DOI QR코드

DOI QR Code

Synthesis and characterization of α-mangostin imprinted polymers and its application for solid phase extraction

  • Zakia, Neena (Analytical Chemistry Research Group, Institut Teknologi Bandung) ;
  • Zulfikar, Muhammad A. (Analytical Chemistry Research Group, Institut Teknologi Bandung) ;
  • Amran, Muhammad B. (Analytical Chemistry Research Group, Institut Teknologi Bandung)
  • Received : 2020.05.22
  • Accepted : 2020.10.22
  • Published : 2020.12.25

Abstract

α-mangostin imprinted polymers have been synthesized by a non-covalent imprinting approach with α-mangostin as a template molecule. The α-mangostin molecularly imprinted polymers (MIPs) prepared by radical polymerization using methacrylic acid, ethlylene glycol dimethacrylate, benzoyl peroxide, and acetonitrile, as a monomer, crosslinker, initiator, and porogen, respectively. The template was removed by using methanol:acetic acid 90:10 (v/v). The physical characteristics of the polymers were investigated by Fourier Transform Infrared spectroscopy (FTIR), scanning electron microscopy (SEM), and thermogravimetric analysis (TGA). The rebinding studies were carried out by batch methods. The results exhibited that the MIPs was able to adsorb the α-mangostin at pH 2 and the contact time of 180 min. The kinetic adsorption data of α-mangostin performed the pseudo-second order model and followed the Langmuir isotherm model with the adsorption capacity of 16.19 mg·g-1. MIPs applied as a sorbent material in solid-phase extraction, namely molecularly imprinted solid-phase extraction (MISPE) and it shows the ability for enrichment and clean-up of α-mangostin from the complex matrix in medicinal herbal product and crude extract of mangosteen (Garcinia mangostana L.) pericarp. Both samples, respectively, which were spiked with α-mangostin gives recovery more than 90% after through by MISPE in all concentration ranges.

Keywords

Acknowledgement

The research described in this paper was financially supported the Research, Technology, and Higher Education Ministry Indonesia for Doctoral Dissertation Research (PDD) Grant 2019.

