Extraction of trigonelline from plasma using a new magnetic composite through the application of experimental design

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

mahdieh Abbasi meymand ¹ , maryam kazemipour ² , mehdi ansari dogahe ³ , Mehdi shahidizandi ⁴

1 - PhD student, Department of Chemistry, Kerman Branch, Islamic Azad University, Kerman, Iran
2 - Professor, Department of Chemistry, Kerman Branch, Islamic Azad University, Kerman, Iran
3 - Professor, Department of Drug and Food Control, Faculty of Pharmacy, Kerman University of Medical Sciences, Kerman, Iran
4 - Associate Professor, Department of Chemistry, Kerman Branch, Islamic Azad University, Kerman, Iran

Received: 2022-09-27 Accepted : 2022-12-08 Published : 2022-11-22

Keywords: Trigonelline, Plasma, Magnetic Solid phase Extraction, bentonite, &beta, -cyclodextrin,

Abstract :

Bentonite-β-cyclodextrin-iron nanoparticles (Ben-βCD-INP) composite was synthesized,characterized, and utilized like an innovative magnetic solid-phase extraction ( MSPE) adsorbent to separate and preconcentrate trigonelline . Experiment conditions to find important variables of trigonelline adsorption on the Ben-βCD-INP were A: time, B: Adsorbent amount, C: pH and for desorption were A: temperature, B: concentration, C: time, and D: Volume .. The adsorbent contributes significantly in the extraction process. The INP in the nano composite makes it easy to remove the adsorbent with the help of a magnet. Scanning electron microscopy( SEM ), Fourier transform infrared spectroscopy (FTIR), transmission electron microscopy (TEM), vibrating sample magnetometry (VSM), and X-ray diffraction (XRD) were used to characterize the synthesized adsorbent. Experimental design was used to optimize the factors affecting extraction. trigonelline in plasma samples was extracted and evaluated by a reversed-phase HPLC–UV method. The findings have shown that MSPE was able to extract trigonelline efficiently. The developed HPLC–UV procedure for the determination of trigonelline in human plasma, showed linear relation shipin the concentration interval of 0.05-10 mg/L (r = 0. 9998) with the limit of detection (LOD), the limit of quantitation (LOQ) and recovery (%) of 0.005, 0.018 mg/L, and 114%, respectively. The procedure was successfully used to determine the concentration of trigonelline in human plasma. This study offers a promising hybrid nano bio material adsorbent in biomedical nanotechnology to selective measurement of the drug or supplements such as trigonelline from plasma.

References:

1- Mohamadi N, Sharififar F, Pournamdari M, Ansari M. A review on biosynthesis, analytical techniques, and pharmacological activities of trigonelline as a plant alkaloid. Journal of dietary supplements. 2018; 15(2):207-22.

2- Hosseini Z, Hassanloo T, Kowsari M, Majidian M. Trigonelline as an anti-diab-etic metabolite increased in inoculated fen-ugreek by Trichoderma. Advanced Resea-rch in Microbial Metabolites and Techno-logy. 2019;2(1):65-75.

3- Lorigooini Z, Dehsahraei KS, Bijad E, Dehkordi SH, Amini-Khoei H. Trigone-lline through the attenuation of oxidative stress exerts antidepressant-and anxiolytic-like effects in a mouse model of maternal separation stress. Pharmacology. 2020;105 (5-6):289-99.

4- Laila O, Murtaza I, Abdin MZ, Ahmad S, Khan MS. Development and validation of a high-performance thin-layer chromate-graphy based method for the quantification of trigonelline in fenugreek (Trigonella fo-enum-graecum) seeds. JPC-Journal of Pla-nar Chromatography-Modern TLC. 2019; 32(2):95-102.

5- Perrone D, Donangelo CM, Farah A. Fast simultaneous analysis of caffeine, tri-gonelline, nicotinic acid and sucrose in coffee by liquid chromatography-mass spe-ctrometry. Food chemistry. 2008;110(4): 1030-5.

6- Cheng Z-X, Jin-Jun W, Zhong-Qiu L, Na L. Development of a hydrophilic inte-raction chromatography-UPLC assay to det ermine trigonelline in rat plasma and its application in a pharmacokinetic study. Chinese journal of natural medicines. 2013;11(2):164-70.

7- Zhang J, Liu D, Meng X, Shi Y, Wang R, Xiao D, et al. Solid phase extraction based on porous magnetic graphene oxi-de/β-cyclodextrine composite coupled with high performance liquid chromatography for determination of antiepileptic drugs in plasma samples. Journal of Chromatogra-phy A. 2017;1524:49-56.

8- Midttun Ø, Ulvik A, Nygård O, Ueland PM. Performance of plasma trigonelline as a marker of coffee consumption in an epidemiologic setting. The American jour-nal of clinical nutrition. 2018;107(6):941-7.

