Skip to main content

Advertisement

SpringerLink
Log in

Magnetic Solid Phase Extraction Based on Modified Magnetite Nanoparticles Coupled with Dispersive Liquid–Liquid Microextraction as an Efficient Method for Simultaneous Extraction of Hydrophobic and Hydrophilic Drugs

  • Original
  • Published:
Chromatographia Aims and scope Submit manuscript

Abstract

In this work, surfactant-coated Fe3O4@decanoic acid nanoparticles was synthesized as a viable nanosorbent for coextraction of drugs with different polarities (hydrophobic, hydrophilic). To reach desirable enrichment factors, efficient clean-up and low limits of detection (LODs), the method was combined with dispersive liquid–liquid microextraction (DLLME). The coupling of these extraction methods with GC-FID detection was applied to simultaneous extraction and quantification of venlafaxine (VLF) as a hydrophilic model drug and desipramine (DESI) and clomipramine (CLO) as hydrophobic model drugs in urine samples. The effect of sample pH, nanosorbent amount, sorption time, surfactant concentration, eluent type, eluent volume, salt content, elution time in magnetic solid phase extraction step and extraction solvent and its volume along with sample pH in DLLME step were optimized. Under the selected conditions, linearity was achieved within the range of 5–5000 µg L−1. The LOD values were obtained in the range of 1.5–3.0 µg L−1 for DESI, 1.2–2.5 µg L−1 for VLF and 2.0–4.0 µg L−1 for CLO, respectively. The percent of extraction recoveries and relative standard deviations (n = 5) were in the range of 82.4–95.9 and 6.1 for DESI, 60.5–92.8 and 6.9 for VLF and 57.2–58.0 and 5.5 for CLO, respectively. Ultimately, the applicability of the new method was successfully confirmed by the extraction and quantification of DESI, VLF and CLO from human urine samples.

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

Similar content being viewed by others

References

  1. Muth EA, Haskins JT, Moyer JA, Husbands GE, Neilsen ST, Sigg EB (1986) Antidepressant biochemical profile of the novel bicyclic compound Wy-45,030, an ethyl cyclohexanol derivative. Biochem Pharmacol 35:4493–4497

    Article  CAS  Google Scholar 

  2. Oliver JS, Burrows GD, Norwood TR (2001) Third-generation antidepressants. CNS Drugs 15:941–954

    Article  Google Scholar 

  3. Quin XY, Meng J, Li XY, Zhou J, Sun XL, Wen AD (2008) Determination of venlafaxine in human plasma by high-performance liquid chromatography using cloud-point extraction and spectrofluorimetric detection. J Chromatogr B 872:38–42

    Article  Google Scholar 

  4. Du L, Wei X, Lei X, Wang L, Gong Q, Wang X (2014) A fluorescence method for the determination of venlafaxine hydrochloride. Anal Methods 6:1108–1113

    Article  CAS  Google Scholar 

  5. Zambonin C, Palmisano F (2000) Determination of triazines in soil leachates by solid-phase microextraction coupled to gas chromatography–mass spectrometry. J Chromatogr A 874:247–255

    Article  CAS  Google Scholar 

  6. Namiesnik Jastrzebska JA, Zygmunt B (2013) Determination of volatile aliphatic amines in air by solid-phase microextraction coupled with gas chromatography with flame ionization detection. J Chromatogr A 1016:1–9

    Article  Google Scholar 

  7. Liu WL, Hwang BH, Li ZG, Jen JF, Lee MR (2011) Headspace solid phase microextraction in-situ supercritical fluid extraction coupled to gas chromatography–tandem mass spectrometry for simultaneous determination of perfluorocarboxylic acids in sediments. J Chromatogr A 1218:7857–7863

    Article  CAS  Google Scholar 

  8. McCooeye MA, Mester Z, Ells B, Barnett DA, Purves RW, Guevremont R (2002) Quantitation of amphetamine, methamphetamine, and their methylenedioxy derivatives in urine by solid-phase microextraction coupled with electrospray ionization high field asymmetric waveform ion mobility spectrometry–mass spectrometry. Anal Chem 74:3071–3075

    Article  CAS  Google Scholar 

  9. Jafari MT, Saraji M, Ameri AH (2015) Coupling of solid phase microextraction with electrospray ionization ion mobility spectrometry and direct analysis of venlafaxine in human urine and plasma. Anal Chim Acta 853:460–468

