Synthesis, recognition and evaluation of molecularly imprinted polymer nanoparticle using miniemulsion polymerization for controlled release and analysis of risperidone in human plasma samples

Ebadullah Asadi; Saman Azodi-Deilami; Majid Abdouss; Davood Kordestani; Alireza Rahimi; Somayeh Asadi

Korean Journal of Chemical Engineering, Vol.31, No.6, 1028-1035, June, 2014

DOI10.1007/s11814-013-0287-1 Export Citation

Synthesis, recognition and evaluation of molecularly imprinted polymer nanoparticle using miniemulsion polymerization for controlled release and analysis of risperidone in human plasma samples

Ebadullah Asadi, Saman Azodi-Deilami, Majid Abdouss^†, Davood Kordestani¹, Alireza Rahimi², and Somayeh Asadi³

Department of Chemistry, Amirkabir University of Technology, P. O. Box 15875-4413, Tehran, Iran
¹Faculty of Chemistry, Department of Organic Chemistry, Razi University, Kermanshah, Iran
²Electrochemistry and Inhibitors Group, Environmental Protection Department, Research Institute of Petroleum Industry (RIPI), West Blvd of Azadi Sport Complex, Tehran, Iran
³Student Research Committee, Kermanshah University of Medical Sciences, Kermanshah, Iran

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We prepared high selective imprinted nanoparticle polymers by a miniemulsion polymerization technique, using risperidone as the template, MAA as the functional monomers, and TRIM as the cross-linker in acetonitrile as solvent. The morphology of the nanoparticles determined by scanning electron microscopy (SEM) images and drug release, binding properties and dynamic light scattering (DLS) of molecularly imprinted polymers (MIPs) were studied. Controlled release of risperidone from nanoparticles was investigated through in 1% wt sodium dodecyl sulfate aqueous solution and by measuring the absorbance by HPLC-UV. The results showed that the imprinted nanoparticles exhibited a higher binding level and slower release rate than non-imprinted nanoparticles, which contributed to interaction of risperidone with imprinted cavities within nanoparticles. Furthermore, the results from HPLC showed good precision (5% for 50.0 μg L^(-1)) and recoveries (between 86-91) using MIP from human plasma samples.

Keywords:Molecularly Imprinted Polymers;Risperidone;Sustained Release;Human Plasma;Miniemulsion Polymerization

[References]

