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Received February 13, 2016
Accepted June 20, 2016
- This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.
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Synthesis and characterization of magnetic molecularly imprinted polymer nanoparticles for controlled release of letrozole
Department of Chemistry, Amirkabir University of Technology, Tehran, P. O. Box 15875-4413, Iran 1Department of Polymer Engineering, Amirkabir University of Technology, Tehran, P. O. Box 15875-4413, Iran
phdabdouss44@aut.ac.ir
Korean Journal of Chemical Engineering, November 2016, 33(11), 3289-3297(9), 10.1007/s11814-016-0171-x
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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 crosslinker 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 12.5 emu·g-1 and had thermal stability below 240 ℃. The adsorption experiments indicated better template recognition of MMIP than magnetic nonimprinted 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.
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References
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Mahdavi M, Ahmad MB, Haron J, Namvar F, Nadi B, Rahman MZA, Amin J, Molecules, 18, 7533 (2013)
Li XX, Hao LF, Huang YP, Duan HQ, Liu ZS, Polym. Eng. Sci., 52(7), 1440 (2012)
Likhitkar S, Bajpai AK, Carbohydr. Polym., 87, 300 (2012)
Griffete N, Fresnais J, Espinosa A, Wilhelm C, Bee A, Menager C, Nanoscale, 7, 18891 (2015)
Mahdavinia GR, Etemadi H, Soleymani F, Carbohydr. Polym., 128, 112 (2015)
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Ummadi S, Shravani B, Rao NGR, Reddy MS, Nayak B, Int. J. Pharm. Sci., 3, 258 (2013)
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Kempe H, Pujolras AP, Kempe M, Pharm. Res., 32, 375 (2015)
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Ishkuh FA, Javanbakht M, Esfandyari-Manesh M, Dinarvand R, Atyabi F, J. Mater. Sci., 49(18), 6343 (2014)
Byrne ME, Hilt JZ, Peppas NA, J. Biomed. Mater. Res., 84, 137 (2008)
Luliski P, Acta Pol. Pharm., 70, 601 (2013)
Ramstrom O, Ansell RJ, Chirality, 10, 195 (1998)
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Vasapollo G, Del Sole R, Mergola L, Lazzoi MR, Scardino A, Scorrano S, Mele G, Int. J. Mol. Sci., 12(9), 5908 (2011)
Omidi F, Behbahani M, Abandansari HS, Sedighi A, Shahtaheri SJ, J. Environ. Sci. Health Sci. Eng., 12, 137 (2014)
Takeuchia T, Haginakab J, J. Chromatogr. B, 72, 1 (1999)
Ulbricht M, J. Chromatogr. B, 804, 113 (2004)
Uzun L, Turner A, Biosens. Bioelectron., 76, 131 (2016)
Xia J, Cao X, Wang Z, Yang M, Zhang F, Lu B, Li F, Xia L, Li Y, Xia Y, Sens. Actuators B-Chem., 225, 305 (2016)
Cheong WJ, Ali F, Choi JH, Lee JO, Sung KY, Talanta, 106, 45 (2013)
Lee J, Bernard S, Liu XC, React. Funct. Polym., 69(9), 650 (2009)
Ohkubo K, Urata Y, Hirota S, Honda Y, Fujishita Y, Sagawa T, J. Mol. Catal. A-Chem., 93, 189 (1994)
Rathbone DL, Adv. Drug Deliv. Rev., 57, 1854 (2005)
Puoci F, Cirillo G, Curcio M, Parisi OI, Iemma F, Picci N, Expert Opin. Drug Deliv., 8, 1379 (2011)
Sellergren B, Allender CJ, Adv. Drug Deliv. Rev., 57, 1733 (2005)