    Article  CAS  Google Scholar 

  10. Breaud AR, Harlan R, Kozak M, Clarke W (2009) A rapid and reliable method for the quantitation of tricyclic antidepressants in serum using HPLC-MS/MS. Clin Biochem 42:1300–1307

    Article  CAS  Google Scholar 

  11. Pawliszyn J (1995) New directions in sample preparation for analysis of organic compounds. Trends Anal Chem 14l:113–122

    Google Scholar 

  12. Rajabi AA, Yamini Y, Faraji M, Seidi S (2013) Solid-phase microextraction based on cetyltrimethylammonium bromide-coated magnetic nanoparticles for determination of antidepressants from biological fluids. Med Chem Res 22:1570–1577

    Article  CAS  Google Scholar 

  13. Jaworska A, Malek K (2014) A comparison between adsorption mechanism of tricyclic antidepressants on silver nanoparticles and binding modes on receptors. Surface-enhanced Raman spectroscopy studies. J Colloid Interface Sci 431:117–124

    Article  CAS  Google Scholar 

  14. Pommier F, Sioufi A (1997) J. Godbillon, Simultaneous determination of imipramine and its metabolite desipramine in human plasma by capillary gas chromatography with mass-selective detection. J Chromatogr B 703:147–158

    Article  CAS  Google Scholar 

  15. Acedo-Valnezuela MI, Galeauo-Diaz T, Mora-Diez N (2005) Response surface methodology for the optimization of flow-injection analysis with in situ solvent extraction and fluorimetric assay of tricyclic antidepressants. Talanta 66:952–960

    Article  Google Scholar 

  16. López de Alda MJ, Barceló D (2011) Use of solid-phase extraction in various of its modalities for sample preparation in the determination of estrogens and progestogens in sediment and water. J Chromatogr A 938:145–153

    Article  Google Scholar 

  17. Zeng Q, Ruan Y, Sun L, Du F, Guo L, Cheng Z, Ruan G, Li J (2018) Development of graphene oxide functionalized cotton fiber based solid phase extraction combined with liquid chromatography-fluorescence detection for determination of trace auxins in plant samples. Chromatographia. https://doi.org/10.1007/s10337-018-3518-0

    Article  Google Scholar 

  18. Asgharinezhad AA, Ebrahimzadeh H, Rezvani M, Shekari N, Loni M (2014) A novel 4-(2-pyridylazo) resorcinol functionalized magnetic nanosorbent for selective extraction of Cu(II) and Pb(II) ions from food and water samples. Food Addit Contam 31:1196–1204

    CAS  Google Scholar 

  19. Liu R, Liu Y, Cheng C, Yang Y (2017) Magnetic solid-phase extraction and ionic liquid dispersive liquid–liquid microextraction coupled with high-performance liquid chromatography for the determination of hexachlorophene in cosmetics. Chromatographia 80:783–791

    Article  CAS  Google Scholar 

  20. Jalilian N, Ebrahimzadeh H, Asgharinezhad AA (2017) Dispersive micro-solid phase extraction of aromatic amines based on an efficient sorbent made from poly(1,8-diaminonaphtalen) and magnetic multiwalled carbon nanotubes composite. J Chromatogr A 1499:38–47

    Article  CAS  Google Scholar 

  21. Asgharinezhad AA, Jalilian N, Ebrahimzadeh H, Panjali Z (2015) A simple and fast method based on new magnetic ion imprinted polymer nanoparticles for the selective extraction of Ni(II) ions in different food samples. RSC Adv 5:45510–45519

    Article  CAS  Google Scholar 

  22. Yazdanfar N, Shamsipur M, Ghambarian M, Esrafili A (2018) A highly sensitive dispersive microextraction method with magnetic carbon nanocomposites coupled with dispersive liquid–liquid microextraction and two miscible stripping solvents followed by GC–MS for quantification of 16 PAHs in environmental samples. Chromatographia 81:487–499

    Article  CAS  Google Scholar 

  23. Li N, Jiang HL, Wang X, Xu G, Zhang B, Wang L, Zhao RS, Lin J-M (2018) Recent advances in graphene-based magnetic composites for magnetic solid-phase extraction. TrAC Trend Anal Chem 102:60–74

