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Determination of Log P by Dispersive Liquid/Liquid Microextraction Coupled with Derivatized Magnetic Nanoparticles Predispersed in 1-Octanol Phase

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Abstract

A new direct method for log P determination by dispersive liquid/liquid microextraction (DLLME) coupled with derivatized magnetic nanoparticles (DMNPs) predispersed in 1-octanol phase is discussed. First, the aim of DMNPs predispersed into 1-octanol phase was to provide the magnetic force when an ultrastrong magnet was used to separate the two phases. Second, the interaction of 1-octanol with inner DMNPs nuclei prevented emulsion formation in the DLLME process. Moreover, interruption of absorption of DMNPs due to the partition equilibrium of the model compound was negligible. The equilibrium of model compound between the two phases was reached in less than 3 min. The two phases were separated quickly by a super magnet because model compounds in the two phases did not interfere with each other. Fourteen model compounds of varied log P values were measured using this method. The log P values fall in the range of 0.6 to 4.8, which are in agreement with the published results. This method is a rapid, efficient and facile method for direct measurement of log P values.

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References

  1. T. W. von Geldern, D. J. Hoffman, J. A. Kester, H. N. Nellans, B. D. Dayton, S. V. Calzadilla, K. C. Marsh, L. Hernandez, W. Chiou, D. B. Dixon, J. R. Wu-Wong, and T. J. Opgenorth, J. Med. Chem., 1996, 39, 982.

