Molecularly Imprinted Polymers (MIP) for Selective Solid Phase Extraction of Celecoxib in Urine Samples Followed by High Performance Liquid Chromatography

Authors

Department of Chemistry, Islamic Azad University, Saveh Branch, Saveh, Iran

Abstract

In this study, for the analysis of human urine samples, a novel method explained for the determination of celecoxib, a nonsteroidal anti-inflammatory drug (NSAID), using molecularly imprinted solid-phase extraction (MISPE) coupled with high-performance liquid chromatography (HPLC). The synthesis of the MIP was performed by precipitation polymerization in methacrylic acid (MAA), ethylene glycol dimethacrylate (EGDMA), chloroform, 2,2′-azobisisobutyronitrile (AIBN) and celecoxib as the functional monomer, cross-linker monomer, solvent, initiator and target drug, respectively. The celecoxib imprinted polymer was utilized as a specific sorbent for the solid phase extraction (SPE) of celecoxib from samples. The molecularly imprinted polymer (MIP) performance was compared with the synthesized non-molecularly imprinted polymer (NIP). Scanning electron microscopy (SEM), FT-IR spectroscopy, UV-VIS spectrophotometry and thermogravimetric analysis (TGA/DTG) were used for characterizing the synthesized polymers. Moreover, the MISPE procedure parameters such as pH, eluent solvent flow rate, eluent volume and sorbent mass that probably inï‌‚uence the extraction process have been optimized to achieve the highest celecoxib extraction efï‌ciency. The relative standard deviation (RSD %), recovery percent, limit of detection (LOD) and limit of quantification (LOQ) of this proposed method were 1.12%, 96%, 8 µg L-1 and 26.7 µg L-1, respectively. The proposed MISPE-HPLC-UV method can be used for the separation and enrichment of trace amounts of celecoxib in human urine and biological samples.

