Yıl: 2022 Cilt: 46 Sayı: 6 Sayfa Aralığı: 1853 - 1865 Metin Dili: İngilizce DOI: 10.55730/1300-0527.3485 İndeks Tarihi: 30-12-2022

A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC

Öz:
Ketoprofen (KET) is an active pharmaceutical compound that has pain relieving and antipyretic effects. Its determination in body fluids and environmental waters is important due to widespread use of the compound. In this study, a selective and reliable method has been developed for the determination of ketoprofen in water and artificial serum using molecularly imprinted polymers (MIPs) as a solid phase extraction sorbent prior to HPLC-DAD detection. The MIP was synthesized by copolymerization of methacrylic acid (MAA) and trimethylpropane trimethacrylate (TRIM) in the presence of ketoprofen as the template. For the sake of comparison, nonimprinted polymer (NIP) was also synthesized under the same experimental conditions without the addition of ketoprofen under the same experimental conditions. Critical extraction parameters such as sample pH, shaking time and sorbent amount were optimized and adjusted to 8.0, 24 h, and 10.0 mg, respectively, for a sample volume of 10.0 mL. MIP showed higher selectivity than NIP towards ketoprofen in an artificial matrix containing another pain relieving drug, ibuprofen, and a cardiovascular drug, metoprolol. The proposed method was successfully applied for the detection of ketoprofen in spiked drinking water, tap water, and artificial serum samples, and showed satisfactory results with respective recoveries of 96.8 % (± 0.8), 93.7% (± 0.6), 62.2% (± 0.6), and 69.9% (± 0.6).
Anahtar Kelime: Ketoprofen molecular imprinted polymers solid phase extraction high performance liquid chromatography NSAIDs

Belge Türü: Makale Makale Türü: Araştırma Makalesi Erişim Türü: Erişime Açık
  • 1. Camilleri J, Baudot R, Wiest L, Vulliet E, Cren-Olivé C et al. Multiresidue fully automated online SPE-HPLC-MS/MS method for the quantification of endocrine-disrupting and pharmaceutical compounds at trace level in surface water. International Journal of Environmental Analytical Chemistry 2015; 95 (1): 67-81. https://doi.org/10.1080/03067319.2014.983494
  • 2. Patrolecco L, Ademollo N, Grenni P, Tolomei A, Barra Caracciolo A et al. Simultaneous determination of human pharmaceuticals in water samples by solid phase extraction and HPLC with UV-fluorescence detection. Microchemical Journal 2012; 107: https://doi.org/10.1016/j. microc.2012.05.035
  • 3. Park SY, Myung S-W. Simultaneous Determination of Nonsteroidal Anti-Inflammatory Drugs in Aqueous Samples Using Dispersive Liquid–Liquid Microextraction and HPLC Analysis. Bulletin of the Korean Chemical Society 2015; 36 (12): 2901-2906. https://doi. org/10.1002/bkcs.10601
  • 4. Li Y, Huang C, Yang J, Peng J, Jin J et al. Multifunctionalized mesoporous silica as an efficient reversed-phase/anion exchange mixed- mode sorbent for solid-phase extraction of four acidic nonsteroidal anti-inflammatory drugs in environmental water samples. Journal of Chromatography A 2017; 1527: 10-17. https://doi.org/10.1016/j.chroma.2017.10.051
  • 5. Fent K, Weston AA, Caminada D. Ecotoxicology of human pharmaceuticals. Aquatic Toxicology. 2006; 76 (2): 122-159. https://doi. org/10.1016/j.aquatox.2005.09.009
  • 6. Zunngu SS, Madikizela LM, Chimuka L, Mdluli PS. Synthesis and application of a molecularly imprinted polymer in the solid-phase extraction of ketoprofen from wastewater. Comptes Rendus Chimie 2017; 20 (5): 585-591. https://doi.org/10.1016/j.crci.2016.09.006
  • 7. Olcer YA, Demirkurt M, Demir MM, Eroglu AE. Development of molecularly imprinted polymers (MIPs) as a solid phase extraction (SPE) sorbent for the determination of ibuprofen in water. RSC Advances 2017; 7 (50): 31441-31447. https://doi.org/10.1039/C7RA05254E
  • 8. Hashim NH, Khan SJ. Enantioselective analysis of ibuprofen, ketoprofen and naproxen in wastewater and environmental water samples. Journal of Chromatography A 2011; 1218 (29): 4746-4754. https://doi.org/10.1016/j.chroma.2011.05.046
