Preparation and utilization of a molecularly imprinted polymer for solid phase extraction of tramadol

• Authors: Saman Azodi-Deilami , Majid Abdouss , Seyed Hasani
• Languages of publication: EN

Abstracts

EN

In this paper, a highly selective molecularly imprinted polymer (MIP) for tramadol hydrochloride, a drug used to treat moderate to severe pain, was prepared and its use as solid-phase extraction (SPE) sorbent was demonstrated. The molecularly imprinted solid-phase extraction procedure followed by high performance liquid chromatography with ultraviolet detector (MISPE-HPLC) was developed for selective extraction and determination of tramadol in human plasma and urine. The optimal conditions for molecularly imprinted solid-phase extraction (MISPE) consisted of conditioning with 1 mL methanol and 1 mL of deionized water at neutral pH, loading of tramadol sample (50 µg L−1) at pH 7.5, washing using 1 mL acetone and elution with 3 × 1 mL of 10% (v/v) acetic acid in methanol. The MIP selectivity was evaluated by checking several substances with similar molecular structures to that of tramadol. Results from the HPLC analyses showed that the calibration curve of tramadol (using MIP from human plasma and urine) is linear in the ranges of 6–100 and 3–120 µg L−1 with good precisions (1.9% and 2.9% for 5.0 µg L−1), respectively. The recoveries for plasma and urine samples were higher than 81%. [...]

Keywords

EN

Tramadol; Molecularly imprinted polymer; Solid phase extraction; Human plasma; Human urine

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2010
• Volume: 8
• Issue: 4
• Pages: 861-869

Dates

published

1 - 8 - 2010

online

17 - 6 - 2010

Contributors

author

Saman Azodi-Deilami

• Department of Chemistry, Amirkabir University of Technology, Hafez 424, Tehran, P.O. Box 15875-4413, Iran

author

Majid Abdouss

• Department of Chemistry, Amirkabir University of Technology, Hafez 424, Tehran, P.O. Box 15875-4413, Iran

author

Seyed Hasani

• Department of Chemistry, Amirkabir University of Technology, Hafez 424, Tehran, P.O. Box 15875-4413, Iran

