Korean Journal of Chemical Engineering

The Korean Institute of Chemical Engineers (한국화학공학회)
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Synthesis and characterization of magnetic molecularly imprinted polymer nanoparticles for controlled release of letrozole

  • Kazemi, Saeedeh (Department of Chemistry, Amirkabir University of Technology) ;
  • Sarabi, Ali Asghar (Department of Polymer Engineering, Amirkabir University of Technology) ;
  • Abdouss, Majid (Department of Chemistry, Amirkabir University of Technology)
  • Received : 2016.02.13
  • Accepted : 2016.06.20
  • Published : 2016.11.01
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Abstract

Synthesis and characterization of magnetic letrozole imprinted polymer nanoparticles is described herein for the first time. Magnetic molecularly imprinted polymers (MMIPs) were synthesized by precipitation polymerization using methacrylic acid (MAA) as functional monomer and trimethylolpropane trimethacrylate (TRIM) as cross-linker in the presence of letrozole as template and MAA-modified magnetite nanoparticles as magnetic component. The nanoparticles were characterized by scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray powder diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), and a vibrating sample magnetometer (VSM). The synthesized MMIP nanoparticles, with particle size of about 100 nm, showed superparamagnetic features with a saturation magnetization of $12.5emu{\cdot}g^{-1}$ and had thermal stability below $240^{\circ}C$. The adsorption experiments indicated better template recognition of MMIP than magnetic non-imprinted polymer (MNIP) nanoparticles. Moreover, the release profile of letrozole from MMIP and MNIP revealed the controlled release ability of MMIP nanoparticles for the letrozole anticancer drug. We also found that applying an external alternative magnetic field results in increasing the rate of the drug release.

