Synthesis of Molecularly Imprinted Polymers for Selective Extraction Followed by Solid Phase Determination of Metformin in Pharmaceutical Preparation and in Human Serum

Authors

  • Rana A. Kamal Aldeen Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq. https://orcid.org/0000-0002-4397-4003
  • Yehya K. Al-Bayati Department of Chemistry, College of Science, University of Baghdad, Baghdad, Iraq.

DOI:

https://doi.org/10.21123/bsj.2023.8225

Keywords:

Adsorption process, Metformin, (Molecular Imprinted Polymers) MIP, Serum, (Solid-Phase Extraction) SPE

Abstract

This paper demonstrates that the synthesising and storage of molecular-imprinted polymers (MIP) at room temperature using bulk polymerisation of Metformin (Met) is characterised by high sensitivity, reduced costs, increased stability, and extended life. The research used 0.8:4:20 mmol ratios of template, monomer and cross-linking agents for the polymerisation in order to ensure an appropriate adsorption capacity. Benzoyl peroxide BPO was employed as the initiator for the functional monomer styrene C8H8 , cross-linked with Ethylene glycol dimethacrylate EGDMA C10H14O4, thereby creating MIP for Metformin(Met-MIP) that could be characterised with UV-Visible Spectrophotometry at 236nm, for pharmaceutical drugs and human serum. Fourier-transform infrared spectroscopy (FTIR) and scanning electron microscopy (SEM) was used for MIP drug. The elution process that was applied to the template (Met.) from the Met-MIP created cavities that were caused by the porogenic mixture solvents that were created from methanol, chloroform and acetic acid (70:20:10) mL respectively. The maximum adsorption capacity was 1.2320, 2.4448 µmol/g for two studies using 0.1 and 0.2 g weights of Met-MIP respectively. A solid-phase extraction (SPE) syringe packed with molecular imprinted polymers (MIPs) was employed to selectively separate and pre-concentrate the Metformin in multiple pharmaceutical drugs from several sources. The human serum was based on the use of deionized water to dilute the serum, followed by the heating of the serum with methanol. Subsequently, a few drops hydrochloric acid 1M were applied to gate transparence solution and detect Metformin at UV region 236 nm by applying the standard addition method.

References

Mohammed SK, Al-Taweil HI, Salih NM, Muhi SA, Taha EM. Effects of Duration of Diabetes and Diabetes Therapy (Metformin) on Fbxw7 Levels in Iraqi Type II Diabetic Patients. Med. Legal Update. 2021 Jan 1;21(1):1308-. https://doi.org/10.37506/mlu.v21i1.2501

Lomteva SV, Shkurat TP, Bugrimova ES, Zolotykh OS, Alexandrova AA, Karantysh GV. Violation of the Hormonal Spectrum in Polycystic Ovaries in Combination with Insulin Resistance. What is the Trigger: Insulin Resistance or Polycystic Ovary. Baghdad Sci J. 2022 Oct 1; 19(5): 990-998. http://dx.doi.org/10.21123/bsj.2022.6317

DeFronzo R, Fleming GA, Chen K, Bicsak TA. Metformin-associated lactic acidosis: Current perspectives on causes and risk. Metabolism. 2016 Feb 1; 65(2): 20-9. https://doi.org/10.1016/j.metabol.2015.10.014

Hadi EA, Al-Bayati YK. Preparation and characterized study of new molecularly imprinted polymers for determination Cocaine by GC-Mass based on different Functional Monomers. Egypt J Chem. 2022 Jan 1; 65(1): 107-16.https://doi.org/10.21608/EJCHEM.2021.78126.3817

Andersson LI. Application of molecular imprinting to the development of aqueous buffer and organic solvent based radioligand binding assays for (S)-propranolol. Analytical chemistry. 1996 Jan 1;68(1):111-7.. https://doi.org/10.1021/ac950668+

Alvarez-Lorenzo C, González-Chomón C, Concheiro A. Molecularly imprinted hydrogels for affinity-controlled and stimuli-responsive drug delivery. Smart materials for drug delivery. 2013 Apr 17; 2: 228-260. https://doi.org/10.1039/9781849734318-00228

Al-Nisani MM, Al-Bayati YK, Osman ME. A Synthesis of New Liquid Electrodes for the Determination of Ibuprofen, based on a Molecularly Imprinted Polymer. Int J Drug Deliv Technol. 2021, 11(2): 308–312. https://doi.org/10.25258/ijddt.11.2.12

Ansell RJ. Characterization of the Binding Properties of Molecularly Imprinted Polymers. Molecularly Imprinted Polymers in Biotechnology. 2015; 150: 51-93. https://doi.org/10.1007/10_2015_316

Vasapollo G, Sole RD, Mergola L, Lazzoi MR, Scardino A, Scorrano S, Mele G. Molecularly imprinted polymers: present and future prospective. Int J Mol Sci. 2011 Sep 14; 12(9): 5908-45. https://doi.org/10.3390/ijms12095908

Lim HH, Oh YS, Shin HS. Determination of N-nitrosodimethylamine and N-nitrosomethylethylamine in drug substances and products of sartans, metformin and ranitidine by precipitation and solid phase extraction and gas chromatography–tandem mass spectrometry J Pharm Biomed Anal. 2020 Sep 10; 189: 113460. https://doi.org/10.1016/j.jpba.2020.113460

Knoll S, Jacob S, Mieck S, Triebskorn R, Braunbeck T, Huhn C. Development of a capillary electrophoresis–mass spectrometry method for the analysis of metformin and its transformation product guanylurea in biota. Anal Bioanal Chem. 2020; 412(5): 4985–96 https://doi.org/10.1007/s00216-020-02759-6.

