Nashrieh Shimi va Mohandesi Shimi Iran

Nashrieh Shimi va Mohandesi Shimi Iran

Application of Molecularly Imprinted Solid-Phase Extraction Coupled with HPLC for Preconcentration and Trace Determination of Celecoxib in the Human Urine Samples: Optimization by Central Composite Design (CCD)

Document Type : Research Article

Authors
Saeideh Ansari
Azam Ghorbani
Department of Chemistry, Islamic Azad University, Saveh Branch, Saveh, I.R. IRAN
Abstract
A Molecularly Imprinted Solid-Phase Extraction (MISPE) coupled with High-Performance Liquid Chromatography with UV detection (HPLC/UV) described for preconcentration and trace determination of celecoxib in human urine samples. The synthesis of the Molecularly Imprinted Polymer (MIP) was performed by a non-covalent approach using methacrylic acid (MAA) as the functional monomer, ethylene glycol dimethacrylate (EGDMA) as the cross-linker monomer, chloroform as the solvent, 2,2′-azobisisobutyronitrile (AIBN) as the initiator and celecoxib template as the target drug. Non-molecularly Imprinted Polymer (NIP) was also synthesized for comparison. Scanning Electron Microscopy (SEM) and FT-IR spectroscopy were used for characterizing the synthesized polymers. Also, a Central Composite Design (CCD) under Response Surface Methodology (RSM) and chemometrics applied to investigate and optimize the MISPE procedure parameters such as pH, loading and eluent solvent flow-rate, eluent solvent volume and sorbent mass, that probably influence the extraction process, to achieve the highest celecoxib extraction efficiency. Batch rebinding capacity of celecoxib was determined from the derived Langmuir isotherm and was found to be 15.06 mg/g. The Limit of Detection (LOD) and Limit of Quantification (LOQ) of this proposed method were 8 ng/mL and 26.7 ng/mL, respectively. The recoveries were 92.60-102% and the Relative Standard Deviation (RSD %) was lower than 4.65% in spiked urine samples. Accordingly, the proposed MISPE-HPLC/UV method can be used for the separation of trace amounts of celecoxib in human urine samples.
Keywords
Celecoxib
Solid-phase extraction
Molecularly imprinted polymer
high-performance liquid chromatography
Optimization
Central composite design

