Skip to main content

Advertisement

Log in

Terbinafine hydrochloride intercalated in montmorillonite: synthesis and characterization

  • Published:
Research on Chemical Intermediates Aims and scope Submit manuscript

    We’re sorry, something doesn't seem to be working properly.

    Please try refreshing the page. If that doesn't work, please contact support so we can address the problem.

Abstract

The novel antifungal hybrid of terbinafine hydrochloride (TER-HCl)/montmorillonite was synthesized by the intercalation method under mechanical stirring. Intercalation of TER-HCl in the MMT galleries was characterized by X-ray diffraction (XRD), Fourier transform infrared spectra, elemental analysis (EA). and thermogravimetric analysis (TGA). The results from IR, TGA, and EA showed a difference in chemical composition of the MMT and the TER-HCl/MMT. XRD analysis showed that the basal spacing of montmorillonite significantly expanded from 1.53 to 2.79 nm. TER-HCl was successfully intercalated into the interlayer of MMT, and 28 % of TER-HCl was released after 48 h in 0.9 % (w/v) NaCl aqueous solution (pH 7) at 37 ± 0.5 °C. The antifungal activity of the hybrid against Candida albicans was evaluated using the inhibitory zone method and the minimum inhibitory concentration. The TER-HCl/MMT strongly inhibited C. albicans. These results show that TER-HCl/MMT can be useful in biomedical applications.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. R.F. Popovici, E.M. Seftel, G.D. Mihai, E. Popovici, V.A. Voicu, J. Pharm. Sci. 100, 704 (2011)

    Article  CAS  Google Scholar 

  2. A. Kumari, S.K. Yadav, S.C. Yadav, Colloids Surf. B 75, 1 (2010)

    Article  CAS  Google Scholar 

  3. S.W. Song, K. Hidajat, S. Kawi, Langmuir 21, 9568 (2005)

    Article  CAS  Google Scholar 

  4. H. Khalil, D. Mahajan, M. Rafailovich, Polym. Int. 54, 423 (2005)

    Article  CAS  Google Scholar 

  5. X. Wang, Y. Du, J. Luo, Nanotechnology 19, 065707 (2008)

    Article  Google Scholar 

  6. J.P. Zheng, L. Luan, H.Y. Wang, L.F. Xi, K.D. Yao, Appl. Clay Sci. 36, 297 (2007)

    Article  CAS  Google Scholar 

  7. F.H. Lin, Y.H. Lee, C.H. Jian, J.M. Wong, M.J. Shieh, C.Y. Wang, Biomaterials 23, 1981 (2002)

    Article  CAS  Google Scholar 

  8. I. Fejer, M. Kata, I. Eros, O. Berkesi, I. Dekani, Colloid Polym. Sci. 279, 1177 (2001)

    Article  CAS  Google Scholar 

  9. C.D. Nunes, P.D. Vaz, A.C. Fernandes, P. Ferreira, C.C. Roma, M.J. Calhorda, Eur. J. Pharm. Biopharm. 66, 357 (2007)

    Article  CAS  Google Scholar 

  10. Y. Dong, S.S. Feng, Biomaterials 26, 6068 (2005)

    Article  CAS  Google Scholar 

  11. J.K. Park, Y.B. Choy, J.M. Oh, J.Y. Kim, S.J. Hwang, J.H. Choy, Int. J. Pharm. 359, 198 (2008)

    Article  CAS  Google Scholar 

  12. G.V. Joshi, B.D. Kevadiya, H.A. Patel, H.C. Bajaj, R.V. Jasra, Int. J. Pharm. 374, 53 (2009)

    Article  CAS  Google Scholar 

  13. D.K. Bhavesh, V.J. Ghanshyam, C.B. Hari, Int. J. Pharm. 388, 280 (2010)

    Article  Google Scholar 

  14. L. Mohanambe, S. Vasudevan, J. Phys. Chem. B 109, 1565 (2005)

    Google Scholar 

  15. R. Nigmatullin, F.G. Gao, V. Konovalova, J. Mater. Sci. 43, 5728 (2008)

    Article  CAS  Google Scholar 

  16. G.S. Martin, D.M. Mannino, S. Eaton, M. Moss, N. Engl. J. Med. 348, 1546 (2003)

    Article  Google Scholar 

  17. T.F. Patterson, in Treatment and Prevention of Fungal Infections (Applied Clinical Education, New York, 2007), p. VII

  18. M. Kateřina, P. Petr, R. Zuzana, K. Ondřej, Appl. Clay Sci. 53, 642 (2011)

    Article  Google Scholar 

  19. H.P. He, D. Yang, P. Yuan, W. Shen, R.L. Frost, J. Colloid Interface Sci. 297, 235 (2006)

    Article  CAS  Google Scholar 

  20. T. Wu, A.G. Xie, S.Z. Tan, X. Cai, Colloids Surf. B 86, 232 (2001)

    Article  Google Scholar 

  21. J.A. Balfour, D. Faulds, Drug 43, 259 (1992)

    Article  CAS  Google Scholar 

  22. J.M. Gao, Z. Gu, G.J. Song, P.Y. Li, W.D. Liu, Appl. Clay Sci. 42, 273 (2008)

    Article  Google Scholar 

  23. A. Akelah, J. Mater. Sci. 31, 3592 (1996)

    Google Scholar 

  24. H.A. Patel, R.S. Somani, H.C. Bajaj, R.V. Jasra, Appl. Clay Sci. 35, 197 (2007)

    Article  Google Scholar 

  25. D.L. Pavia, G.M. Lampman, G.S. Kriz, in Introduction to Spectroscopy (Harcourt Brace College, New York, 1996)

  26. S. Singh, J. Wegmann, K. Albert, K. Muller, J. Phys. Chem. B 106, 881 (2002)

    Google Scholar 

  27. F.H. Lin, Y.H. Lee, C.H. Jian, J.M. Wong, M.J. Shieh, C.Y. Wang, Biomaterials 23, 1985 (2003)

    Google Scholar 

  28. V.J. Ghanshyam, A.P. Hasmukh, C.B. Hari, V.J. Raksh, Colloid Polym. Sci. 287, 1076 (2009)

    Google Scholar 

  29. H. Jung, H.M. Kim, Y.B. Choy, S.J. Hwang, J.H. Choy, Int. J. Pharm. 349, 289 (2008)

    Article  Google Scholar 

Download references

Acknowledgements

This study was supported by The Research Foundation of Education Bureau of Jiangsu Province, China (JHB05-21); The Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD); Base of production, education & research of prospective joint research project of Jiangsu Province (BY2011109); The Nature Science Foundation of Jiangsu Higher Education Institutions of China (Grant No. 11KJB150007).

Author information

Authors and Affiliations

Authors

Corresponding authors

Correspondence to Ning-Lin Zhou or Jian Shen.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Meng , N., Zhou, NL. & Shen, J. Terbinafine hydrochloride intercalated in montmorillonite: synthesis and characterization. Res Chem Intermed 39, 671–680 (2013). https://doi.org/10.1007/s11164-012-0588-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11164-012-0588-8

Keywords

Navigation