Q” parameter and related subrange ratios at the 95% confidence level. Anal. Chem. 63, 139–146 (1991)

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This study was funded by the Polish National Science Centre, Grant No. 2013/11/D/ST4/02829.

Author information

Authors and Affiliations

  1. Institute of Chemical Technology and Engineering, Poznań University of Technology, Ul. Berdychowo 4, Poznan, Poland

    Monika Zielińska & Adam Voelkel

Authors
  1. Monika Zielińska
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Adam Voelkel
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Monika Zielińska.

Ethics declarations

Conflict of interest

The authors declare no conflicts of interest.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Zielińska, M., Voelkel, A. Risedronate extraction from artificial urine with using monolithic polymer-based anion exchangers. J IRAN CHEM SOC 16, 93–100 (2019). https://doi.org/10.1007/s13738-018-1484-y

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s13738-018-1484-y

Keywords

Search

Navigation