References

  1. Abdalrahim, F.A.A., Khalid, M.A., Zhari, I. and Amin, M.S.A.M. (2012), "In vitro and in vivo anti-colon cancer effects of Garcinia mangostana xanthones extract", BMC Complement Altern. Med., 12(104), 1-10. https://doi.org/10.1186/1472-6882-12-104
  2. Apinya, C., Yaowaluk, M., Arusa, C., Amornmart, J., Panomwan, P., Piniti, R. and Sunit, S. (2009), "Prenylated xanthone composition of Garcinia mangostana (mangosteen) fruit hull", Chromatographia, 69, 315-318. https://doi.org/10.1365/s10337-008-0890-1
  3. Caro, E., Marce, R.M., Borrull, F., Cormack, P.A.G. and Sherrington, D.C. (2006), "Application of molecularly imprinted polymers to solid-phase extraction of compounds from environmental and biological samples", Trends Anal. Chem., 25(2), 143-154. https://doi.org/10.1016/j.trac.2005.05.008
  4. Claudio, B., Gianfranco, G., Christina, G., Cinzia, T. and Laura, A. (2004), "Adsorption isotherms of a molecular imprinted polymer prepared in the presence of a polymerisable template indirect evidence of the formation of template clusters in the binding site", Anal. Chim. Acta, 504(1), 43-52. https://doi.org/10.1016/S0003-2670(03)00671-8
  5. Esther, T. and Antonio, M-E. (2010), "Molecularly imprinted polymers for sample preparation: a review", Anal. Chim. Acta, 668(2), 87-99. https://doi.org/10.1016/j.aca.2010.04.019
  6. Eukun Sage, E., Jailani, N., Md. Taib, A.Z., Mohd Noor, N., Mohd Said, M.I., Abu Bakar, M. and Mackeen, M.M. (2018), "From the front or back door? quantitative analysis of direct and indirect extractions of αmangostin from mangosteen (Garcinia mangostana)", PloS One, 13(10), 1-12. https://doi.org/10.1371/journal.pone.0205753
  7. Fabiola, G-O. and Mark, L.F. (2013), "Biological activities and bioavailability of mangosteen xanthones: a critical review of the current evidence", Nutrients, 5(8), 3163-3183. https://doi.org/10.3390/nu5083163
  8. Geng, N.W., Kun, Y., Hui, Z.L., Meng, X.F. and Jian, P.W. (2016), "Molecularly imprinted polymer-based solid phase extraction combined high performance liquid chromatography for determination of fluoroquinolones in milk", Anal. Methods, 8(27), 5511-5518. https://doi.org/10.1039/C6AY00810K
  9. Hamou, M., Hammou, A., Mustapha, A. and Hamid, M. (2018), "Critical of linear and nonlinear equations of pseudo-first order and pseudo-second order kinetic models", KIJOMS, 4(2), 244-254. https://doi.org/10.1016/j.kijoms.2018.04.001
  10. Ho, Y.S. and McKay, G. (1999), "Pseudo-second order model for sorption processes", Process Biochem, 34(5), 451-465. https://doi.org/10.1016/S0032-9592(98)00112-5
  11. Jean-Pierre, S. (2016), "On the comparison of pseudo-first order and pseudo-second order rate laws in the modeling of adsorption kinetics", Chem. Eng. J., 300, 254-263. http://dx.doi.org/10.1016/j.cej.2016.04.079
  12. Jin, Y.F., Zhang, Y.J., Zhang, Y.P., Chen, J., Zhou, X.M. and Bai, L.Y. (2013), "Synthesis and evaluation of molecularly imprinted polymer for the determination of the phthalate esters in the bottled beverages by HPLC", J. Chem., 2013, 1-9. https://doi.org/10.1155/2013/903210
  13. Karsten, H. (2001), "Molecularly imprinted polymers in analytical chemistry", Analyst, 126, 747-756. https://doi.org/10.1039/B102799A
  14. Kenji, M., Yukihiro, A., Hong, Y., Kenji, O., Tetsuro, I., Toshiyuki, T., Emi, K., Monekazu, I. and Yoshinori, N. (2004), "Prefernetial target is mitochondria in alpha-mangostin-induced apoptosis in human leukimia HL60 cells", Bioorg. Med. Chem., 12(22), 5799-5806. https://doi.org/10.1016/j.bmc.2004.08.034
  15. Maria, del M.C.L., M.C. Cela, P., Maria, S.D.G., Jose, M.L.V., Maria, V.G.R. and Luis, F.B.L. (2012), "Preparation, evaluation and characterization of quercetin-molecularly imprinted polymer for preconcentration and clean-up of catechins", Anal. Chim. Acta, 721, 68-78. https://doi.org/10.1016/j.aca.2012.01.049
  16. Martin-Esteban, A. (2001), "Molecularly imprinted polymers: new molecular recognition materials for selective solid-phase extraction of organic compounds", Fresenius J. Anal. Chem., 370, 795-802. https://doi.org/10.1007/s002160100854
  17. Martin-Esteban, A., Turiel, E. and Stevenson, D. (2001), "Effect of template size on the selectivity of molecularly imprinted polymers for phenylurea herbicides", Chromatographia, 53, S434-S437. https://doi.org/10.1007/BF02490371
  18. Mohamed, Y.I., Najihah, M.H., Abdalbasit, A.M., Syam, M., Mahmood, A.A., Siddig, I.A. and Ismail, A.A. (2016), "α-Mangostin from Garcinia mangostana Linn: an updated review of its pharmacological properties", Arab. J. Chem., 9(3), 317-329. http://dx.doi.org/10.1016/j.arabjc.2014.02.011
  19. Muchtaridi, M., Nadia, A.P., Tiana, M. and Ida, M. (2017), "Validation analysis methods of α-mangostin, γ-mangostin and gartanin mixture in mangosteen (Garcinia mangsotana L.) fruit rind extract from west java with HPLC", J. Appl. Pharm. Sci., 7(10), 125-130. https://doi.org/10.7324/JAPS.2017.71018
  20. Nimibofa, A., Augustus, N.E. and Donbebe, W. (2017), "Modelling and interpretation of adsorption isotherms", J. Chem., 2017, 1-11. https://doi.org/10.1155/2017/3039817
  21. Nor, A.Y., Siti, K.Ab.R., Mohd, Z.H. and Nor, A.I. (2013), "Preparation and characterization of molecularly imprinted polymer as SPE sorbent for melamine isolation", Polymers, 5(4), 1215-1228. https://doi.org/10.3390/polym5041215
  22. Pothitirat, W. and Gritsanapan, W. (2009), "HPLC quantitative analysis method for the determination of amangostin in mangosteen fruit rind extract", Thai J. Agric. Sci., 42(1), 7-12. http://www.thaiscience.info/Journals/Article/TJAS/10469542.pdf
  23. Qiao, F., Sun, H., Yan, H. and Row, K.H. (2006), "Molecularly imprinted polymers for solid phase extraction", Chromatographia, 64, 625-634. https://doi.org/10.1365/s10337-006-0097-2
  24. Robert, J.U., Sarah, C.B., Yizhao, C., Ripal, N.S. and Ken, D.S. (2001), "Characterization of molecularly imprinted polymers with the langmuir-freundlich isotherm", Anal. Chem., 73(19), 4584-4591. https://doi.org/10.1021/ac0105686
  25. Tamayo, F.G., Turiel, E. and Martin-Esteban, A. (2007), "Molecularly imprinted polymers for solid-phase extraction and solid phase microextraction: recent developments and future trends", J. Chromatogr. A, 1152(1-2), 32-40. https://doi.org/10.1016/j.chroma.2006.08.095