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Tokonami S, Shiigi H, Nagaoka T, Anal. Chim. Acta, 641, 7 (2009)
Yang GL, Yin JF, Li ZW, Chromatographia, 59, 705 (2004)
Ho KC, Yeh WM, Tung TS, Liao JY, J. Anal. Chim. Acta, 542, 90 (2005)
Azodi-Deilami S, Abdouss M, Seyedi SR, Cent. Eur. J. Chem., 8, 687 (2010)
Azodi-Deilami S, Abdouss M, Javanbakht M, Appl. Biochem. Biotechnol., 164(2), 133 (2011)
Abdouss M, Asadi E, Azodi-Deilami S, Beik-mohammadi N, Amir Aslanzadeh S, J. Mater. Sci. Mater. Med., 22, 2273 (2011)
Azodi-Deilami S, Abdouss M, Hasani AR, Cent. Eur. J. Chem., 8, 861 (2010)
Javanbakht M, Eynollahi Fard S, Mohammadi A, Abdouss M, Ganjali MR, Norouzi P, Safaraliee L, Anal. Chim. Acta, 612, 65 (2008)
Vallano PT , Remcho VT, J. Chromatogr. A, 887, 125 (2000)
Kamal A, Kumar BA, Arifuddin M, Dastidar SG, Bioorg. Med. Chem., 11, 5135 (2003)
Puoci F, Curcio M, Cirillo G, Lemma F, Spizzirri UG, Picci N, Food Chem., 106, 836 (2008)
Chen Wen, Han DK, Ahn KD, Kim JM, Macromol. Res., 10(2), 122 (2002)
Suedee R, Srichana T, Martin G, J. Controlled Release, 66, 135 (2000)
Sambe H, Hoshina K, Moadel R, Wainer W, Haginaka J, J. Chromatogr. A, 1134, 88 (2006)
Suedee R, Int. J. Pharm. Sci. Rev. Res., 20, 235 (2013)
Rostamizadeh K, Vahedpour M, Bozorgi S, Int. J. Pharm., 424, 67 (2012)
Li L, He X, Chen L, Zhang Y, Chem. Asian J., 4, 286 (2009)
Ding X, Heiden PA, Macromol. Mater. Eng., DOI:10.1 002/mame.201300160 (2013)
Lin Z, Xia Z, Zheng J, Zheng D. Zhang L, Yang H, Chen G, J. Mater. Chem., 22, 17914 (2012)
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Puoci F, Cirillo G, Curcio M, Iemma F, Parisi OL, Spizzirri UG, Picci N, Molecularly imprinted polymers (PIMs) in biomedical applications, Biopolymers, Magdy Elnashar (Ed.), InTech (2010)
Allender CJ, Richardson C, Woodhouse B, Heard CM, Brain KR, Int. J. Pharm., 195, 39 (2000)
Ju JY, Shin CS, Whitcombe MJ, Vulfson EN, Biotechnol. Bioeng., 64(2), 232 (1999)
Alvarez-Lorenzo C, Concheiro A, Biotech. Ann. Rev., 12, 225 (2006)
Hiratani H, Alvarez-Lorenzo C, J. Controlled Release, 83, 223 (2002)
Alvarez-Lorenzo C, Concheiro A, J. Chromatogr., B, 804, 231 (2004)
Alvarez-Lorenzo C, Yanez F, Barreiro-Iglesias R, Concheiro A, J. Controlled Release, 113, 236 (2006)
Sellergren B, Allender CJ, Adv. Drug Deliv. Rev., 57, 1733 (2005)
Turchan M, Jara-Ulloa P, Bollo S, Nunez-Vergara LJ, Squella JA, Alvarez-Lueje A, Talanta, 73, 913 (2007)
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Mullet WM, Walles M, Levsen K, Borlak J, Pawliszyn J, J. Chromatogr. B., 801, 297 (2004)

[Referenced By]

[1] Mosbach K, Trends Biochem. Sci., 19, 9 (1994)

[2] Esfandyari-Manesh M, Javanbakht M, Atyabi F, Badiei A, Dinarvand R, J. Appl. Polym. Sci., 121(2), 1118 (2011)

[3] Tokonami S, Shiigi H, Nagaoka T, Anal. Chim. Acta, 641, 7 (2009)

[4] Yang GL, Yin JF, Li ZW, Chromatographia, 59, 705 (2004)

[5] Ho KC, Yeh WM, Tung TS, Liao JY, J. Anal. Chim. Acta, 542, 90 (2005)

[6] Azodi-Deilami S, Abdouss M, Seyedi SR, Cent. Eur. J. Chem., 8, 687 (2010)

[7] Azodi-Deilami S, Abdouss M, Javanbakht M, Appl. Biochem. Biotechnol., 164(2), 133 (2011)

[8] Abdouss M, Asadi E, Azodi-Deilami S, Beik-mohammadi N, Amir Aslanzadeh S, J. Mater. Sci. Mater. Med., 22, 2273 (2011)

[9] Azodi-Deilami S, Abdouss M, Hasani AR, Cent. Eur. J. Chem., 8, 861 (2010)

[10] Javanbakht M, Eynollahi Fard S, Mohammadi A, Abdouss M, Ganjali MR, Norouzi P, Safaraliee L, Anal. Chim. Acta, 612, 65 (2008)

[11] Vallano PT , Remcho VT, J. Chromatogr. A, 887, 125 (2000)