Keywords

Acknowledgement

Supported by : Amirkabir University of Technology

References

  1. X. Xu, W. Ho, X. Zhang, N. Bertrand and O. Farokhzad, Trends Mol. Med., 21, 223 (2015). https://doi.org/10.1016/j.molmed.2015.01.001
  2. A. Wickia, D. Witzigmannb, V. Balasubramanianc and J. Huwylerb, J. Control. Release, 200, 138 (2015). https://doi.org/10.1016/j.jconrel.2014.12.030
  3. S. Ummadi, B. Shravani, N. G.R. Rao, M. S. Reddy and B. Nayak, Int. J. Pharm. Sci., 3, 258 (2013).
  4. D. Bhowmik, H. Gopinath, B. Pragati Kumar, S. Duraivel and K. P. Sampath Kumar, Pharma Innovation., 1, 24 (2012).
  5. C. Alvarez-Lorenzo and A. Concheiro, J. Chromatogr. B., 804, 231 (2004). https://doi.org/10.1016/j.jchromb.2003.12.032
  6. H. Kempe, A. Parareda Pujolras and M. Kempe, Pharm. Res., 32, 375 (2015). https://doi.org/10.1007/s11095-014-1468-2
  7. M. Ali and M. E. Byrne, Pharm. Res., 26, 714 (2009). https://doi.org/10.1007/s11095-008-9818-6
  8. F. Azizi Ishkuh, M. Javanbakht, M. Esfandyari-Manesh, R. Dinarvand and F. Atyabi, J. Mater. Sci., 49, 6343 (2014). https://doi.org/10.1007/s10853-014-8360-7
  9. M.E. Byrne, J. Zachary Hilt and N.A. Peppas, J. Biomed. Mater. Res., 84, 137 (2008).
  10. P. Luliski, Acta Pol. Pharm., 70, 601 (2013).
  11. O. Ramstrom and R. J. Ansell, Chirality, 10, 195 (1998). https://doi.org/10.1002/(SICI)1520-636X(1998)10:3<195::AID-CHIR1>3.0.CO;2-9
  12. M. Komiyama, T. Takeuchi, T. Mukawa and H. Asanuma, Molecular Imprinting: From Fundamentals to Applications, Wiley-VCH, Weinheim (2003).
  13. G. Vasapollo, R. Del Sole, L. Mergola, M.R. Lazzoi, A. Scardino, S. Scorrano and G. Mele, Int. J. Mol. Sci., 12, 5908 (2011). https://doi.org/10.3390/ijms12095908
  14. F. Omidi, M. Behbahani, H. Sadeghi Abandansari, A. Sedighi and S. J. Shahtaheri, J. Environ. Health Sci. Eng., 12, 137 (2014). https://doi.org/10.1186/s40201-014-0137-z
  15. T. Takeuchia and J. Haginakab, J. Chromatogr. B., 72, 1 (1999).
  16. M. Ulbricht, J. Chromatogr. B., 804, 113 (2004). https://doi.org/10.1016/j.jchromb.2004.02.007
  17. L. Uzun and A. Turner, Biosens. Bioelectron., 76, 131 (2016). https://doi.org/10.1016/j.bios.2015.07.013
  18. J. Xia, X. Cao, Z. Wang, M. Yang, F. Zhang, B. Lu, F. Li, L. Xia, Y. Li and Y. Xia, Sens. Actuators, B: Chemical., 225, 305 (2016). https://doi.org/10.1016/j.snb.2015.11.060
  19. W. J. Cheong, F. Ali, J. H. Choi, J.O. Lee and K.Y. Sung, Talanta, 106, 45 (2013). https://doi.org/10.1016/j.talanta.2012.11.049
  20. J. Lee, S. Bernard and X. Liu, React. Funct. Polym., 69, 650 (2009). https://doi.org/10.1016/j.reactfunctpolym.2009.04.006
  21. K. Ohkubo, Y. Urata, S. Hirota, Y. Honda, Y. Fujishita and T. Sagawa, J. Mol. Catal, 93, 189 (1994). https://doi.org/10.1016/0304-5102(94)00105-7
  22. D. L. Rathbone, Adv. Drug Deliv. Rev., 57, 1854 (2005). https://doi.org/10.1016/j.addr.2005.07.017
  23. F. Puoci, G. Cirillo, M. Curcio, O. I. Parisi, F. Iemma and N. Picci, Expert Opin. Drug Deliv., 8, 1379 (2011). https://doi.org/10.1517/17425247.2011.609166
  24. B. Sellergren and C. J. Allender, Adv. Drug Deliv. Rev., 57, 1733 (2005). https://doi.org/10.1016/j.addr.2005.07.010
  25. C. F. van Nostrum, Drug Discov. Today Technol., 2, 119 (2005). https://doi.org/10.1016/j.ddtec.2005.05.004
  26. M.S. da Silva, F.L. Nobrega, A.A. Ricardo, E. J. Cabrita and T. Casimiro, J. Supercrit. Fluids, 58, 150 (2011). https://doi.org/10.1016/j.supflu.2011.05.010
  27. G. Cirillo, F. Iemma, F. Puoci, O. I. Parisi, M. Curcio, U. G. Spizzirri and N. Picci, J. Drug Target., 17, 72 (2009). https://doi.org/10.1080/10611860802455813
  28. W. Chen, Y. Ma, J. Pan, Z. Meng, G. Pan and B. Sellergren, Polymers, 7, 1689 (2015). https://doi.org/10.3390/polym7091478
  29. D.R. Kryscio and N.A. Peppas, AIChE J., 55, 1311 (2009). https://doi.org/10.1002/aic.11779
  30. A. Shkilnyy, E. Munnier, K. Herve, M. Souce, R. Benoit, S. Cohen- Jonathan, P. Limelette, M. L. Saboungi, P. Dubois and I. Chourpa, J. Phys. Chem. C., 114, 5850 (2010). https://doi.org/10.1021/jp9112188
  31. M. Mahmoudi, A. Simchi, M. Imani and U.O. Hafeli, J. Phys. Chem. C., 113, 8124 (2009).
  32. T. Chen, M. I. Shukoor, R. Wang, Z. Zhao, Q. Yuan, S. Bamrungsap, X. Xiong and W. Tan, ACS Nano., 5, 7866 (2011). https://doi.org/10.1021/nn202073m
