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Microchimica Acta

, 186:427 | Cite as

Voltammetric determination of adefovir dipivoxil by using a nanocomposite prepared from molecularly imprinted poly(o-phenylenediamine), multi-walled carbon nanotubes and carbon nitride

  • Parisa Seyed Dorraji
  • Marzieh Noori
  • Lida FotouhiEmail author
Original Paper
  • 19 Downloads

Abstract

An electrochemical sensor for adefovir dipivoxil (ADV) detection was prepared by electropolymerization of o-phenylenediamine in the presence of ADV on a glassy carbon electrode modified with multi-walled carbon nanotubes and carbon nitride. The electrode was characterized by field emission scanning electron microscopy and differential pulse voltammetry. The performance was optimized by response surface methodology. The changes in differential pulse voltammetric peak currents of the redox probe, ferricyanide, were linear to ADV concentrations in the range from 0.1 to 9.9 μmol L-1, with the detection limit of 0.05 μmol L-1 (S/N = 3). The sensor was applied to the determination of ADV in drug formulations, human serum and urine samples. It is selective due to the use of an imprinted material, well reproducible, long-term stable, and regenerable.

Graphical abstract

By merging the unique properties of carbon nitride with intrinsic properties of MWCNTs, and molecularly imprinted polymers, a novel electrochemical sensor with selective binding sites was prepared for determination of adefovir dipivoxil in pharmaceutical and biological samples.

Keywords

Voltammetric sensor Multi-walled carbon nanotubes Molecularly imprinted polymer Carbon nitride 

Notes

Acknowledgements

Financial supports of the work by Alzahra University Research Council and Iranian National Science Foundation (INSF) (grant number 97009016) are highly acknowledged.

Compliance with ethical standards

The author(s) declare that they have no competing interests.

Supplementary material

604_2019_3538_MOESM1_ESM.docx (317 kb)
ESM 1 (DOCX 317 kb)