[12] Kamal A, Kumar BA, Arifuddin M, Dastidar SG, Bioorg. Med. Chem., 11, 5135 (2003)

[13] Puoci F, Curcio M, Cirillo G, Lemma F, Spizzirri UG, Picci N, Food Chem., 106, 836 (2008)

[14] Chen Wen, Han DK, Ahn KD, Kim JM, Macromol. Res., 10(2), 122 (2002)

[15] Suedee R, Srichana T, Martin G, J. Controlled Release, 66, 135 (2000)

[16] Sambe H, Hoshina K, Moadel R, Wainer W, Haginaka J, J. Chromatogr. A, 1134, 88 (2006)

[17] Suedee R, Int. J. Pharm. Sci. Rev. Res., 20, 235 (2013)

[18] Rostamizadeh K, Vahedpour M, Bozorgi S, Int. J. Pharm., 424, 67 (2012)

[19] Li L, He X, Chen L, Zhang Y, Chem. Asian J., 4, 286 (2009)

[20] Ding X, Heiden PA, Macromol. Mater. Eng., DOI:10.1 002/mame.201300160 (2013)

[21] Lin Z, Xia Z, Zheng J, Zheng D. Zhang L, Yang H, Chen G, J. Mater. Chem., 22, 17914 (2012)

[22] Yan HY, Row KH, Int. J. Mol. Sci., 7(5-6), 155 (2006)

[23] Puoci F, Cirillo G, Curcio M, Iemma F, Parisi OL, Spizzirri UG, Picci N, Molecularly imprinted polymers (PIMs) in biomedical applications, Biopolymers, Magdy Elnashar (Ed.), InTech (2010)

[24] Allender CJ, Richardson C, Woodhouse B, Heard CM, Brain KR, Int. J. Pharm., 195, 39 (2000)

[25] Ju JY, Shin CS, Whitcombe MJ, Vulfson EN, Biotechnol. Bioeng., 64(2), 232 (1999)

[26] Alvarez-Lorenzo C, Concheiro A, Biotech. Ann. Rev., 12, 225 (2006)

[27] Hiratani H, Alvarez-Lorenzo C, J. Controlled Release, 83, 223 (2002)

[28] Alvarez-Lorenzo C, Concheiro A, J. Chromatogr., B, 804, 231 (2004)

[29] Alvarez-Lorenzo C, Yanez F, Barreiro-Iglesias R, Concheiro A, J. Controlled Release, 113, 236 (2006)

[30] Sellergren B, Allender CJ, Adv. Drug Deliv. Rev., 57, 1733 (2005)

[31] Turchan M, Jara-Ulloa P, Bollo S, Nunez-Vergara LJ, Squella JA, Alvarez-Lueje A, Talanta, 73, 913 (2007)

[32] Jiang J, Song K, Chen Z, Zhou Q, Tang Y, Gu F, Zou X, Xu Z, J. Chromatogr. A, 1218, 3763 (2011)

[33] Jiang LH, Sun GQ, Zhou ZH, Sun SG, Wang Q, Yan SY, Li HQ, Tian J, Guo JS, Zhou B, Xin Q, J. Phys. Chem. B, 109(18), 8774 (2005)

[34] Huang C, Hu B, Spectrochim. Acta B, 63, 437 (2008)

[35] Aruna I, Kruis FE, Kundu S, Muhler M, Theissmann R, Spasova M, J. Appl. Phys., 105, 064312 (2009)

[36] Nilsson C, Nilsson S, Electrophoresis, 27(1), 76 (2006)

[37] Gaumet M, Vargas A, Gurny R, Delie F, Eur. J. Pharm. Biopharm., 69, 1 (2008)

[38] Martin P, Jones GR, Stringer F, Wilson ID, Analyst., 128, 345 (2003)

[39] Mullet WM, Walles M, Levsen K, Borlak J, Pawliszyn J, J. Chromatogr. B., 801, 297 (2004)