    Article  CAS  Google Scholar 

  24. Lia QL, Wang LL, Wang X, Wang ML, Zhao RS (2016) Magnetic metal-organic nanotubes: an adsorbent for magnetic solid-phase extraction of polychlorinated biphenyls from environmental and biological samples. J Chromatogr A 1449:39–47

    Article  Google Scholar 

  25. Zhang D, Zhang L, Liu T (2018) Magnetic cellulose-based carbon fiber hybrid as dispersive solid-phase extraction material for simultaneous detection of six bisphenol analogs from environmental samples. Analyst 143:3100–3106

    Article  CAS  Google Scholar 

  26. Lian L, Lv J, Wang X, Lou D (2018) Magnetic solid-phase extraction of tetracyclines using ferrous oxide coated magnetic silica microspheres from water samples. J Chromatogr A 1534:1–9

    Article  CAS  Google Scholar 

  27. Keramat A, Zare-Dorabei R (2017) Ultrasound-assisted dispersive magnetic solid phase extraction for preconcentration and determination of trace amount of Hg(II) ions from food samples and aqueous solution by magnetic graphene oxide (Fe3O4@GO/2-PTSC): Central composite design optimization. Ultrason Sonochem 38:421–429

    Article  CAS  Google Scholar 

  28. Xia L, Liu L, Lv X, Qu F, Li G, You J (2017) Towards the determination of sulfonamides in meat samples: a magnetic and mesoporous metal–organic framework as an efficient sorbent for magnetic solid phase extraction combined with high-performance liquid chromatography. J Chromatogr A 1500:24–31

    Article  CAS  Google Scholar 

  29. Li N, Chen J, Shi YP (2017) Magnetic polyethyleneimine functionalized reduced graphene oxide as a novel magnetic solid-phase extraction adsorbent for the determination of polar acidic herbicides in rice. Anal Chim Acta 949:23–34

    Article  CAS  Google Scholar 

  30. Mehdinia A, Khojasteh E, Baradaran T, Jabbari KA (2014) Magnetic solid phase extraction using gold immobilized magnetic mesoporous silica nanoparticles coupled with dispersive liquid–liquid microextraction for determination of polycyclic aromatic hydrocarbons. J Chromatogr A 1364:20–27

    Article  CAS  Google Scholar 

  31. Rezaee M, Mashayekhi HA (2012) Solid-phase extraction combined with dispersive liquid–liquid microextraction as an efficient and simple method for the determination of carbamazepine in biological samples. Anal Methods 4:2887–2892

    Article  CAS  Google Scholar 

  32. Ebrahimpour B, Yamini Y, Seidi S, Tajik M (2015) Nano polypyrrole-coated magnetic solid phase extraction followed by dispersive liquid phase microextraction for trace determination of megestrol acetate and levonorgestrel. Anal Chim Acta 885:98–105

    Article  CAS  Google Scholar 

  33. Asgharinezhad AA, Mollazadeh N, Ebrahimzadeh H, Mirbabaei F, Shekari N (2014) Magnetic nanoparticles based dispersive micro-solid-phase extraction as a novel technique for coextraction of acidic and basic drugs from biological fluids and waste water. J Chromatogr A 1338:1–8

    Article  CAS  Google Scholar 

  34. Zhao YG, Chen XH, Pan SD, Zhu H, Shen HY, Jin MC (2013) Simultaneous analysis of eight phenolic environmental estrogens in blood using dispersive micro-solid-phase extraction combined with ultra fast liquid chromatography-tandem mass spectrometry. Talanta 115:787–797

    Article  CAS  Google Scholar 

  35. Campone L, Piccinelli AL, Celano R, Rastrelli L (2011) Application of dispersive liquid–liquid microextraction for the determination of aflatoxins B1, B2, G1 and G2 in cereal products. J Chromatogr A 1218:7648–7654

    Article  CAS  Google Scholar 

  36. Tahmasebi E, Yamini Y, Seidi S, Rezazadeh M (2013) Extraction of three nitrophenols using polypyrrole-coated magnetic nanoparticles based on anion exchange process. J Chromatogr A 1314:15–23

