Skip to main content
Log in

Voltammetric and spectrophotometric study on the complexation of glibenclamide with β-cyclodextrin

  • Original Article
  • Published:
Journal of Inclusion Phenomena and Macrocyclic Chemistry Aims and scope Submit manuscript

Abstract

The formation of an inclusion complex of glibenclamide (GL) with β-cyclodextrin (β-CD) in an aqueous ethanolic buffer solution of pH 7.0 has been investigated by UV spectrophotometry and differential pulse voltammetry and its stability constant is determined to be 855 and 354.15 M−1, respectively. The phase solubility profile, based on the spectrophotometric absorbance’s variations, was classified as AL-type, indicating the formation of 1:1 stoichiometric inclusion complex of glibenclamide with β-CD with a stability constant value, K S, of 846 M−1.

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
Scheme 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Challa, R., Ahuja, A., Ali, J., Khar, R.K.: Cyclodextrins in drug delivery: an updated review. AAPS Pharm. Sci. Tech. 6, E329–E355 (2005)

    Article  Google Scholar 

  2. Loftsson, T., Brewster, M.: Pharmaceutical applications of cyclodextrins. J. Pharm. Sci. 85, 1017–1025 (1996)

    Article  CAS  Google Scholar 

  3. Ashcroft, F.M.: Mechanisms of the glycaemic effects of sulfonylureas. Horm. Metab. Res. 28, 456–463 (1996)

    Article  CAS  Google Scholar 

  4. Babu, R.J., Pandit, J.K.: Enhancement of dissolution rate and hypoglycemic activity of glibenclamide with β-cyclodextrin. STP Pharma Sci. 5, 196–201 (1995)

    Google Scholar 

  5. Sanghavi, N.M., Tandel, V., Venkatesh, H.: Solubilization of glibenclamide with β-cyclodextrins & its derivatives. Drug. Dev. Ind. Pharm. 20, 1275–1283 (1994)

    Article  CAS  Google Scholar 

  6. Esclusa-Díaz, M.T., Torres-Labandeira, J.J., Kata, M., Vila-Jato, J.L.: Inclusion complexation of glibenclamide with 2-hydroxypropyl-β-cyclodextrin in solution and in solid state. Eur. J. Pharm. Sci. 1, 291–296 (1994)

    Article  Google Scholar 

  7. Klein, S., Wempe, M.F., Zoeller, T., Buchanan, N.L., Lambert, J.L., Ramsey, M.G., Edgar, K.J., Buchanan, C.M.: Improving glyburide solubility and dissolution by complexation with hydroxybutenyl-β-cyclodextrin. J. Pharm. Pharmacol. 61, 23–30 (2009)

    CAS  Google Scholar 

  8. Zhao, G.C., Zhu, J.J., Zhang, J.J., Chen, H.Y.: Voltammetric studies of the interaction of methylene blue with DNA by means of β-cyclodextrin. Anal. Chim. Acta 394, 337–344 (1999)

    Article  CAS  Google Scholar 

  9. Dang, X.J., Tong, R., Li, H.L.: The electrochemistry of the inclusion complex of anthraquinone with β-cyclodextrin studied by means of OSWV. J. Inclusion Phenom. 24, 275–286 (1996)

    Article  CAS  Google Scholar 

  10. Ni, M.Y., Wang, Y., Li, H.L.: Electrochemical and spectral properties of phenylhydrazine in the presence of β-cyclodextrin. Pol. J. Chem. 71, 816–822 (1997)

    Google Scholar 

  11. Higuchi, T., Connors, K.A.: Phase-solubility techniques. Adv. Anal. Chem. Instrum. 4, 117–212 (1965)

    CAS  Google Scholar 

  12. Radi, A.E.: Voltammetric study of glibenclamide at carbon paste and Sephadex-modified carbon paste electrodes. Anal. Bioanal. Chem. 378, 822–826 (2004)

    Article  CAS  Google Scholar 

  13. Garrido, E.M., Lima, J.L.F., Delerue-Matos, C., Borges, F., Silva, A.M.S., Oliveira Brett, A.M.: Electrochemical oxidation of propanil and related N-substituted amides. Anal. Chim. Acta 434, 35–41 (2001)

    Article  CAS  Google Scholar 

  14. Taraszewska, J., Piasecki, A.K.: Inclusion complexes of isomeric chloronitrobenzenes with α- and β-cyclodextrins studied by polarography: analysis of the possibilities of the method. J. Electroanal. Chem. 226, 137–146 (1987)

    Article  CAS  Google Scholar 

  15. Benesi, H.A., Hildebrand, J.H.: A spectrophotometric investigation of the interaction of iodine with aromatic hydrocarbons. J. Am. Chem. Soc. 71, 2703–2707 (1949)

    Article  CAS  Google Scholar 

  16. Zerrouk, N., Corti, G., Ancillotti, S., Maestrelli, F., Cirri, M., Mura, P.: Influence of cyclodextrins and chitosan, separately or in combination, on glyburide solubility and permeability. Eur. J. Pharm. Biopharm. 62, 241–246 (2006)

    Article  CAS  Google Scholar 

  17. Junquera, E., Pena, L., Aicart, E.: A conductimetric study of the interaction of β-cyclodextrin or hydroxypropyl-β-cyclodextrin with dodecyltrimethylammonium bromide in water solution. Langmuir 11, 4685–4690 (1995)

    Article  CAS  Google Scholar 

  18. Junquera, E., Pena, L., Aicart, E.: Micellar behavior of the aqueous solutions of dodecylethyldimethylammonium bromide. A characterization study in the presence and absence of hydroxypropyl-â-cyclodextrin. Langmuir 13, 219–224 (1997)

    Article  CAS  Google Scholar 

  19. Satake, I., Ikenoue, T., Takeshita, T., Hayakawa, K., Maeda, T.: Conductometric and potentiometric studies of the association of α-cyclodextrin with ionic surfactants and their homologs. Bull. Chem. Soc. Jpn. 58, 2746–2750 (1985)

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Abd-Elgawad Radi.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Radi, AE., Eissa, S. Voltammetric and spectrophotometric study on the complexation of glibenclamide with β-cyclodextrin. J Incl Phenom Macrocycl Chem 68, 417–421 (2010). https://doi.org/10.1007/s10847-010-9801-9

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10847-010-9801-9

Keywords

Navigation