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NMR spectroscopic study of the inclusion complex of desloratadine with β-cyclodextrin in solution

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Abstract

Desloratadine (DES) is an antihistamine used in the treatment of allergies and chronic urticaria. 1H NMR spectroscopic study of varying ratios of DES and β-Cyclodextrin (β-CD) in D2O suggests the formation of a 1:1 inclusion complex formed by the penetration of Cl-substituted aromatic ring into the β-CD cavity. The stoichiometry and binding constant of the complex were determined by Scott’s method.

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References

  1. Simons, F.E., Prenner, B.M., Finn, Jr. A., Desloratadine study group: Efficacy and safety of desloratadine in the treatment of perennial allergic rhinitis. J. Clin. Immunol. 111, 617–622 (2003)

    Google Scholar 

  2. Wang, Y.H., Tache, Y., Harris, A.G., Kreutner, W., Daly, A.F., Wei, J.Y.: Desloratadine prevents compound 48/80-induced mast cell degranulation: Visualization using a vital fluorescent dye technique. Allergy 60, 117–124 (2005)

    Article  CAS  Google Scholar 

  3. Henz, B.M.: The pharmacologic profile of desloratadine: A review. Allergy, 56, 7–13 (2001)

    Article  Google Scholar 

  4. Esclusa-Diaz, M.T., Gayo-Otero, M., Perez-Marcos, M.B., Villa-Jato, J.L.: Preparation and evolution of ketoconazole-β-cyclodextrin multicomponent complexes. Int. J. Pharm. 142, 183–187 (1996)

    Article  CAS  Google Scholar 

  5. Obaidat, A.A., Matalqah, S.M., Najib, N.M.: Improvement and characterization of the in vitro dissolution behavior of sulindac by complexation with β-cyclodextrin. Acta Pharm. 52, 9–18 (2002)

    CAS  Google Scholar 

  6. Torres-Labandeira, J.J., Blanco-Mendez, J., Villa-Jato, J.L.: Biopharmaceutical stability of the glibornuride/β-cyclodextrin inclusion complex after one year of storage. STP Pharm. Sci. 4, 235–239 (1994)

    CAS  Google Scholar 

  7. Szejtli, J.: Medicinal applications of cyclodextrins. Med. Res. Rev. 14, 353–386 (1994)

    Article  CAS  Google Scholar 

  8. Bender, M.L., Komiyama M.: Cyclodextrin Chemistry, pp. 1. Springer Verlag, New York (1978)

    Google Scholar 

  9. Li, S., Purdy, W.C.: Cyclodextrin and their applications in analytical chemistry. Chem. Rev. 92, 1457 (1992)

    Article  CAS  Google Scholar 

  10. Schneider, H.J., Hacket, F., Rudiger, V., Ikeda, H.: NMR studies of cyclodextrins and cyclodextrin complexes. Chem. Rev. 98, 1755–1785 (1998) (and references cited therein)

    Article  CAS  Google Scholar 

  11. Neuhaus, D., Williamson M.: The Nuclear Overhauser Effect in Structural and Conformational Analysis, VCH Publishers, New York (1989)

    Google Scholar 

  12. Estrada, E., Perdomo-Lo′pez, I., Torres-Labandeira, J.J.: Molecular modeling (MM2 and PM3) and experimental (NMR and thermal analysis) studies on the inclusion complex of salbutamol and β-cyclodextrin. J. Org. Chem. 65, 8510–8517 (2000)

    Article  CAS  Google Scholar 

  13. Scott, R.L.: Some comments on the Benesi-Hildebrand equation. Recl. Trav. Chim Pays-Bas 75, 787–789 (1956)

    CAS  Google Scholar 

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Acknowledgement

We are grateful to the Prof. James M. Coxon, Dr. Axel T. Neffe and his team, University of Canterbury, Christchurch, New Zealand, for help in obtaining some of the NMR data. We are also grateful to Morpen Laboratories Ltd., India, for providing pure sample of desloratadine.

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Correspondence to Syed Mashhood Ali.

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Ali, S.M., Upadhyay, S.K. & Maheshwari, A. NMR spectroscopic study of the inclusion complex of desloratadine with β-cyclodextrin in solution. J Incl Phenom Macrocycl Chem 59, 351–355 (2007). https://doi.org/10.1007/s10847-007-9335-y

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  • DOI: https://doi.org/10.1007/s10847-007-9335-y

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