    Article  CAS  PubMed  Google Scholar 

  2. Y. C. Martin, J. Med. Chem., 2005, 48, 3164.

    Article  CAS  PubMed  Google Scholar 

  3. M. Ishigami, T. Honda, W. Takasaki, T. Ikeda, T. Komai, K. Ito, and Y. Sugiyama, Drug Metab. Dispos., 2001, 29, 282.

    CAS  PubMed  Google Scholar 

  4. X. Liu, M. Tu, R. S. Kelly, C. Chen, and J. Smith, Drug Metab. Dispos., 2004, 32, 132.

    Article  CAS  PubMed  Google Scholar 

  5. E. H. Kerns and L. Di, Drug Discovery Today: Technol., 2004, 1, 343.

    Article  CAS  Google Scholar 

  6. C. A. Lipinski, J. Pharmacol. Toxicol. Methods, 2000, 44, 235.

    Article  CAS  PubMed  Google Scholar 

  7. H. van de Waterbeemd, D. A. Smith, K. Beaumont, and D. K. Walker, J. Med. Chem., 2001, 44, 1313.

    Article  PubMed  Google Scholar 

  8. P. D. Vowles and R. F. C. Mantoura, Chemosphere, 1987, 16, 109.

    Article  CAS  Google Scholar 

  9. R. Anliker, E. A. Clarke, and P. Moser, Chemosphere, 1981, 10, 263.

    Article  CAS  Google Scholar 

  10. P. M. Gschwend and S. Wu, Environ. Sci. Technol., 1985, 19, 90.

    Article  CAS  Google Scholar 

  11. I. Nishimura, A. Hirano, T. Yamashita, and T. Fukami, J. Chromatogr., A, 2009, 1216, 2984.

    Article  CAS  PubMed  Google Scholar 

  12. Y. Dohta, T. Yamashita, S. Horiike, T. Nakamura, and T. Fukami, Anal. Chem., 2007, 79, 8312.

    Article  CAS  PubMed  Google Scholar 

  13. Y. G. Guo, J. Zhang, D. N. Liu, and H. F. Fu, Anal. Bioanal. Chem., 2006, 386, 2193.

    Article  CAS  PubMed  Google Scholar 

  14. W. A. Bruggeman, J. van der Steen, and O. Hutzinger, J. Chromatogr., A, 1982, 238, 335.

    Article  CAS  Google Scholar 

  15. G. L. Biagi, A. M. Barbaro, A. Sapone, and M. Recanatini, J. Chromatogr., A, 1994, 662, 341.

    Article  CAS  Google Scholar 

  16. K. Valkó, C. Bevan, and D. Reynolds, Anal. Chem., 1997, 69, 2022.

    Article  PubMed  Google Scholar 

  17. G. D. Veith, N. M. Austin, and R. T. Morris, Water Res., 1979, 13, 43.

    Article  CAS  Google Scholar 

  18. S. K. Poole, D. Durham, and C. Kibbey, J. Chromatogr., B, 2000, 745, 117.

    Article  CAS  Google Scholar 

  19. Y. Ishihama, Y. Oda, K. Uchikawa, and N. Asakawa, Anal. Chem., 1995, 67, 1588.

    Article  CAS  Google Scholar 

  20. Y. Ishihama, Y. Oda, K. Uchikawa, and N. Asakawa, Anal. Chem., 1996, 68, 4281.

    Article  CAS  PubMed  Google Scholar 

  21. M. Rezaee, Y. Assadi, M. M. Hosseini, E. Agnee, F. Ahmadi, and S. Berijani, J. Chromatogr., A, 2006, 1116, 1.

    Article  CAS  PubMed  Google Scholar 

  22. M. García-López, I. Rodríguez, and R. Cela, J. Chromatogr., A, 2007, 1166, 9.

  23. L. Farina, E. Boido, F. Carrau, and E. Dellacassa, J. Chromatogr., A, 2007, 1157, 46.

    Article  CAS  PubMed  Google Scholar 

  24. X. Zang, J. Wang, O. Wang, M. Wang, J. Ma, G. Xi, and Z. Wang, Anal. Bioanal. Chem., 2008, 392, 749.

    Article  CAS  PubMed  Google Scholar 

  25. M. Rezaee, Y. Yamini, S. Shariati, A. Esrafili, and M. Shamsipur, J. Chromatogr., A, 2009, 1216, 1511.

    Article  CAS  PubMed  Google Scholar 

  26. M. Cruz-Vera, R. Lucena, S. Cárdenas, and M. Valcárcel, J. Chromatogr., A, 2009, 1216, 6459.

    Article  CAS  PubMed  Google Scholar 

  27. Z. G. Shi and H. K. Lee, Anal. Chem., 2010, 82, 1540.

    Article  CAS  PubMed  Google Scholar 

  28. H. Deng, X. L. Li, Q. Peng, X. Wang, J. P. Chen, and Y. D. Li, Angew. Chem., Int. Ed., 2005, 44, 2782.

    Article  CAS  Google Scholar 

  29. J. T. Anderson and W. Schrader, Anal. Chem., 1999, 71, 3610.

    Article  Google Scholar 

  30. J. de Bruijn, F. Busser, W. Seinen, and J. Hermens, Environ. Toxicol. Chem., 1989, 8, 499.

    Article  Google Scholar 

  31. A. Berthod and S. Carda-Broch, J. Chromatogr., A, 2004, 1037, 3.

    Article  CAS  PubMed  Google Scholar 

  32. J. Ahlers, M. Benzing, A. Gies, W. Pauli, and E. Roesick, Chemosphere, 1988, 17, 1603.

    Article  Google Scholar 

  33. C. V. Eadsforth and P. Moser, Chemosphere, 1983, 12, 1459.

    Article  CAS  Google Scholar 

  34. H. Watarai, M. Tanaka, and N. Suzuki, Anal. Chem., 1982, 54, 702.

    Article  CAS  Google Scholar 

  35. Y. B. Tewari, D. E. Martire, S. P. Wasik, and M. M. Miller, J. Solution Chem., 1982, 11, 435.

    Article  CAS  Google Scholar 

  36. F. Lombardo, M. Y. Shalaeva, K. A. Tupper, F. Gao, and M. H. Abraham, J. Med. Chem., 2000, 43, 2922.

    Article  CAS  PubMed  Google Scholar 

  37. P. G. J. de Maagd, D. T. E. M. ten Hulscher, H. van den Heuvel, A. Opperhuizen, and D. T. H. M. Sijm, Environ. Toxicol. Chem., 1998, 17, 251.

    Google Scholar 

  38. M. Alimuddin, D. Grant, D. Bulloch, N. Lee, M. Peacock, and R. Dahl, J. Med. Chem., 2008, 515, 140.

    Google Scholar 

  39. H. Tomida, T. Yotsuyanagi, and K. Ikeda, Chem. Pharm. Bull., 1978, 26, 2832.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Xuchang University, 461000, Xuchang, Henan Province, China

    Huafeng Fu, Lina Wang, Xiaomeng Li & Baoan Liang

  2. Department of Chemistry,, Zhengzhou University, 450052, Zhengzhou, Henan Province, China

    Chunying Fan

Authors
  1. Huafeng Fu
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  2. Lina Wang
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  3. Chunying Fan
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  4. Xiaomeng Li
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  5. Baoan Liang
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Correspondence to Huafeng Fu.

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Fu, H., Wang, L., Fan, C. et al. Determination of Log P by Dispersive Liquid/Liquid Microextraction Coupled with Derivatized Magnetic Nanoparticles Predispersed in 1-Octanol Phase. ANAL. SCI. 28, 589–594 (2012). https://doi.org/10.2116/analsci.28.589

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  • DOI: https://doi.org/10.2116/analsci.28.589

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