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Micronization of levofloxacin by supercritical antisolvent precipitation

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Abstract

The process of micronization of levofloxacin (LF, an antibacterial agent of the fluoroquinolone group) by the supercritical antisolvent precipitation technique (SAS) was investigated. It was shown that LF particles of different sizes (from 1 to 10 μm) and of various morphologies (from thin plates to elongated parallelepipeds) can be produced depending on the type of solvent used for conducting micronization. Investigation of the micronized LF preparations using the methods of IR-Fourier spectroscopy, Raman scattering, and circular dichroism showed that the LF micronization caused neither changes in its chemical structure nor racemization. Micronization of LF significantly affects the rate of its dissolution in model systems exhibiting effects dependent on the type of the solvent used for micronization. For example, the highest rate of dissolution at pH 4 was observed for LF preparations micronized with the help of chlorohydrocarbons. It was shown that the rate of dissolution of all micronized LF preparations was higher by 15–30% in comparison with the initial LF, which likely was related to the changes in the degree of crystallinity/amorphousness, as well as of morphologies of microparticles formed in the SAS process.

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References

  1. V. N. Bagratashvili, C. E. Bogorodskii, A. N. Konovalov, A. P. Kubyshkin, A. A. Novitskii, V. K. Popov, K. Upton, and S. M. Khoudl, Sverkhkrit. Fluidy: Teor. Prakt. 2 (1), 53 (2007).

    Google Scholar 

  2. E. N. Antonov, S. E. Bogorodskii, B. M. Fel’dman, E. A. Markvicheva, L. D. Rumsh, and V. K. Popov, Sverkhkrit. Fluidy: Teor. Prakt. 3 (1), 34 (2008).

    Google Scholar 

  3. V. N. Bagratashvili, A. M. Egorov, L. I. Krotova, A. V. Mironov, V. Ya. Panchenko, O. O. Parenago, V.K. Popov, I. A. Revelsky, P. S. Timashev, and S. I. Tsypina, Russ. J. Phys. Chem. B 6, 804 (2012).

    Article  CAS  Google Scholar 

  4. V. G. Slutskii, V. N. Bagratashvili, L. I. Krotova, G. V. Mishakov, V. K. Popov, and S. A. Tsyganov, Sverkhkrit. Fluidy: Teor. Prakt. 7 (4), 88 (2012).

    Google Scholar 

  5. L. I. Krotova, A. V. Mironov, and V. K. Popov, Russ. J. Phys. Chem. B 7, 932 (2013).

    Article  CAS  Google Scholar 

  6. S. E. Bogorodskii, L. I. Krotova, S. A. Minaeva, S. V. Kursakov, V. K. Popov, and V. I. Sevast’yanov, Russ. J. Phys. Chem. B 9, 1011 (2015).

    Article  Google Scholar 

  7. V. N. Bagratashvili, S. E. Bogorodskii, A. M. Egorov, L. I. Krotova, V. K. Popov, and V. I. Sevast’yanov, Sverkhkrit. Fluidy: Teor. Prakt. 10 (3), 26 (2015).

    Google Scholar 

  8. A. M. Vorobei, K. B. Ustinovich, O. I. Pokrovskiy, O. O. Parenago, and V. V. Lunin, Russ. J. Phys. Chem. B 9, 1103 (2015).

    Article  CAS  Google Scholar 

  9. A. M. Vorobei, O. I. Pokrovskii, K. B. Ustinovich, L. I. Krotova, O. O. Parenago, and V. V. Lunin, Sverkhkrit. Fluidy: Teor. Prakt. 10 (2), 51 (2015).

    Google Scholar 

  10. L. Padrela, M. Rodrigues, S. P. Velaga, et al., Eur. J. Pharm. Sci. 38, 9 (2009).

    Article  CAS  Google Scholar 

  11. Patent WO 2005/105293 A1 (2005).

  12. V. P. Yakovlev, Lechashii Vrach, No. 2 (2001). http://www.lvrach.ru/2001/02/4528577/.

    Google Scholar 

  13. E. V. Kudryashova and K. V. Sukhoverkov, Anal. Bioanal. Chem. 408 (4), 1183 (2015).

    Article  Google Scholar 

  14. I. M. Deygen, A. M. Egorov, and E. V. Kudryashova, Mosc. Univ. Chem. Bull. 71, 1 (2016).

    Article  Google Scholar 

  15. S. Sahoo, C. K. Chakraborti, S. C. Mishra, U. N. Nanda, and S. Naik, J. Pharm. Res. 4, 1129 (2011).

    CAS  Google Scholar 

  16. V. L. Dorofeev, Khim.-Farm. Zh. 38 (12), 45 (2004).

    Google Scholar 

  17. C. Bin and Zh. Shao, Chin. J. Pharm. Anal. 31, 1715 (2011).

    Google Scholar 

  18. V. L. Dorofeev, I. V. Titov, I. Yu. Kochin, and A. P. Arzamastsev, Khim.-Farm. Zh. 38 (5), 35 (2004).

    Google Scholar 

  19. M. H. Abraham, A. Ibrahim, and A. M. Zissimos, J. Chromatogr., A 1037, 29 (2004).

    Article  CAS  Google Scholar 

  20. C. Mintz, PhD Thesis (Univ. North Texas, 2009).

    Google Scholar 

Download references

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Authors and Affiliations

  1. Department of Chemistry, Moscow State University, Moscow, Russia

    E. V. Kudryashova, I. M. Deygen, K. V. Sukhoverkov, L. Yu. Filatova, N. L. Klyachko, A. M. Vorobei, K. B. Ustinovich, O. O. Parenago & A. M. Egorov

  2. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russia

    A. M. Vorobei, O. I. Pokrovskiy, K. B. Ustinovich & O. O. Parenago

  3. Institute of Laser and Information Technologies, Russian Academy of Sciences, Troitsk, Moscow, Russia

    E. N. Antonov, A. G. Dunaev, L. I. Krotova & V. K. Popov

  4. Russian Medical Academy of Postgraduate Education, Ministry of Health of the Russian Federation, Moscow, Russia

    A. M. Egorov

Authors
  1. E. V. Kudryashova
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  2. I. M. Deygen
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  3. K. V. Sukhoverkov
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  4. L. Yu. Filatova
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  5. N. L. Klyachko
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  6. A. M. Vorobei
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  7. O. I. Pokrovskiy
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  8. K. B. Ustinovich
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  9. O. O. Parenago
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  10. E. N. Antonov
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  11. A. G. Dunaev
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  12. L. I. Krotova
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  13. V. K. Popov
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  14. A. M. Egorov
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Corresponding author

Correspondence to E. V. Kudryashova.

Additional information

Original Russian Text © E.V. Kudryashova, I.M. Deygen, K.V. Sukhoverkov, L.Yu. Filatova, N.L. Klyachko, A.M. Vorobei, O.I. Pokrovskiy, K.B. Ustinovich, O.O. Parenago, E.N. Antonov, A.G. Dunaev, L.I. Krotova, V.K. Popov, A.M. Egorov, 2015, published in Sverkhkriticheskie Flyuidy. Teoriya i Praktika, 2015, Vol. 10, No. 4, pp. 52–66.

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Kudryashova, E.V., Deygen, I.M., Sukhoverkov, K.V. et al. Micronization of levofloxacin by supercritical antisolvent precipitation. Russ. J. Phys. Chem. B 10, 1201–1210 (2016). https://doi.org/10.1134/S1990793116080054

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  • DOI: https://doi.org/10.1134/S1990793116080054

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