References

  1. 1.
    Uygun ZO, Dilgin Y (2013) A novel impedimetric sensor based on molecularly imprinted polypyrrole modified pencil graphite electrode for trace level determination of chlorpyrifos. Sens Actuators B Chem 188:78–84.  https://doi.org/10.1016/j.snb.2013.06.075 CrossRefGoogle Scholar
  2. 2.
    Riskin M, Tel-Vered R, Bourenko T, Granot E, Willner I (2008) Imprinting of molecular recognition sites through electropolymerization of functionalized au nanoparticles: development of an electrochemical TNT sensor based on π-donor− acceptor interactions. J Am Chem Soc 130(30):9726–9733CrossRefGoogle Scholar
  3. 3.
    Zhang J, Wang Y, Lv R, Xu L (2010) Electrochemical tolazoline sensor based on gold nanoparticles and imprinted poly-o-aminothiophenol film. Electrochim Acta 55(12):4039–4044CrossRefGoogle Scholar
  4. 4.
    Yan X, Deng J, Xu J, Li H, Wang L, Chen D, Xie JJS (2012) A novel electrochemical sensor for isocarbophos based on a glassy carbon electrode modified with electropolymerized molecularly imprinted terpolymer. Sens Actuators B Chem 171:1087–1094CrossRefGoogle Scholar
  5. 5.
    Pietrzyk A, Suriyanarayanan S, Kutner W, Chitta R, D’Souza F (2009) Selective histamine piezoelectric chemosensor using a recognition film of the molecularly imprinted polymer of bis (bithiophene) derivatives. Anal Chem 81(7):2633–2643CrossRefGoogle Scholar
  6. 6.
    Wang L, Zhu H, Song Y, Liu L, He Z, Wan L, Chen S, Xiang Y, Chen S, Chen J (2012) Architecture of poly (o-phenylenediamine)–ag nanoparticle composites for a hydrogen peroxide sensor. Electrochim Acta 60:314–320CrossRefGoogle Scholar
  7. 7.
    Li H, Guan H, Dai H, Tong Y, Zhao X, Qi W, Majeed S, Xu G (2012) An amperometric sensor for the determination of benzophenone in food packaging materials based on the electropolymerized molecularly imprinted poly-o-phenylenediamine film. Talanta 99:811–815CrossRefGoogle Scholar
  8. 8.
    Berti F, Todros S, Lakshmi D, Whitcombe MJ, Chianella I, Ferroni M, Piletsky SA, Turner AP, Marrazza G (2010) Quasi-monodimensional polyaniline nanostructures for enhanced molecularly imprinted polymer-based sensing. Biosens Bioelectron 26(2):497–503CrossRefGoogle Scholar
  9. 9.
    Huang J, Wei Z, Chen J (2008) Molecular imprinted polypyrrole nanowires for chiral amino acid recognition. Sens Actuators B Chem 134(2):573–578CrossRefGoogle Scholar
  10. 10.
    Li J, Zhao J, Wei X (2009) A sensitive and selective sensor for dopamine determination based on a molecularly imprinted electropolymer of o-aminophenol. Sens Actuators B Chem 140(2):663–669CrossRefGoogle Scholar
  11. 11.
    Liu YT, Deng J, Xiao XL, Ding L, Yuan YL, Li H, Li XT, Yan XN, Wang LL (2011) Electrochemical sensor based on a poly (Para-aminobenzoic acid) film modified glassy carbon electrode for the determination of melamine in milk. Electrochim Acta 56(12):4595–4602CrossRefGoogle Scholar
  12. 12.
    Chirizzi D, Malitesta C (2011) Potentiometric urea biosensor based on urease immobilized by an electrosynthesized poly (o-phenylenediamine) film with buffering capability. Sens Actuators B Chem 157(1):211–215CrossRefGoogle Scholar
  13. 13.
    Rajasekar A, Ting Y-P (2011) Inhibition of biocorrosion of aluminum 2024 aeronautical alloy by conductive ladder polymer poly (o-phenylenediamine). Ind Eng Chem Res 50(4):2040–2046CrossRefGoogle Scholar
  14. 14.
    Pisarevskaya EY, Serdyuk T, Ovsyannikova E, Buryak A, Alpatova N (2010) Electropolymerization features of o-phenylenediamine on carbon electrode with developed surface. Synth Met 160(21–22):2366–2370CrossRefGoogle Scholar
  15. 15.
    Muthirulan P, Rajendran N (2012) Poly (o-phenylenediamine) coatings on mild steel: electrosynthesis, characterization and its corrosion protection ability in acid medium. Surf Coat Technol 206(8–9):2072–2078CrossRefGoogle Scholar
  16. 16.
    Ahmed Z, Gopinath B, Shetty A, Sridhar B (2009) Development and validation of RP-HPLC method for the determination of adefovir dipivoxil in bulk and in pharmaceutical formulation. J Chem 6(2):469–474Google Scholar
  17. 17.
    Vávrová K, Lorencová K, Klimentová J, Novotný J, Hrabálek A (2007) HPLC method for determination of in vitro delivery through and into porcine skin of adefovir (PMEA). J Chromatogr B 853(1–2):198–203CrossRefGoogle Scholar
  18. 18.
    Sparidans RW, Veldkamp A, Hoetelmans RM, Beijnen JH (1999) Improved and simplified liquid chromatographic assay for adefovir, a novel antiviral drug, in human plasma using derivatization with chloroacetaldehyde. J Chromatogr B 736(1–2):115–121CrossRefGoogle Scholar
  19. 19.
