Synthesis and application of core-shell magnetic molecularly imprinted polymer for the selective extraction of metronidazole from biological fluids: Isotherms and kinetic

Subject Areas : Journal of Quality and Durability of Agricultural Products and Food Stuffs

Raheleh Sanjari ¹ (PhD student, Department of Chemistry, Kerman Branch, Islamic Azad University, Kerman, Iran)
maryam kazemipour ² (Professor, Department of Chemistry, Kerman Branch, Islamic Azad University, Kerman, Iran)
mehdi ansari ³ (Professor, Department of Drug and Food Control, Faculty of Pharmacy, Kerman University of Medical Sciences, Kerman, Iran)
leila zeidabadinejad ⁴ (Assistant Professor, Department of Chemistry, Shahid Bahonar University of Kerman, Kerman, Iran)

Received: 2022-08-19 Accepted : 2022-09-04 Published : 2022-08-23

Keywords: Molecular imprinting polymer, Deep eutectic solvent. Density functional theory calculations, metronidazole,

Abstract :

In this work, a molecular imprinted polymer as a novel selective sorbent for extraction ofmetronidazole from plasma sample was prepared. For selecting a more suitable monomer and polymerization solvent a methodology based on density functional theory calculations was developed. This computational design is based on the comparison of energies of the prepolymerization adducts between the template and different functional monomers. The effect of polymerization solvent was studied using of polarizable continuum model. First of all structures were drawn separately and complex using software Guassian view. The structures optimization was performed using DFT computations at B3LYP level with 6-311G(d) basis set. The outputs were investigated to determine interaction hydrogen using the mechanical quantum and natural bond orbital. The polymers were characterized by techniques such Fourier transform infrared spectroscopy and scanning electron microscopy. The removal mechanism drugs was evaluated by using Langmuir and Freundlich isotherin. This MIP was used as a selective sorbent in coupled with high performance liquid chromatography for rapid screening of metronidazol.

References:

 

 1- Smith RM. Before the injection-modern methods of sample preparation for sepa-ration techniques. Journal of Chromatogr-aphy A. 2003 Jun 6;1000 (1-2):3-27.

2- Ramos L. Critical overview of selected contemporary sample preparation. Journal of Chromatography A. 2012 Jan 20;1221: 84-98.

3- Ahmadi-Jouibari T, Fattahi N, Shamsi-pur M, Pirsaheb M. Dispersive liquid-liquid microextraction followed by high-performance liquid chromatography-ultra-violet detection to determination of opium alkaloids in human plasma. Journal of Pharmaceutical and Biomedical Analysis. 2013 Nov 1;85:14-20.

4- Rasmussen KE, Pedersen-Bjergaard S. Developments in hollow fibre-based, liqu-id-phase microextraction. TrAC Trends in Analytical Chemistry. 2004 Jan 1;23(1):1-0.

5- Hennion MC. Solid-phase extraction: method development, sorbents, and coupl-ing with liquid chromatography. Journal of Chromatography A. 1999 Sep 24;856(1-2):3-54.

6- Rodriguez I, Turnes MI, Mejuto MC, Cela R. Determination of chlorophenols at the sub-ppb level in tap water using deri-vatization, solid-phase extraction and gas chromatography with plasma atomic emis-sion detection. Journal of Chromatography A. 1996 Jan 19;721(2):297-304.

7- Lucci P, Derrien D, Alix F, Pérollier C, Bayoudh S. Molecularly imprinted poly-mer solid-phase extraction for detection of zearalenone in cereal sample extracts. Ana-lytica Chimica Acta. 2010 Jul 5;672(1-2):9-15.

8- Xu Z, Fang G, Wang S. Molecularly imprinted solid phase extraction coupled to high-performance liquid chromatography for determination of trace dichlorvos resid-ues in vegetables. Food Chemistry. 2010 Mar 15;119(2):50-845.

9- Ebrahimzadeh H, Dehghani Z, Asghar-inezhad AA, Shekari N, Molaei K. Deter-mination of haloperidol in biological sam-ples using molecular imprinted polymer nanoparticles followed by HPLC-DAD detection. International Journal of Pharm-aceutics. 2013 Sep 10;453(2):9-601.

10- Urraca JL, Huertas-Pérez JF, Cazorla GA, Gracia-Mora J, García-Campaña AM, Moreno-Bondi MC. Development of mag-netic molecularly imprinted polymers for selective extraction: Determination of citr-inin in rice samples by liquid chromatog-raphy with UV diode array detection. Analytical and Bioanalytical Chemistry. 2016 Apr;408(11):42-3033.

11- He J, Song L, Chen S, Li Y, Wei H, Zhao D, Gu K, Zhang S. Novel restricted access materials combined to molecularly imprinted polymers for selective solid-phase extraction of organophosphorus pes-ticides from honey. Food Chemistry. 2015 Nov 15;187:7-331.

12- Gholivand MB, Khodadadian M. Rati-onally designed molecularly imprinted po-lymers for selective extraction of metho-carbamol from human plasma. Talanta. 2011 Sep 15;85(3):8-1680.

13- Ahmadi F, Yawari E, Nikbakht M. Computational design of an enantioselect-ive molecular imprinted polymer for the solid phase extraction of S-warfarin from plasma. Journal of Chromatography A. 2014 Apr 18;1338:9-16.

14- Ahmadi F, Ahmadi J, Rahimi-Nasr-abadi M. Computational approaches to design a molecular imprinted polymer for high selective extraction of 3, 4-methylen-edioxymethamphetamine from plasma. Jo-urnal of Chromatography A. 2011 Oct 28;1218(43):47-7739.

15- Nezhadali A, Feizy J, Beheshti HR. A molecularly imprinted polymer for the selective extraction and determination of fenvalerate from food samples using high-performance liquid chromatography. Food Analytical Methods. 2015 May;8(5):37-1225.

16- Azimi A, Javanbakht M. Computa-tional prediction and experimental selecti-vity coefficients for hydroxyzine and ceti-rizine molecularly imprinted polymer bas-ed potentiometric sensors. Analytica Chim-ica Acta. 2014 Feb 17;812:184-90.