9- Wen C, Lin C, Cai X, Ma J, Wang X. Determination of sec-O-glucosylhamaudol in rat plasma by gradient elution liquid chromatography-mass spectrometry. Jour-nal of Chromatography B. 2014;944:35-8.

10- Shi L-n, Lin Y-M, Zhang X, Chen Z-l. Synthesis, characterization and kinetics of bentonite supported nZVI for the removal of Cr (VI) from aqueous solution. Che-mical Engineering Journal. 2011;171(2): 612-7.

11- Khan, K.A., Suidan, M.T. and Cross, W.H., “Anaerobic activated carbon filter for the treatment of phenol-bearing waste-water.” J. Water Pollut. Control Fed., 1519-1532, 1981.

12- Faraji, M., Yamini, Y., Rezaee, M., "Magnetic nanoparticles: synthesis, stabili-zation, functionalization, characterization, and applications", J. Iran. Chem. Soc., 7, 1-37, 2010.

13- Márquez-Sillero I, Cárdenas S, Valcár-cel M. Determination of water-soluble vit-amins in infant milk and dietary supple-ment using a liquid chromatography on-line coupled to a corona-charged aerosol detector. Journal of Chromatography A. 2013;1313:253-8.

14- Shahwan T, Üzüm Ç, Eroğlu AE, Lieberwirth I. Synthesis and characteri-zation of bentonite/iron nanoparticles and their application as adsorbent of cobalt ions. Applied Clay Science. 2010;47(3-4):257-62.

15- Abdolmohammad-Zadeh H, Talleb Z. Magnetic solid phase extraction of gemfi-brozil from human serum and pharmacy-eutical wastewater samples utilizing a β-cyclodextrin grafted graphene oxide-magn-etite nano-hybrid. Talanta. 2015;134:387-93.

16- Mohamadi N, Sharififar F, Pournam-dari M, Ansari M. Determination of trig-onelline in human plasma by magnetic solid-phase extraction: a pharmacokinetic study. Nanomedicine. 2020;16(4):323-33.

17- Hashemian M, Ghasemi-Kasman M, Ghasemi S, Akbari A, Moalem-Banhangi M, Zare L, et al. Fabrication and evalu-ation of novel quercetin-conjugated Fe₃O₄-β-cyclodextrin nanoparticles for potential use in epilepsy disorder. International journal of nanomedicine. 2019;14:6481.

18- Khoobi M, Khalilvand‐Sedagheh M, Ramazani A, Asadgol Z, Forootanfar H, Faramarzi MA. Synthesis of polyethy-leneimine (PEI) and β‐cyclodextrin grafted PEI nanocomposites with magnetic cores for lipase immobilization and esterific-ation. Journal of Chemical Technology & Biotechnology. 2016;91(2):375-84.

19- Lang R, Yagar EF, Eggers R, Hofmann T. Quantitative investigation of trigonell-ine, nicotinic acid, and nicotinamide in foods, urine, and plasma by means of LC-MS/MS and stable isotope dilution anal-ysis. Journal of agricultural and food che-mistry. 2008;56(23):11114-21.

20- Cheng Z-X, Jin-Jun W, Zhong-Qiu L, Na L. Development of a hydrophilic inter-action chromatography-UPLC assay to det-ermine trigonelline in rat plasma and its application in a pharmacokinetic study. Chinese journal of natural medicines. 2013;11(2):164-70.

21- Pang H-Q, Tang Y-P, Cao Y-J, Tan Y-J, Jin Y, Shi X-Q, et al. Comparatively evaluating the pharmacokinetic of fifteen constituents in normal and blood defici-ency rats after oral administration of Xin-Sheng-Hua Granule by UPLC–MS/MS. Journal of Chromatography B. 2017;1061: 372-81.

22- Caporaso N, Whitworth MB, Grebby S, Fisk ID. Non-destructive analysis of sucrose, caffeine and trigonelline on single green coffee beans by hyperspectral ima-ging. Food Research International. 2018; 106:193-203.

23- Abd Malek NN, Jawad AH, Abdulha-meed AS, Ismail K, Hameed B. New magnetic Schiff's base-chitosan-glyoxal/fly ash/Fe₃O₄ biocomposite for the removal of anionic azo dye: An optimized process. International journal of biological macrom-olecules. 2020;146:530-9.

24- Kudr J, Haddad Y, Richtera L, Heger Z, Cernak M, Adam V, et al. Magnetic nanoparticles: From design and synthesis to real world applications. Nanomaterials. 2017;7(9):243.

25- Huang X, Yi C, Fan Y, Zhang Y, Zhao L, Liang Z, et al. Magnetic Fe₃O₄ nan-oparticles grafted with single-chain antib-ody (scFv) and docetaxel loaded β-cycl-odextrin potential for ovarian cancer dual-targeting therapy. Materials Science and Engineering: C. 2014;42:325-32.