Yu H, Chen Z, Fu Y, Kang L, Wang M, Du X. Synthesis and optimization of molecularly imprinted polymers for quercetin. . Polym Int.. 2012 Jun; 61(6): 1002-1009. https://doi.org/10.1002/pi.4172

Apffel A, Zhao L, Sartain MJ. A novel solid phase extraction sample preparation method for lipidomic analysis of human plasma using liquid chromatography/mass spectrometry. Metabolites. 2021 May 4;11(5):294. https://doi.org/10.3390/metabo11050294

Qasim B, Razzak AA, Kamil GM, Motelica-Heino M, Domenico M. Quantitative Determination of Fluoroquinolones in Contaminated Soils by HPLC with Solid-Phase Extraction. Baghdad Sci .J. 2020 Mar 1; 17(1): 48-56. https://doi.org/10.21123/bsj.2020.17.1.0048

Al-Janabi KW. Determination of Some Polychlorinated Biphenyls in River Tigris within Baghdad City Ibn al-Haitham J Pure Appl Sci. 2017 Feb 20; 29(3): 118-31. https://jih.uobaghdad.edu.iq/index.php/j/article/view/16.

Morrison Boyd, Bhattacharjee, 2010, Organic chemistry, 7th Ed., Pearson Education India, p: 1508. https://www.amazon.ae/Organic-Chemistry-Seventh-Morrison-Bhattacharjee/dp/8131704815

Mali AD. Seeta Mali, AshpakTamboli and Ritesh Bathe, Simultaneous UV spectrophotometric methods for estimation of metformin HCl and glimepiride in bulk and tablet dosage form. Int J Adv Pharm. 4 (6). 2015: 117-24. https://jih.uobaghdad.edu.iq/index.php/j/article/view/16

Huang YJ, Chang R, Zhu QJ. Synthesis and characterization of a molecularly imprinted polymer of spermidine and the exploration of its molecular recognition properties. Polymers. 2018 Dec 14; 10(12): 1389. https://doi.org/10.3390/polym10121389

Yasar NE, Konukoglu D. Atypic separator gel flotation in blood collection tube in a patient with hyperproteinemia. Int J Med Biochem. 2020; 3(3): 186-188. https://doi.org/10.14744/ijmb.2020.53824

Schrapp A, Mory C, Duflot T, Pereira T, Imbert L, Lamoureux F. The right blood collection tube for therapeutic drug monitoring and toxicology screening procedures: Standard tubes, gel or mechanical separator?. Clinica Chimica Acta. 2019 Jan 1; 488: 196-201. https://doi.org/10.1016/j.cca.2018.10.043

Constable P, Trefz FM, Stämpfli H. Effects of pH and the plasma or serum concentrations of total calcium, chloride, magnesium, l‐lactate, and albumin on the plasma ionized calcium concentration in calves. . J Vet Intern Med.. 2019 Jul; 33(4): 1822-32. https://doi.org/10.1111/jvim.15509

Cuthbertson L, Turner SE, Jackson A, Ranson C, Loosemore M, Kelleher P, Moffatt MF, Cookson WO, Hull JH, Shah A. Evidence of immunometabolic dysregulation and airway dysbiosis in athletes susceptible to respiratory illness. eBioMedicine. 2022 May 1;79:104024. https://doi.org/10.1016/j.ebiom.2022.104024

Akhtar J, Ahmad U, Khan MI, editors. Metformin: Pharmacology and Drug Interactions. BoD–Books on Demand; 2021 Dec 15. https://books.google.iq/books?hl=en&lr=&id=B69aEAAAQBAJ&oi=fnd&pg=PP12&ots=A0JCj_c2W2&sig=vxC7cNBqTKxmfcEJbC_WtvLEb4M&redir_esc=y#v=onepage&q&f=false

Meier PC, Zünd RE. Statistical methods in analytical chemistry. John Wiley & Sons. 2nd Ed. 2005;153: 48. https://books.google.iq/books?id=Pfnb8fZE6QgC&source=gbs_navlinks_s

Deckard ND. Book review: elementary statistics: a step by step approach. Teach Sociol. 9th Ed. 2016; 44(4). P. 296–298. https://doi.org/10.1177/0092055X16666513

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Synthesis of Molecularly Imprinted Polymers for Selective Extraction Followed by Solid Phase Determination of Metformin in Pharmaceutical Preparation and in Human Serum. Baghdad Sci.J [Internet]. [cited 2024 Apr. 30];21(5). Available from: https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/8225