    Hughes WT, Shenep JL, Rodman JH, Fridland A, Willoughby R, Blanchard S, Purdue L, Coakley DF, Cundy KC, Culnane M (2000) Single-dose pharmacokinetics and safety of the oral antiviral compound adefovir dipivoxil in children infected with human immunodeficiency virus type 1. Antimicrob Agents Chemother 44(4):1041–1046CrossRefGoogle Scholar
  20. 20.
    Xiong Z, Zhang Y, Qin F, Qin T, Yang S, Li F (2010) Hydrophilic interaction liquid chromatography–tandem mass spectrometry for the determination of adefovir in human plasma and its application to a pharmacokinetic study. J Chromatogr B 878(23):2111–2116CrossRefGoogle Scholar
  21. 21.
    Xie H-T, Wang G-J, Xu M-J, Jia Y-W, Li H, Sun J-G, Li P (2010) A new LC–MS–MS method for quantitative analysis of adefovir, and its use for pharmacokinetic studies in healthy Chinese volunteers. Chromatographia 71(7–8):587–593CrossRefGoogle Scholar
  22. 22.
    Sun D, Wang H, Wang B, Guo R (2006) Development and validation of a sensitive LC–MS/MS method for the determination of adefovir in human serum and urine. J Pharm Biomed Anal 42(3):372–378CrossRefGoogle Scholar
  23. 23.
    Ahmed Z, Manohara Y, Channabasawaraj K, Majumdar M (2008) Spectrophotometric determination of adefovir dipivoxil in bulk and pharmaceutical formulation. J Chem 5(4):713–717Google Scholar
  24. 24.
    S-l Y, Yang R, H-j Z, J-j LI, L-b QU (2008) Electrochemical behavior of Adefovir Dipivoxil and its application. J Zhengzhou Univ (Natural Science Edition) 40(1):107Google Scholar
  25. 25.
    Jain R, Sharma R (2012) Voltammetric quantification of anti-hepatitis drug Adefovir in biological matrix and pharmaceutical formulation. J Pharm Anal 2(2):98–104CrossRefGoogle Scholar
  26. 26.
    Miller JN, Miller JCJE UK: Pearson education limited (2000) statistics and chemometrics for analytical chemistry, 4th edGoogle Scholar
  27. 27.
    Goos P, Jones B (2011) Optimal design of experiments: a case study approach. John Wiley & SonsGoogle Scholar
  28. 28.
    Green JM (1996) Peer reviewed: a practical guide to analytical method validation. Anal Chem 68(9):305A–309ACrossRefGoogle Scholar
  29. 29.
    Amiri M, Salehniya H, Habibi-Yangjeh A (2016) Graphitic carbon nitride/chitosan composite for adsorption and electrochemical determination of mercury in real samples. Ind Eng Chem Res 55(29):8114–8122.  https://doi.org/10.1021/acs.iecr.6b01699 CrossRefGoogle Scholar
  30. 30.
    Takahashi T, Luculescu CR, Uchida K, Ishii T, Yajima H (2005) Dispersion behavior and spectroscopic properties of single-walled carbon nanotubes in chitosan acidic aqueous solutions. Chem Lett 34(11):1516–1517CrossRefGoogle Scholar
  31. 31.
    Box GE, Wilson KB (1951) On the experimental attainment of optimum conditions. J Roy Statist Soc Ser B 13(1):1–38Google Scholar
  32. 32.
    Suh JH, Lee YY, Lee HJ, Kang M, Hur Y, Lee SN, Yang D-H, Han SB (2013) Dispersive liquid–liquid microextraction based on solidification of floating organic droplets followed by high performance liquid chromatography for the determination of duloxetine in human plasma. J Pharm Biomed Anal 75:214–219CrossRefGoogle Scholar
  33. 33.
    Li Y, Zhang H, Liu P, Wang D, Li Y, Zhao H (2013) Cross-linked g-C3N4/rGO nanocomposites with tunable band structure and enhanced visible light photocatalytic activity. Small 9(19):3336–3344PubMedGoogle Scholar
  34. 34.
    Ong W-J, Tan L-L, Chai S-P, Yong S-T, Mohamed AR (2015) Surface charge modification via protonation of graphitic carbon nitride (g-C3N4) for electrostatic self-assembly construction of 2D/2D reduced graphene oxide (rGO)/g-C3N4 nanostructures toward enhanced photocatalytic reduction of carbon dioxide to methane. Nano Energy 13:757–770CrossRefGoogle Scholar
  35. 35.
    Pourfarzib M, Dinarvand R, Akbari-adergani B, Mehramizi A, Rastegar H, Shekarchi M (2015) Water-compatible molecularly imprinted polymer as a sorbent for the selective extraction and purification of adefovir from human serum and urine. J Sep Sci 38(10):1755–1762CrossRefGoogle Scholar
  36. 36.
    Shekarchizadeh H, Ensafi AA, Kadivar M (2013) Selective determination of sucrose based on electropolymerized molecularly imprinted polymer modified multiwall carbon nanotubes/glassy carbon electrode. Mater Sci Eng, C 33(6):3553–3561CrossRefGoogle Scholar
  37. 37.
    Guideline IHT validation of analytical procedures: text and methodology Q2 (R1). In: International conference on harmonization, Geneva, Switzerland, 2005. pp 11–12Google Scholar

Copyright information

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

Authors and Affiliations

  • Parisa Seyed Dorraji
    • 1
  • Marzieh Noori
    • 1
  • Lida Fotouhi
    • 1
    Email author
  1. 1.Department of Chemistry, Faculty of Physics and ChemistryAlzahra UniversityTehranIran

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