References

• [1] R.B. Raffa, E. Friderichs, W. Reimann, R.P. Shank, E.E. Codd, J.L. Vaught, J. Pharmacol. Exp. Ther. 260, 275 (1992)
• [2] K.S. Lewis, N.H. Han, Am. J. Health Syst. Pharm. 54, 643 (1997)
• [3] V. Subrahmanyam, A.B. Renwich, D.G. Walters, P.J. Young, R.J. Price, A.P. Tonelli, B.G. Lake, Drug Metab. Dispos. 29, 1146 (2001)
• [4] H.M.A. Shawish, N.A. Ghalwa, F.R. Zaggout, S.M. Saadeh, A.R.A. Dalou, A.A.A. Assi, Biochem. Engin. J. (In Press)
• [5] H.J. Leis, G. Fauler, W. Windischhofer, J. Chromatog. B 804, 369 (2004)
• [6] Q. Tao, D.J. Stone Jr., M.R. Borenstein, V.J. Bart, E.E. Codd, T.P. Coogan, D.D. Krieger, S. Liao, R.B. Raffa, J. Chromatog. B 763, 165 (2001)
• [7] B.N. Patel, N. Sharmab, M. Sanyal, P.S. Shrivastava, J. Pharma. Biomedical Anal. 49, 354 (2009) http://dx.doi.org/10.1016/j.jpba.2008.10.030[Crossref]
• [8] S.H. Gan, R. Ismail, J. Chromatogr. B Biomed. Sci. Appl. 759, 325 (2001) http://dx.doi.org/10.1016/S0378-4347(01)00237-7[Crossref]
• [9] G.C. Yeh, M.T. Sheu, C.L. Yen, Y.W. Wang, C.H. Liu, H.O. Ho, J. Chromatogr. B Biomed. Sci. Appl. 723, 247 (1999) http://dx.doi.org/10.1016/S0378-4347(98)00514-3[Crossref]
• [10] S.H. Gan, R. Ismail, W.A. Wan Adnan, Z. Wan, J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 772, 123 (2002) http://dx.doi.org/10.1016/S1570-0232(02)00065-X[Crossref]
• [11] P. Overbeck, G. Blaschke, J. Chromatogr. B Biomed. Sci. Appl. 732, 185 (1999) http://dx.doi.org/10.1016/S0378-4347(99)00281-9[Crossref]
• [12] M. Nobilis, J. Kopecky, J. Kvetina, J. Chladek, Z. Svoboda, V. Vorisek, F. Perlik, M. Pour, J. Kunes, J. Chromatogr. A 949, 11 (2002) http://dx.doi.org/10.1016/S0021-9673(01)01567-9[Crossref]
• [13] Y. Gu, J.P. Fawcett, J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 821, 240 (2005) http://dx.doi.org/10.1016/j.jchromb.2005.05.003[Crossref]
• [14] A. Curticapean, D. Muntean, M. Curticapean, M. Dogaru, C. Vari, J. Biochem. Biophys. Methods 70, 1304 (2008) http://dx.doi.org/10.1016/j.jprot.2008.01.012[Crossref]
• [15] R. Mehvar, K. Elliott, R. Parasrampuria, O. Eradiri, J. Chromatogr. B 852, 152 (2007)
• [16] M. Valle, J.M. Pavon, R. Calvo, M.A. Campanero, I.F. Troconiz, J. Chromatogr. B Biomed. Sci. Appl. 724, 83 (1999) http://dx.doi.org/10.1016/S0378-4347(98)00547-7[Crossref]
• [17] L.M. Zhao, X.Y. Chen, J.J. Cui, M. Sunita, D.F. Zhong, Yao Xue Xue Bao 39, 458 (2004)
• [18] L. Vlase, S. E. Leucuta, S. Imre, Talanta, 75, 1104 (2008) http://dx.doi.org/10.1016/j.talanta.2008.01.006[Crossref]
• [19] A. Ceccato, P. Chiap, P. Hubert, J. Crommen, J. Chromatogr. B Biomed. Sci. Appl. 698, 161 (1997) http://dx.doi.org/10.1016/S0378-4347(97)00267-3[Crossref]
• [20] M.A. Campanero, B. Calahorra, M. Valle, I.F. Troconiz, J. Honorato, Chirality 11, 272 (1999) http://dx.doi.org/10.1002/(SICI)1520-636X(1999)11:4<272::AID-CHIR3>3.0.CO;2-I[Crossref]
• [21] F. Vanderbist Ceccato, J.Y. Pabst, B. Streel, J. Chromatogr. B Biomed. Sci. Appl. 748, 65 (2000) http://dx.doi.org/10.1016/S0378-4347(00)00318-2[Crossref]
• [22] M.A. Campanero, E. Garcia-Quetglas, B. Sadaba, J.R. Azanza, J. Chromatogr. A 1031, 219 (2004) http://dx.doi.org/10.1016/j.chroma.2003.11.034[Crossref]
• [23] Y.H. Ardakani, R. Mehvar, A. Foroumadi, M.R. Rouini, J. Chromatogr. B 864, 109 (2008)
• [24] M.R. Rouini, Y.H. Ardakani, F. Soltani, H.Y. Aboul-Enein, A. Foroumadi, J. Chromatogr. B 830, 207 (2006)
• [25] S.H. Gan, R. Ismail, W.A. Wan Adnan, Z. Wan, J. Chromatogr. B 772, 123 (2002)
• [26] G.C. Yeh, M.T. Sheu, C.L. Yem, Y.W. Wang, C.H. Liu, H.O. Ho, J. Chromatogr. B 723, 247 (1999)
• [27] M. Nobilis, J. Kopecky, J. Kvetinc, J. Chladek, Z. Svobodo, V. Vorisek, F. Perlik, M. Pour, J. Kunes, J. Chromatogr. A 949, 11 (2002) http://dx.doi.org/10.1016/S0021-9673(01)01567-9[Crossref]
• [28] V. Kmetec, R. Rosker, J. Pharm. Biomed. Anal. 32, 1061 (2003) http://dx.doi.org/10.1016/S0731-7085(03)00209-7[Crossref]
• [29] M.A. Campanero, E. Garcia-Quetglas, B. Sadaba, J.R. Azanza, J. Chromatogr. A 1031, 219 (2004)