  • 9. Noche GG, Laespada MEF, Pavón JLP, Cordero BM, Lorenzo SM. Microextraction by packed sorbent for the analysis of pharmaceutical residues in environmental water samples by in situ derivatization-programmed temperature vaporizer–gas chromatography–mass spectrometry. Journal of Chromatography A 2011; 1218 (52): 9390-9396. https://doi.org/10.1016/j.chroma.2011.10.094
  • 10. Martinez-Sena T, Armenta S, Guardia M, Esteve-Turrillas F. Determination of non-steroidal anti-inflammatory drugs in water and urine using selective molecular imprinted polymer extraction and liquid chromatography. Journal of Pharmaceutical and Biomedical Analysis 2016; 131: https://doi.org/10.1016/j.jpba.2016.08.006
  • 11. Zaidi S, Cheong WJ. Preparation of an open-tubular capillary column with a monolithic layer of S-ketoprofen imprinted and 4-styrenesulfonic acid incorporated polymer and its enhanced chiral separation performance in capillary electrochromatography. Journal of Chromatography A 2009; 1216: 2947-2952. https://doi.org/10.1016/j.chroma.2008.08.015
  • 12. López-Muñoz F, Gama N, Soria-Arteche O, Hurtado Y de la Peña M, Domínguez A et al. HPLC Method with Solid-Phase Extraction for Determination of (R)- and (S)-Ketoprofen in Plasma without Caffeine Interference: Application to Pharmacokinetic Studies in Rats. Journal of Chromatographic Science 2013; 52: https://doi.org/10.1093/chromsci/bmt178
  • 13. Shahar T, Tal N, Mandler D. Molecularly imprinted polymer particles: Formation, characterization and application. Colloids and Surfaces A: Physicochemical and Engineering Aspects 2016; 495: 11-19. https://doi.org/10.1016/j.colsurfa.2016.01.027
  • 14. Magiera S, Hejniak J, Baranowski J. Comparison of different sorbent materials for solid-phase extraction of selected drugs in human urine analyzed by UHPLC-UV. Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences 2014; 958: 22-28. doi: 10.1016/j.jchromb.2014.03.014
  • 15. Hung CY, Hwang CC. Analysis of ketoprofen and mefenamic acid by high-performance liquid chromatography with molecularly imprinted polymer as the stationary phase. Journal of Chromatographic Science 2008; 46 (9): 813-818. https://doi.org/10.1093/chromsci/46.9.813
  • 16. Duan Y, Dai C, Zhang Y-L, Chen L. Selective trace enrichment of acidic pharmaceuticals in real water and sediment samples based on solid-phase extraction using multi-templates molecularly imprinted polymers. Analytica Chimica Acta 2013; 758: 93-100. https://doi. org/10.1016/j.aca.2012.11.010
  • 17. Boyaci E, Eroğlu AE, Shahwan T. Sorption of As(V) from waters using chitosan and chitosan-immobilized sodium silicate prior to atomic spectrometric determination. Talanta 2010; 80 (3): 1452-1460. https://doi.org/10.1016/j.talanta.2009.09.053
  • 18. Shahwan T, Cagir A, Eroglu A. Synthesis of aminopropyl triethoxysilane-functionalized silica and its application in speciation studies of vanadium(IV) and vanadium(V). Chemical Engineering Journal 2011; 174: 76–85. doi: 10.1016/j.cej.2011.08.049
  • 19. Umpleby RJ, Baxter SC, Bode M, Berch JK, Shah RN et al. Application of the Freundlich adsorption isotherm in the characterization of molecularly imprinted polymers. Analytica Chimica Acta. 2001; 435 (1): 35-42. https://doi.org/10.1016/S0003-2670(00)01211-3
  • 20. Uygun ZO, Sezgintürk M. A novel, ultra sensible biosensor built by layer-by-layer covalent attachment of a receptor for diagnosis of tumor growth. Analytica Chimica Acta 2011; 706: 343-348. https://doi.org/10.1016/j.aca.2011.08.044
  • 21. Caro E, Masqué N, Marcé R, Borrull F, Cormack P et al. Non-covalent and semi-covalent molecularly imprinted polymers for selective on-line solid-phase extraction of 4-nitrophenol from water samples. Journal of Chromatography A 2002; 963: 169-178. https://doi. org/10.1016/S0021-9673(02)00360-6
  • 22. Hashim SNNS, Boysen RI, Schwarz LJ, Danylec B, Hearn MTW. A comparison of covalent and non-covalent imprinting strategies for the synthesis of stigmasterol imprinted polymers. Journal of Chromatography A 2014; 1359: 35-43. https://doi.org/10.1016/j. chroma.2014.07.034