    Article  CAS  Google Scholar 

  37. Asgharinezhad AA, Ebrahimzadeh H (2016) A simple and fast method based on mixed hemimicelles coated magnetite nanoparticles for simultaneous extraction of acidic and basic pollutants. Anal Bioanal Chem 408:473–486

    Article  CAS  Google Scholar 

  38. Asgharinezhad AA, Ebrahimzadeh H (2016) Poly(2-aminobenzothiazole)-coated graphene oxide/magnetite nanoparticles composite as an efficient sorbent for determination of non-steroidal anti-inflammatory drugs in urine sample. J Chromatogr A 1435:18–29

    Article  CAS  Google Scholar 

  39. Rodriguez Flores J, BerzasNevado JJ, Contento Salcedo AM, Cabello Diaz MP (2005) Nonaqueous capillary electrophoresis method for the analysis of tamoxifen, imipramine and their main metabolites in urine. Talanta 65:155–162

    Article  Google Scholar 

  40. Xiong C, Ruan J, Cai Y, Tang Y (2009) Extraction and determination of some psychotropic drugs in urine samples using dispersive liquid–liquid microextraction followed by high-performance liquid chromatography. J Pharm Biomed Anal 49:572–578

    Article  CAS  Google Scholar 

  41. Cruz-Vera M, Lucena R, Cardenas S, Valcareel V (2008) Combined use of carbon nanotubes and ionic liquid to improve the determination of antidepressants in urine samples by liquid chromatography. Anal Bioanal Chem 391:1139–1145

    Article  CAS  Google Scholar 

  42. Ebrahimzadeh H, Saharkhiz Z, Tavassoli M, Kamarei F, Asgharinezhad AA (2011) Ultrasound-assisted emulsification microextraction based on solidification of floating organic droplet combined with HPLC-UV for the analysis of antidepressant drugs in biological samples. J Sep Sci 34:1275–1282

    Article  CAS  Google Scholar 

  43. Madrakian T, Haryani R, Ahmadi M, Afkhami A (2015) Spectrofluorometric determination of venlafaxine in biological samples after selective extraction on the superparamagnetic surface molecularly imprinted nanoparticles. Anal Methods 7:428–435

    Article  CAS  Google Scholar 

  44. Sanghavi BJ, Srivastava AK (2011) Adsorptive stripping differential pulse voltammetric determination of venlafaxine and desvenlafaxine employing Nafion-carbon nanotube composite glassy carbon electrode. Electrochim Acta 56:4188–4196

    Article  CAS  Google Scholar 

  45. Dandan G, Lee HK (2013) Ionic liquid based dispersive liquid–liquid microextraction coupled with micro-solid phase extraction of antidepressant drugs from environmental water samples. J Chromatogr A 1317:217–222

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Faculty of Chemistry, Shahid Beheshti University, G.C., Evin, Tehran, Iran

    Niloofar Jalilian, Ali Akbar Asgharinezhad, Homeira Ebrahimzadeh & Sara Karami

  2. Department of Chemistry, Tarbiat Modares University, Tehran, Iran

    Karam Molaei

Authors
  1. Niloofar Jalilian
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Ali Akbar Asgharinezhad
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Homeira Ebrahimzadeh
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Karam Molaei
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Sara Karami
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Homeira Ebrahimzadeh.

Ethics declarations

Conflict of interest

The authors declare that they have no conflict of interest.

Ethical approval

Authentic samples are analyzed routinely by the laboratory, and therefore the ethical standards are guaranteed by the hospital where they are collected. All procedures performed in studies involving human participants were in accordance with the ethical standards of the institutional and/or national research committee.

Research involving human participants and/or animals

This article does not contain any study (clinical trials) involving human participants or animals.

Informed consent

Informed consent was obtained from all individual participants included in this study.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary material 1 (DOCX 96 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Jalilian, N., Asgharinezhad, A.A., Ebrahimzadeh, H. et al. Magnetic Solid Phase Extraction Based on Modified Magnetite Nanoparticles Coupled with Dispersive Liquid–Liquid Microextraction as an Efficient Method for Simultaneous Extraction of Hydrophobic and Hydrophilic Drugs. Chromatographia 81, 1569–1578 (2018). https://doi.org/10.1007/s10337-018-3612-3

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10337-018-3612-3

Keywords

Search

Navigation