• [30] M.R. Darrach, A. Chutjian, G.A. Plett, Environ. Sci. Technol. 32, 1354 (1998) http://dx.doi.org/10.1021/es970992h[Crossref]
• [31] X. Jiang, N. Jiang, H. Zhang, M. Liu, Anal. Bioanl. Chem. 389, 355 (2007) http://dx.doi.org/10.1007/s00216-007-1336-6[Crossref]
• [32] A.G. Mayes, M.J. Whitcombe, Adv. Drug Del. Rev. 57, 1742 (2005) http://dx.doi.org/10.1016/j.addr.2005.07.011[Crossref]
• [33] D.A. Spivak, Adv. Drug Del. Rev. 57, 1779 (2005) http://dx.doi.org/10.1016/j.addr.2005.07.012[Crossref]
• [34] P.A.G. Cormack, M.Z. Elorza, J. Chromatogr. 804, 173 (2004) http://dx.doi.org/10.1016/j.jchromb.2004.02.013[Crossref]
• [35] L. Longo, G. Vasapollo, Mini-Rev. Org. Chem. 5, 163 (2008) http://dx.doi.org/10.2174/157019308785161620[Crossref]
• [36] B. Sellergren (Ed.), Molecularly Imprinted Polymers: Man-Made Mimics of Antibodies and their Applications in Analytical Chemistry (Elsevier, Amsterdam, 2001) vol. 23
• [37] C. He, Y. Long, J. Pan, K. Li, F. Liu, J. Biochem. Biophys. Methods 70, 133 (2007) http://dx.doi.org/10.1016/j.jbbm.2006.07.005[Crossref]
• [38] C. Chassaing, J. Stokes, R.F. Venn, F. Lanza, B. Sellergren, A. Holmberg, C. Berggren, J. Chromatogr., B 804, 71 (2004)
• [39] K. Möller, U. Nilsson, C. Crescenzi, J. Chromatogr., B 811, 171 (2004)
• [40] E. Caro, R.M. Marcé, P.A.G. Cormack, D.C. Sherrington, F. Borrull, J. Chromatogr., B 813, 137 (2004)
• [41] M.T. Muldoon, L.H. Stanker, Anal. Chem. 69, 803 (1997) http://dx.doi.org/10.1021/ac9604649[Crossref]
• [42] E. Caro, R.M. Marcé, P.A.G. Cormack, D.C. Sherrington, F. Borrull, J. Chromatogr., A 995, 233 (2003) http://dx.doi.org/10.1016/S0021-9673(03)00543-0[Crossref]
• [43] M. Walshe, J. Howarth, M.T. Kelly, R. O’Kennedy, M.R. Smyth, J. Pharm. Biomed. Anal. 16, 319 (1997) http://dx.doi.org/10.1016/S0731-7085(97)00043-5[Crossref]
• [44] A. Zander, P. Findlay, T. Renner, B. Sellergren, A. Swietlow, Anal. Chem. 70, 3304 (1998) http://dx.doi.org/10.1021/ac971272w[Crossref]
• [45] L.I. Andersson, A. Paprica, T. Arvidsson, Chromatographia 46, 57 (1997) http://dx.doi.org/10.1007/BF02490930[Crossref]
• [46] C.W. Huck, G.K. Bonn, J. Chromatogr. A 885, 51 (2000) http://dx.doi.org/10.1016/S0021-9673(00)00333-2[Crossref]
• [47] K.S. Boos, C.T. Fleischer, Fresenius J. Anal. Chem. 371, 16 (2001) http://dx.doi.org/10.1007/s002160100831[Crossref]
• [48] M. Turchan, P. Jara-Ulloa, S. Bollo, L.J. Nunez-Vergara, J.A. Squella, A. Alvarez-Lueje, Talanta 73, 913 (2007) http://dx.doi.org/10.1016/j.talanta.2007.05.010[Crossref]
• [49] Y.H. Zhai, Y.W. Liu, X.J. Chang, S. Chen, X.J. Huang, S.B. Chen, X.P. Huang, Anal. Chim. Acta 593, 123 (2007) http://dx.doi.org/10.1016/j.aca.2007.04.040[Crossref]
• [50] M. Komiyama, T. Takeuchi, T. Mukawa, H. Asanuma, Molecular Imprinting: From Fundamentals to Applications (John Wiley & sons, Weinheim, 2003)
• [51] A.C. Moffat, Clarkes Analysis of Drugs and Poisons in Pharmaceuticals, 3d edition (Pharmaceutical Press, the publications division of The Royal Pharmaceutical Society of Great Britain, 2004) Vol. 2.
• [52] A. Guyot, in: D.C. Sherrington, P. Hodge (Eds.), Synthesis and Separations Using Functional Polymers (John Wiley & Sons, New York, 1989) 1–36
• [53] L. Lloyd, J. Chromatogr. A 544, 201 (1991) http://dx.doi.org/10.1016/S0021-9673(01)83986-8[Crossref]
• [54] D. A. Spivak, J. Adv. Drug Deliv. Rev. 57, 1779 (2005) http://dx.doi.org/10.1016/j.addr.2005.07.012[Crossref]
• [55] A. Rachkov, N. Minoura, J. Chromatogr., A 889, 111 (2000) http://dx.doi.org/10.1016/S0021-9673(00)00568-9[Crossref]
• [56] R. Panahi, E. Vasheghani-Farahani, S.A. Shojaosadati, Biochem. Eng. 35, 352 (2007) http://dx.doi.org/10.1016/j.bej.2007.01.027[Crossref]
• [57] M. Javanbakht, N. Shaabani, B. Akbari-Adergani, J. Chromatogr., B 877, 2541 (2009)
• [58] I.A. Nicholls, Recent Res. Dev. Pure Appl. Chem. 1, 133 (1997)
• [59] K.J. Shea, D.A. Spivak, B. Sellergren, J. Am. Chem. Soc. 115, 3368 (1993) http://dx.doi.org/10.1021/ja00061a061[Crossref]
• [60] W.M. Mullet, M. Walles, K. Levsen, J. Borlak, J. Pawliszyn, J. Chromatogr., B 801, 297 (2004)

Identifiers

DOI

10.2478/s11532-010-0059-2