Subjects

[1] Chawla G., Piyush G., Thilagavathi S., Characterization of Solid-State Forms of Celecoxib, Eur. J. Pharm. Sci., 20: 305-317 (2003).
[2] Arabi M., Ghaedi M., Ostovan A., Tashkhourian J., Asadallahzadeh H., 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, Ultrason. Sonochem., 33: 67-76 (2016).
[3] Saha R.N., Sajeev C., Jadhav P.R., Patil S.P., Srinivasan N., Determination of Celecoxib in Pharmaceutical Formulations Using UV Spectrophotometry and Liquid Chromatography, J. Pharm. Biomed. Anal., 28(3-4): 741-751(2002).
[4] Gong L., Thorn C.F., Bertagnolli M.M., Grosser T., Altman R.B., Klein T.E., Celecoxib Pathways: Pharmacokinetics and Pharmacodynamics, Pharmacogenet. Genomics, 22(4): 310-318 (2012).
[5] Hamama A.K., Ray J., O. Day R., Brien E., Anne J., Simultaneous Determination of Rofecoxib and Celecoxib in Human Plasma by High-Performance Liquid Chromatography, J. Chromatogr. Sci., 43: 351-354 (2005).
[6] Zhang M., Moore G.A., Gardiner S.J., Begg E.J.J., Sensitive Method for the Determination of Amsulosin in Human Plasma Using High-Performance Liquid Chromatography with Fluorescence Detection, J. Chromatogr. B., 830: 245-253 (2006).
[7] Zarghi A., Shafaati A., Foroutan S.M., Khoddam A., 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: 100-104 (2006).
[8] Störmer E., Bauer S., Kirchheiner J., Brockmöller J.R., Roots I., Simultaneous Determination of Celecoxib, Hydroxylcelecoxib, and Carboxycelecoxib in Human Plasma Using Gradient Reversed-Phase Liquid Chromatography with Ultraviolet Absorbance Detection, J. Chromatogr. B, 783: 207-212 (2003).
[9] Schonberger F., Heinkele G., Murdter T.E., Brenner S., Klotz U., Hofmann U., Simple and Sensitive Method for the Determination of Celecoxib in Human Serum by High-Performance Liquid Chromatography with Fluorescence Detection, J. Chromatogr. B, 768: 255-260 (2002).
[10] Ptácek P., Klíma J., Macek J., Determination of Celecoxib in Human Plasma by Liquid Chromatography–Tandem Mass Spectrometry, J. Chromatogr. B, 899: 163-166 (2012).
[11] Chandran S., Jadhav P.R., Kharwade P.B., Saha R.N., Rapid and Sensitive Spectrofluorometric, Indian J. Pharm. Sci., 68: 20-42 (2006).
[12] Ansari S., Karimi M., Recent configurations and progressive uses of magnetic molecularly imprinted polymers for drug analysis, Talanta, 167: 470-485 (2017).
[13] Bräutigam L., Vetter G., Tegeder I., Heinkele G., Geisslinger G., Determination of Celecoxib in Human Plasma and Rat Microdialysis Samples by Liquid Chromatography Tandem Mass Spectrometry, J. Chromatogr. B., 761: 203-212 (2001).
[14] Ansari S., Application of magnetic molecularly imprinted polymer as a versatile and highly selective tool in food and environmental analysis: Recent developments and trends, TrAC, Trends Anal. Chem., 90: 89-106 (2017).
[15] Ansari S., Karimi M., Challenges and Trends in Trace Determination of Drug Analysis Using Molecularly Imprinted Solid-Phase Microextraction Technology, Talanta, 164: 612-625 (2016).
[16] Xu S., Li J., Chen L., Molecularly Imprinted Polymers by Reversible Addition–Fragmentation Chain Transfer Precipitation Polymerization for Preconcentration of Atrazine in Food Matrices, Talanta, 85: 282-289 (2011).
[17] Ansari S., Karimi M., Novel developments and trends of analytical methods for drug analysis in biological and environmental samples by molecularly imprinted polymers, TrAC, Trends Anal. Chem., 89: 146-162 (2017).
[18] Rao R.N., Maurya P.K., Khalid S., Development of a Molecularly Imprinted Polymer for Selective Extraction Followed by Liquid Chromatographic Determination of Sitagliptin in Rat Plasma and Urine, Talanta, 85: 950-957 (2011).
[19] Lei Y., Xu G., Wei F., Yang J., Hu Q., Preparation of a Stir Bar Coated with Molecularly Imprinted Polymerand its Application in Analysis of Dopamine in Urine, J. Pharm. Biomed. Anal., 94: 118-124 (2014).
[20] Elijan A., Fu Q., Fang Q., In Situ Polymerization Preparation of Chiral Molecular Imprinting Polymers Monolithic Column for Amlodipine and its Recognition Properties Study, J. Polym. Res., 17: 401-409 (2010).
[21] Arvand M., Asadi Samie H., A Biomimetic Potentiometric Sensor Based on molecularly Imprinted Polymer for the Determination of Memantine in Tablets, Drug Test Anal., 5(6): 461-467 (2013).
[22] Omidi F., Behbahani M., Sadeghi Abandansari H., Sedighi A., 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. Eng., 12: 137-138 (2014).
[23] Du J.J., Gao R.X., Yu H., Li X.J., Mu H., Selective Extraction of Dimethoate from Cucumber Samples by Use of Molecularly Imprinted Microspheres, J. Pharm. Anal., 5(3): 200-206 (2015).
 [24]Cormack P.A.G., Elorza A.Z., Molecularly Imprinted Polymers: Synthesis and Characterization, J. Chromatogr. B., 804: 173-182 (2004).
[25] Koohpaei A.R., Shahtaheri S.J., Ganjali M.R., Rahimi Forushani A., Golbabaei F., Application of Multivariate Analysis to the Screening of Molecularly Imprinted Polymers (MIPs) for Ametryn, Talanta, 75(4): 978-986 (2008).
[26] Garcia R., Cabrita M.J., Costa Freitas A.M., Application of Molecularly Imprinted Polymers for the Analysis of Pesticide Residues in Food-A Highly Selective and Innovative Approach, Am. J. Anal. Chem., 2: 16-25 (2011).
[27] Kolaei M., Dashtian K., Rafiee Z., Ghaedi M., Ultrasonic-Assisted Magnetic Solid Phase Extraction of Morphine in Urine Samples by New Imprinted Polymer-Supported on MWCNT-Fe3O4-NPs: Central Composite Design Optimization, Ultrason. Sonochem., 33: 240-248 (2016).
[28] Liu Q.S., Zheng T., Li N., Wang P., Abulikemu G., Modification of Bamboo-Based Activated Carbon Using Microwave Radiation and its Effects on the Adsorption of Methylene Blue, Appl. Surf. Sci., 256: 3309-3315 (2010).
[29] Najafi M., Yousefi Y., Rafati A.A., Synthesis, Characterization and Adsorption Studies of Several Heavy Metal Ions on Amino-Functionalized Silica Nano Hollow Sphere and Silica Gel, Sep. Purif. Tech., 85: 193-205 (2012).
[30] Jin Y., Row K.H., Adsorption Isotherm of Ibuprofen on Molecular Imprinted Polymer, Korean J. Chem. Eng., 22(2): 264-267 (2005).
[31] Baboota S., Faiyaz S., Ahuja A., Ali J., Shafiq S., Ahmad S., Development and Validation of A Stability-Indicating HPLC Method for Analysis of Celecoxib (CXB) in Bulk Drug and Microemulsion Formulations, Acta Chromatographica, 18: 116-124 (2007).
[32] Ptácek P., Klíma J., Macek J., Determination of Celecoxib in Human Plasma by Liquid Chromatography-Tandem mass Spectrometry, J. Chromatogr. B., 899: 163-166 (2012).