  • 23. Núñez L, Turiel E, Martin-Esteban A, Tadeo JL. Molecularly imprinted polymer for the extraction of parabens from environmental solid samples prior to their determination by high performance liquid chromatography–ultraviolet detection. Talanta 2010; 80 (5): 1782-1788. https://doi.org/10.1016/j.talanta.2009.10.023
  • 24. Celebi O, Üzüm C, Shahwan T, Erten H. A Radiotracer Study of the Adsorption Behavior of Aqueous Ba2+ Ions on Nanoparticles of Zero- Valent Iron. Journal of Hazardous Materials 2007; 148: 761-767. https://doi.org/10.1016/j.jhazmat.2007.06.122
  • 25. Riddick TM. Zeta Potential and Its Application to Difficult Waters. Journal AWWA 1961; 53 (8): 1007-1030. https://doi. org/10.1002/j.1551-8833.1961.tb00741.x
  • 26. Lotfi R, Hayati B, Rahimi S, Shekarchi AA, Mahmoodi NM et al. Synthesis and characterization of PAMAM/SiO2 nanohybrid as a new promising adsorbent for pharmaceuticals. Microchemical Journal 2019; 146: 1150-1159. https://doi.org/10.1016/j.microc.2019.02.048
  • 27. Jiménez MDA, Gil MIS, Corvillo MAP, Díez LMP. Determination of calcium and magnesium in milk by complexometric titration using protein precipitation and complexation with Palladiazo or other indicators. Analyst 1988; 113 (4): 633-635. https://doi.org/10.1039/ AN9881300633
APA gürel e, Özyurt Ö, Ölçer Altınsoy Y, Eroglu A, BOYACI E, Shahwan T (2022). A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. , 1853 - 1865. 10.55730/1300-0527.3485
Chicago gürel elif,Özyurt Ömer,Ölçer Altınsoy Yekta Arya,Eroglu Ahmet Emin,BOYACI Ezel,Shahwan Talal A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. (2022): 1853 - 1865. 10.55730/1300-0527.3485
MLA gürel elif,Özyurt Ömer,Ölçer Altınsoy Yekta Arya,Eroglu Ahmet Emin,BOYACI Ezel,Shahwan Talal A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. , 2022, ss.1853 - 1865. 10.55730/1300-0527.3485
AMA gürel e,Özyurt Ö,Ölçer Altınsoy Y,Eroglu A,BOYACI E,Shahwan T A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. . 2022; 1853 - 1865. 10.55730/1300-0527.3485
Vancouver gürel e,Özyurt Ö,Ölçer Altınsoy Y,Eroglu A,BOYACI E,Shahwan T A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. . 2022; 1853 - 1865. 10.55730/1300-0527.3485
IEEE gürel e,Özyurt Ö,Ölçer Altınsoy Y,Eroglu A,BOYACI E,Shahwan T "A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC." , ss.1853 - 1865, 2022. 10.55730/1300-0527.3485
ISNAD gürel, elif vd. "A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC". (2022), 1853-1865. https://doi.org/10.55730/1300-0527.3485
APA gürel e, Özyurt Ö, Ölçer Altınsoy Y, Eroglu A, BOYACI E, Shahwan T (2022). A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. Turkish Journal of Chemistry, 46(6), 1853 - 1865. 10.55730/1300-0527.3485
Chicago gürel elif,Özyurt Ömer,Ölçer Altınsoy Yekta Arya,Eroglu Ahmet Emin,BOYACI Ezel,Shahwan Talal A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. Turkish Journal of Chemistry 46, no.6 (2022): 1853 - 1865. 10.55730/1300-0527.3485
MLA gürel elif,Özyurt Ömer,Ölçer Altınsoy Yekta Arya,Eroglu Ahmet Emin,BOYACI Ezel,Shahwan Talal A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. Turkish Journal of Chemistry, vol.46, no.6, 2022, ss.1853 - 1865. 10.55730/1300-0527.3485
AMA gürel e,Özyurt Ö,Ölçer Altınsoy Y,Eroglu A,BOYACI E,Shahwan T A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. Turkish Journal of Chemistry. 2022; 46(6): 1853 - 1865. 10.55730/1300-0527.3485
Vancouver gürel e,Özyurt Ö,Ölçer Altınsoy Y,Eroglu A,BOYACI E,Shahwan T A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC. Turkish Journal of Chemistry. 2022; 46(6): 1853 - 1865. 10.55730/1300-0527.3485
IEEE gürel e,Özyurt Ö,Ölçer Altınsoy Y,Eroglu A,BOYACI E,Shahwan T "A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC." Turkish Journal of Chemistry, 46, ss.1853 - 1865, 2022. 10.55730/1300-0527.3485
ISNAD gürel, elif vd. "A molecularly imprinted polymer as solid phase extraction sorbent for ketoprofen determination in water and artificial serum prior to HPLC". Turkish Journal of Chemistry 46/6 (2022), 1853-1865. https://doi.org/10.55730/1300-0527.3485