van Nostrum CF, Drug Discov. Today Technol., 2, 119 (2005)
da Silva MS, Nobrega FL, Aguiar-Ricardo A, Cabrita EJ, Casimiro T, J. Supercrit. Fluids, 58(1), 150 (2011)
Cirillo G, Iemma F, Puoci F, Parisi OI, Curcio M, Spizzirri UG, Picci N, J. Drug Target., 17, 72 (2009)
Chen W, Ma Y, Pan J, Meng Z, Pan G, Sellergren B, Polymer, 7, 1689 (2015)
Kryscio DR, Peppas NA, AIChE J., 55(6), 1311 (2009)
Shkilnyy A, Munnier E, Herve K, Souce M, Benoit R, Cohen-Jonathan S, Limelette P, Saboungi ML, Dubois P, Chourpa I, J. Phys. Chem. C, 114, 5850 (2010)
Mahmoudi M, Simchi A, Imani M, Hafeli UO, J. Phys. Chem. C, 113, 8124 (2009)
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Dramou P, Zuo P, He H, Pham-Huy LA, Zou W, Xiao D, Pham-Huyc C, Ndorbora T, J. Mater. Chem. B, 1, 4099 (2013)
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Simpson D, Curran MP, Perry CM, Drugs, 64, 1213 (2004)
Dixon JM, Love CDB, Bellamy COC, Cameron DA, Leonard RCF, Smith H, Miller WR, Breast Cancer Res Treat., 66, 191 (2001)
Fontaine C, Meulemans A, Huizing M, Collen C, Kaufman L, De Mey J, Bourgain C, Verfaillie G, Lamote J, Sacre R, Schallier D, Neyns B, Vermorken J, De Greve J, Breast., 17, 376 (2008)
Lipton A, Demers LM, Harvey HA, Kambic KB, Grossberg H, Brady C, Adlercruefz H, Trunet PF, Sanfen RJ, Cancer., 75, 2132 (1995)
Khan OJ, Reddy PS, Kimler BF, Sharma P, Baxa SE, O’Dea AP, Klemp JR, Fabian CJ, Breast Cancer Res Treat., 119, 111 (2010)
Dey SK, Mandal B, Bhowmik M, Ghosh LK, Braz. J. Pharm. Sci., 45, 585 (2009)
Siddiqa AJ, Chaudhury K, Adhikari B, Colloids Surf. B: Biointerfaces, 116, 169 (2014)
Saboktakin MR, Tabatabaie RM, Maharramov A, Ramazanov MA, J. Pharm. Educ. Res., 1, 62 (2010)
Kazemi S, Daryani AAS, Abdouss M, Shariatinia Z, J. Theor. Comput. Chem., 15, 165001 (2016)
Shi Y, Lv H, Lu X, Huang Y, Zhanga Y, Xue W, J. Mater. Chem., 22, 3889 (2012)
Jing T, Du H, Dai Q, Xia H, Niu J, Hao Q, Mei S, Zhou Y, Biosens. Bioelectron., 26, 301 (2010)
Ding Y, Hu Y, Zhang LY, Chen Y, Jiang XQ, Biomacromolecules, 7(6), 1766 (2006)
Liu B, Han M, Guan G, Wang S, Liu R, Zhang Z, J. Phys. Chem. C, 115, 17320 (2011)
Niu DD, Zhou ZP, Yang WM, Li Y, Xia L, Jiang B, Xu WZ, Huang WH, Zhu TY, J. Appl. Polym. Sci., 130(4), 2859 (2013)
Karaagac O, Kockar H, Beyaz S, Tanrisever T, IEEE Trans. Magn., 46, 3987 (2010)
Surikumaran H, Mohamad S, Sarih NM, Int. J. Mol. Sci., 15(4), 6111 (2014)
Schild HG, J. Polym. Sci. A: Polym. Chem., 31, 2403 (1993)
Zhang Y, Liu R, Hu Y, Li G, Anal. Chem., 81, 967 (2009)
Lu AH, Salabas EL, Schuth F, Angew. Chem.-Int. Edit., 46, 1222 (2007)
Beyaz S, Kockar H, Tanrisever T, J. Optoelectron. Adv. M., 1, 447 (2009)
Mahdavi M, Ahmad MB, Haron J, Namvar F, Nadi B, Rahman MZA, Amin J, Molecules, 18, 7533 (2013)
Li XX, Hao LF, Huang YP, Duan HQ, Liu ZS, Polym. Eng. Sci., 52(7), 1440 (2012)
Likhitkar S, Bajpai AK, Carbohydr. Polym., 87, 300 (2012)
Griffete N, Fresnais J, Espinosa A, Wilhelm C, Bee A, Menager C, Nanoscale, 7, 18891 (2015)
Mahdavinia GR, Etemadi H, Soleymani F, Carbohydr. Polym., 128, 112 (2015)
Uva M, Pasqui D, Mencuccini L, Fedi S, Barbucci R, J. Biomater. Nanobiotechnol., 5, 116 (2014)