Keywords

References

  1. Chawla G., Piyush G., Thilagavathi S., 2003, Characterization of Solid-State Forms of Celecoxib. Eur J Pharmaceut Sci. 20, 305ââ‚‌“317.
  2. Arabi M., Ghaedi M., Ostovan A., Tashkhourian J., Asadallahzadeh H., 2016, Synthesis and Application of Molecularly Imprinted Nanoparticles Combined Ultrasonic Assisted for Highly Selective Solid Phase Extraction Trace Amount of Celecoxib from Human Plasma Samples Using Design Expert (DXB) Software. Ultrasonics Sonochemistry. 33, 67ââ‚‌“76.
  3. Saha R.N., Sajeev C., Jadhav P.R., Patil S.P., Srinivasan N., 2002, Determination of Celecoxib in Pharmaceutical Formulations Using UV Spectrophotometry and Liquid Chromatography. J Pharm Biomed Anal. 28(3-4), 741-751.
  4. Hamama A.K., Ray J., O. Day R., Brien E., Anne J., 2005, Simultaneous Determination of Rofecoxib and Celecoxib in Human Plasma by High-Performance Liquid Chromatography. J Chromato Sci. 43, 351-354.
  5. Zhang M., Moore G.A., Gardiner S.J., Begg E.J.J., 2006, Sensitive Method for the Determination of Amsulosin in Human Plasma Using High-Performance Liquid Chromatography with Fluores-cence Detection. J Chromatogr B. 830, 245-253.
  6. Zarghi A., Shafaati A., Foroutan S.M., Khoddam A., 2006, Simple and Rapid High Performance Liquid Chromatographic Method for Determination of Celecoxib in Plasma Using UV Detection: Application in Pharmacokinetic Studies. J. Chromatogr. B. 835, 100ââ‚‌“104.
  7. Störmer E., Bauer S., Kirchheiner J., Brockmöller J.R., Roots I., 2003, Simultaneous Determination of Celecoxib, Hydroxylcelecoxib, and Carboxycelecoxib in Human Plasma Using Gradient Reversed-Phase Liquid Chromatography with Ultraviolet Absorbance Detection. J Chromatogr B. 783, 207ââ‚‌“212.
  8. Schonberger F., Heinkele G., Murdter T.E., Brenner S., Klotz U., Hofmann U., 2002, Simple and Sensitive Method for the Determination of Celecoxib in Human Serum by High-Performance Liquid Chromatography with Fluorescence Detection. J Chromatogr B. 768, 255ââ‚‌“260.
  9. Ptácek P., Klíma J., Macek J., 2012, Determination of Celecoxib in Human Plasma by Liquid Chromatographyââ‚‌“Tandem Mass Spectrometry. J Chromatogr B. 899, 163-166.
  10. Chandran S., Jadhav P.R., Kharwade P.B., Saha R.N., 2006, Rapid and Sensitive Spectrofluorometric. Indian J Pharm Sci. 68, 20-42.
  11. García-Galán M.J., Díaz-Cruz M.S., Barcel D., 2010, Determination of Triazines and Their Metabolites in Environmental Samples Using Molecularly Imprinted Polymer Extraction, Pressurized Liquid Extraction and LCââ‚‌“Tandem Mass Spectrometry. J Hydrol. 383(1ââ‚‌“2), 30ââ‚‌“38.
  12. Zhong Lan S., Dong Y., Qing S., 2011, Selective Solid-Phase Extraction Using Molecularly Imprinted Polymer for Analysis of Methamidophos in Water and Soil Samples. Biosci Biotechnol Biochem. 75(3), 473-479.
  13. Shoufang Xu, Jinhua Li, Lingxin Chen., 2011, Molecularly Imprinted Polymers by Reversible Additionââ‚‌“Fragmentation Chain Transfer Precipitation Polymerization for Preconcentration of Atrazine in Food Matrices. Talanta. 85, 282ââ‚‌“289.
  14. Rezaei B., Mallakpour S., Rahmanian O., 2010, Application of Molecularly Imprinted Polymer for Solid Phase Extraction and Preconcentration of Hydrochlorothiazide in Pharmaceutical and Serum Sample Analysis. J Iran Chem Soc. 7(4), 1004-1011.
  15. Javanbakht M., Eynollahi Fard S., Mohammadi A., Abdouss M., Ganjali M.R., Norouzi P., Safaraliee L., 2008, Molecularly Imprinted Polymer Based Potentiometric Sensor for the Determination of Hydroxyzine in Tablets and Biological Fluids. Anal Chim Acta. 612(1), 65ââ‚‌“74.
  16. Rao R.N., Maurya P.K., Khalid S., 2011, Devel-opment of a Molecularly Imprinted Polymer for Selective Extraction Followed by Liquid Chromatographic Determination of Sitagliptin in Rat Plasma and Urine. Talanta. 85, 950ââ‚‌“957.
  17. Hua Li, Dan Li., 2015, Preparation of a Pipette Tip-Based Molecularly Imprinted Solid-Phase Micro-extraction Monolith by Epitope Approach and its Application for Determination of Enkephalins in Human Cerebrospinal Fluid. J Pharmaceut Biomed Anal. 115, 330ââ‚‌“338.
  18. Yun Lei, Guanhong Xu, Fangdi Wei, Jing Yang, Qin Hu., 2014, Preparation of a Stir Bar Coated With Molecularly Imprinted Polymerand its Application in Analysis of Dopamine in Urine. J Pharmaceut Biomed Anal. 94, 118ââ‚‌“124.
  19. Elijan A., Fu Q., Fang Q., 2010, In Situ Polymerization Preparation of Chiral Molecular Imprinting Polymers Monolithic Column for Amlodipine and its Recognition Properties Study. J Polym Res. 17, 401ââ‚‌“409.
  20. Arvand M., Asadi Samie H., 2013, A Biomimetic Potentiometric Sensor Based on molecularly Imprinted Polymer for the Determination of Memantine in Tablets. Drug Test Anal. 5(6), 461-467.
  21. Omidi F., Behbahani M., Sadeghi Abandansari H., Sedighi A., 2014, Application of Molecular Imprinted Polymer Nanoparticles as a Selective Solid phase Extraction for Preconcentration and Trace Determination of 2,4-Dichlorophenoxyacetic Acid in the Human Urine and Different Water Samples. J Environ Health Sci Engin. 12, 137-138.
  22. Jiao-Jiao Du, Rui-Xia Gao, Hu Yu, Xiao-Jing Li, Hui Mu, 2015, Selective Extraction of Dimethoate from Cucumber Samples by Use of Molecularly Imprinted Microspheres. J Pharmaceut Anal. 5(3), 200ââ‚‌“206.
  23. Koohpaei A.R., Shahtaheri S.J., Ganjali M.R., Rahimi Forushani A., Golbabaei F., 2008, Application of Multivariate Analysis to the Screening of Molecularly Imprinted Polymers (MIPs) for Ametryn. Talanta. 75(4), 978-986.
  24. Garcia R., Cabrita M.J., Costa Freitas A.M., 2011, Application of Molecularly Imprinted Polymers for the Analysis of Pesticide Residues in Food-A Highly Selective and Innovative Approach. Am J Anal Chemistry. 2, 16-25.
  25. Sharma P.S., Dabrowski M., Dââ‚‌™Souza F., Kutner W., 2013, Surface Development of Molecularly Imprinted Polymer Films to Enhance Sensing Signals. Trends Anal Chem. 51, 146ââ‚‌“157.
Journal of Chemical Health Risks

Volume 7, Issue 3
Summer 2017

Files

History

  • Receive Date: 03 September 2017
  • Revise Date: 08 April 2020
  • Accept Date: 29 October 2018

Share

How to cite

Statistics