Spectroscopic investigation of β-cyclodextrin -metoprolol tartrate inclusion complexes

Journal of Inclusion Phenomena and Macrocyclic Chemistry

Volumn 59, Issue 1-2, 2007, Pages 125-130

  Dragan, Felicia ^a   Bratu, I ^b   Borodi, Gh ^b   Toma, Mihaela ^c   Hernanz, A ^c   Simon, S ^d   Cristea, Gh ^d   Peschar, R ^e  

^a UNIVERSITY OF ORADEA   (Romania)

^b NATIONAL INSTITUTE FOR RESEARCH AND DEVELOPMENT OF ISOTOPIC AND MOLECULAR TECHNOLOGIES   (Romania)

^c UNIVERSIDAD NACIONAL DE EDUCACIÓN A DISTANCIA   (Spain)

^d BABE BOLYAI UNIVERSITY   (Romania)

^e UNIVERSITY OF AMSTERDAM   (Netherlands)

Author keywords

Cardiovascular adrenoreceptor antagonist; Cyclodextrin; Inclusion complexes; Metoprolol; NMR; Powder diffraction; Stability constant; Stoichiometry; UV vis

Indexed keywords

EID: 34548658057     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10847-007-9304-5     Document Type: Article

References (21)

1. Moloney, G., Craik, D.J., Irkouder, M.N., Nero, T.L.: Synthesis, NMR studies and conformational analysis of oxazilidine derivatives of the beta-adrenoreceptor antagonists metoprolol, atenolol and timolol. J.C.S. Perkin Trans. 2, 199-206 (1998).
2. Szjejtli, J.: Introduction and general overview of cyclodextrin chemistry. Chem. Rev. 98, 1743-1753 (1998).
3. Ficarra, R., Ficarra, P., Di Bella, M.R., Raneri, D., Tommasini, S., Calabrò, M.L., Gamberini, M.C., Rustichelli, C.: Study of beta-blockers/beta-cyclodextrins inclusion complex by NMR, DSC, X-ray and SEM investigation. J. Pharm. Biomed. Anal. 23, 33-40 (2000).
4. Park, K.L., Kim, K.H., Jung, S.-H., Lim, H.M., Hong, Ch.H., Kang, J.S.: Enantioselective stabilization of inclusion complexes of metoprolol in carboxymethylated β-cyclodextrin. J. Pharm. Biomed. Anal 27, 569-576 (2002).
5. Radulovic, D.M., Karljikovic-Rajic, K.D., Lucic, B.M., Vujic, Z.B.: A preliminary study of beta-cyclodextrin/metoprolol tartrate inclusion complex for potential enantiomeric separation. J. Pharm Biomed. Anal. 24, 871-876 (2001).
6. 1H-NMR study of the inclusion processes for α- and γ-cyclodextrin with fenbufen. Biopolymers 77, 361-367 (2005).
7. Ikeda, Y., Hirayama, F., Arima, H., Uekama, K., Yoshitake, Y., Harano, K.: NMR spectroscopic characterization of metoprolol/ cyclodextrin complexes in aqueous solution: cavity size dependency. J. Pharm. Sci. 93, 1659-1671 (2004).
8. Job, P.: Formation and stabitity of inorganic complexes in solution. Ann. Chem. 9, 113-203 (1928).
9. Bogdan, M., Farcas, S.I., Bojita, M.: Nuclear magnetic resonance study of naproxen and ibuprofen interaction with beta-CD in solution. Studia Univ. Babes-Bolyai, Ser. Phys. Special issue 115-120 (2000).
10. Bratu, I., Gavira-Vallejo, J.M., Hernanz, A., Bogdan, M., Bora, Gh.: Inclusion complex of fenbufen with β-cyclodextrin, Biopoly mers-Biospectroscopy 73, 451-456 (2004).
11. Saenger, W.: Cyclodextrin inclusion compounds in research and industry. Angew. Chem. Int. Ed. Engl. 92, 343-361 (1980).
12. Li, S., Purdy, W.C.: Cyclodextrins and their applications in analytical chemistry. Chem. Rev. 92, 1457-1470 (1992).
13. Junquera, E., Aicart, A.: Potentiometric study of the encapsulation of ketoprophen by hydroxypropyl-β- cyclodextrin. Temperature, solvent, and salt effects. J. Phys. Chem. B 101, 7163-7171 (1997).
14. Tran, Ch.D., De Paoli Lacerda, S.H.: Determination of binding constants of cyclodextrins in room-temperature ionic liquids by near-infrared spectrometry. Anal. Chem. 74, 5337-5341 (2002).
15. Scott, R.L.: Some comments on the Benesi-Hildebrand equation. Rec. Trav. Chim. 75, 787-789 (1956).
16. Liu, L., Guo, Q.-X.: The driving forces in the inclusion complexation of cyclodextrins. J. Indus. Phenom, Macro. Chem. 42, 1-14 (2002).
17. HyperChem™ Release 4, Hypercube, Inc. (1994), Waterloo, Ontario N2l 3X2, Canada.
18. "Computational Chemistry", Hypercube, Inc. Waterloo, Ontario N2l 3X2, Canada (1994).
19. Origin® 7.0, OriginLab Corporation, Northhampton, MA 01060, USA.
20. Zubiaur, M., Jaime, C.: Complexation between tert-butyl ketones and β-cyclodextrin. Structural study by NMR and MD simulations. J. Org. Chem. 65(24), 8139-8145 (2000).
21. Gavira, J.M., Hernanz, A., Bratu, I.: Dehydration of β-cyclodextrin: An IR v (OH) band profile analysis. Vib. Spectrosc. 32(2), 137-146 (2003).