  33. P. Dramou, P. Zuo, H. He, L. A. Pham-Huy, w. Zou, D. Xiao, C. Pham-Huyc and T. Ndorbora, J. Mater. Chem. B., 1, 4099 (2013). https://doi.org/10.1039/c3tb20502a
  34. O.L. Parisi, C. Morelli, F. Puoci, C. Saturnino, A. Caruso, D. Sisci, G. E. Trombino, N. Piccia and M. S. Sinicropia, J. Mater. Chem. B., 2, 6619 (2014). https://doi.org/10.1039/C4TB00607K
  35. X. Kan, Z. Geng, Y. Zhao, Z. Wang and J. J. Zhu, Nanotechnology, 20, 1 (2009).
  36. X. Xia, E.P. C. Lai and B. Ormeci, Polym. Eng. Sci., 52, 1775 (2012). https://doi.org/10.1002/pen.23126
  37. C. Dunn and S. J. Keam, PharmacoEconomics, 24, 495 (2006). https://doi.org/10.2165/00019053-200624050-00007
  38. D. Simpson, M. P. Curran and C. M. Perry, Drugs, 64, 1213 (2004). https://doi.org/10.2165/00003495-200464110-00005
  39. J.M. Dixon, C.D.B. Love, C.O.C. Bellamy, D.A. Cameron1, R. C. F. Leonard, H. Smith and W.R. Miller, Breast Cancer Res Treat., 66, 191 (2001). https://doi.org/10.1023/A:1010669403283
  40. C. Fontaine, A. Meulemans, M. Huizing, C. Collen, L. Kaufman, J. De Mey, C. Bourgain, G. Verfaillie, J. Lamote, R. Sacre, D. Schallier, B. Neyns, J. Vermorken and J. De Greve, Breast., 17, 376 (2008). https://doi.org/10.1016/j.breast.2008.02.006
  41. A. Lipton, L. M. Demers, H. A. Harvey, K. B. Kambic, H. Grossberg, C. Brady, H. Adlercruefz, P.F. Trunet and R. J. Sanfen, Cancer., 75, 2132 (1995). https://doi.org/10.1002/1097-0142(19950415)75:8<2132::AID-CNCR2820750816>3.0.CO;2-U
  42. Q. J. Khan, P. S. Reddy, B. F. Kimler, P. Sharma, S. E. Baxa, A. P. O'Dea, J.R. Klemp and C. J. Fabian, Breast Cancer Res Treat., 119, 111 (2010). https://doi.org/10.1007/s10549-009-0495-x
  43. S.K. Dey, B. Mandal, M. Bhowmik and L.K. Ghosh, Braz. J. Pharm. Sci., 45, 585 (2009). https://doi.org/10.1590/S1984-82502009000300025
  44. A. J. Siddiqa, K. Chaudhury and B. Adhikari, Colloids Surf., B., 116, 169 (2014). https://doi.org/10.1016/j.colsurfb.2013.12.040
  45. M.R. Saboktakin, R. M. Tabatabaie1, A. Maharramov and M. A. Ramazanov, J. Pharm. Educ. Res., 1, 62 (2010).
  46. S. Kazemi, A. A. Sarabi Daryani, M. Abdouss and Z. Shariatinia, J. Theor. Comput. Chem., 15, 1650015 (2016). https://doi.org/10.1142/S0219633616500152
  47. Y. Shi, H. Lv, X. Lu, Y. Huang, Y. Zhanga and W. Xue, J. Mater. Chem., 22, 3889 (2012). https://doi.org/10.1039/c2jm15680f
  48. T. Jing, H. Du, Q. Dai, H. Xia, J. Niu, Q. Hao, S. Mei and Y, Zhou, Biosens. Bioelectron., 26, 301 (2010). https://doi.org/10.1016/j.bios.2010.08.044
  49. Y. Ding, Y. Hu, L. Zhang, Y. Chen and X. Jiang, Biomacromolecules, 7, 1766 (2006). https://doi.org/10.1021/bm060085h
  50. B. Liu, M. Han, G. Guan, S. Wang, R. Liu and Z. Zhang, J. Phys. Chem. C., 115, 17320 (2011). https://doi.org/10.1021/jp205327q
  51. D. Niu, Z. Zhou, W. Yang, Y. Li, L. Xia, B. Jiang, W. Xu, W. Huang and T. Zhu, J. Appl. Polym. Sci., 130, 2859 (2013). https://doi.org/10.1002/app.39511
  52. O. Karaagac, H. Kockar, S. Beyaz and T. Tanrisever, IEEE Trans. Magn., 46, 3987 (2010).
  53. H. Surikumaran, S. Mohamad and N. Muhamad Sarih, Int. J. Mol. Sci., 15, 6111 (2014). https://doi.org/10.3390/ijms15046111
  54. H.G. Schild, J. Polym. Sci. Part A Polym. Chem., 31, 2403 (1993). https://doi.org/10.1002/pola.1993.080310925
  55. Y. Zhang, R. Liu, Y. Hu and G. Li, Anal. Chem., 81, 967 (2009). https://doi.org/10.1021/ac8018262
  56. A.H. Lu, E. L. Salabas and F. Schuth, Angew. Chem., 46, 1222 (2007). https://doi.org/10.1002/anie.200602866
  57. S. Beyaz, H. Kockar and T. Tanrisever, J. Optoelectron. Adv. M., 1, 447 (2009).
  58. M. Mahdavi, M. Bin Ahmad, J. Haron, F. Namvar, B. Nadi, M. Z. Ab Rahman and J. Amin, Molecules, 18, 7533 (2013). https://doi.org/10.3390/molecules18077533
  59. X.X. Li, L. F. Hao, Y. P. Huang, H.Q. Duan and Z. S. Liu, Polym. Eng. Sci., 52, 1440 (2012). https://doi.org/10.1002/pen.23086
  60. S. Likhitkar and A. K. Bajpai, Carbohydr. Polym., 87, 300 (2012). https://doi.org/10.1016/j.carbpol.2011.07.053
  61. N. Griffete, J. Fresnais, A. Espinosa, C. Wilhelm, A. Bee and C. Menager, Nanoscale, 7, 18891 (2015). https://doi.org/10.1039/C5NR06133D
  62. G.R. Mahdavinia, H. Etemadi and F. Soleymani, Carbohydr. Polym., 128, 112 (2015). https://doi.org/10.1016/j.carbpol.2015.04.022
  63. M. Uva, D. Pasqui, L. Mencuccini, S. Fedi and R. Barbucci, J. Biomater. Nanobiotechnol., 5, 116 (2014). https://doi.org/10.4236/jbnb.2014.52014