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Improvement of opipramol base solubility by complexation with β-cyclodextrin

Abstract

Opipramol (OPI), a tricyclic antidepressant and anxiolytic compound, is administered orally in the form of a dihydrochloride. Salt form of the drug has a higher solubility in water and hence bioavailability and stability. A similar effect can be achieved by closing the hydrophobic part of the drug molecule in the cyclodextrin cavity. The paper presents opipramol inclusion complexes with beta-cyclodextrin (β-CD) in 1:1 molar ratio. Studies on the formation of inclusion complexes were carried out both in solution and in the solid state. The formation and physicochemical characterisation of the complexes were determined by UV spectroscopic measurement (UV–vis), Fourier Transform Infrared (FTIR) Spectroscopy, 1H Nuclear Magnetic Resonance (1H NMR, 2D NOESY NMR), thermoanalytical methods (TGA – Termogravimetric analysis, DSC – differential scanning calorimetry), X-ray diffractometry (XRD) and scanning electron microscopy (SEM). The phase solubility profile with β-CD was classified as the AN- type, indicating the formation of the inclusion complex with a drug.

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Category:
Articles
Type:
artykuł w czasopiśmie wyróżnionym w JCR
Published in:
SUPRAMOLECULAR CHEMISTRY no. 30, pages 1 - 12,
ISSN: 1061-0278
Language:
English
Publication year:
2018
Bibliographic description:
Majewska K., Skwierawska A., Kamińska B., Prześniak-Welenc M.: Improvement of opipramol base solubility by complexation with β-cyclodextrin// SUPRAMOLECULAR CHEMISTRY. -Vol. 30, nr. 1 (2018), s.1-12
DOI:
Digital Object Identifier (open in new tab) 10.1080/10610278.2017.1350677
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  1. Savjani, K.T.; Gajjar, A.K.; Savjani, J.K. ISRN Pharm. 2012, 2012, 1-10. open in new tab
  2. Sharma, D.; Soni, M.; Kumar, S.; Gupta, G. Res. J. Pharm. Technol. 2009, 2, 220-224.
  3. Szejtli, J. Trends Biotechnol. 1989, 7, 170-174. open in new tab
  4. Stella, V.J.; Rao, V.M.; Zannou, E.; Zia, V.V. Adv. Drug Deliv. Rev. 1999, 36, 3-16. open in new tab
  5. Viernstein, H.; Köhler, G.; Wolschann, P. J. Incl. Phenom. Macrocycl. Chem. 1996, 25, 129-132. open in new tab
  6. Higuchi, T.; Connors, K.A. Adv. Anal. Chem. Instrum. 1965, 4, 117-212.
  7. Khan, K.J. Pharm. Sci. Pharmacol. 1975, 27, 48-49. open in new tab
  8. Loftsson, T.; Hreinsdóttir, D.; Másson, M. Int. J. Pharm. 2005, 302, 18-28. open in new tab
  9. Mihajlovic, T.; Kachrimanis, K.; Graovac, A.; Djuric, Z.; Ibric, S. AAPS Pharm. Sci. Tech. 2012, 13, 623-631. open in new tab
  10. Buchanan, C.M.; Buchanan, N.L.; Edgar, K.J.; Ramsey, M.G. Cellulose. 2006, 14, 35-47. open in new tab
  11. Blanko, J.; Vila-Jato, J.L.; Otero, F.; Anguiano, S. Drug Dev. Ind. Pharm. 1991, 17, 948-957. open in new tab
  12. Akbari, B.V.; Valaki, B.P.; Mardiya, V.H.; Akbari, A.K.; Vidyasagar, G. Int. J. Pharm. Technol. 2011, 3, 1842-1859.
  13. Tang, B.; Chen, Z.-Z.; Zhang, N.; Zhang, J.; Wang, Y. Talanta. 2006, 68, 575-580. open in new tab
  14. Hamdi, H.; Abderrahim, R.; Meganem, F. Spectrochim Acta A Mol Biomol Spectrosc. 2010, 75, 32-36. open in new tab
  15. Dua, K.; Pabreja, K.; Ramana, M.V.; Lather, V.J. Pharm. Bioallied Sci. 2011, 3, 417-425. open in new tab
  16. Ogawa, N.; Hashimoto, T.; Furuishi, T.; Nagase, H.; Endo, T.; Yamamoto, H.; Kawashima, Y.; Ueda, H. J. Pharm. Biomed. Anal. 2015, 107, 265-272. open in new tab
  17. Desai, N.S.; Bramhane, D.M.; Nagarsenker, M.S. J. Incl. Phenom. Macrocycl. Chem. 2011, 70, 217-225. open in new tab
  18. Gannimani, R.; Perumal, A.; Ramesh, M.; Pillay, K.; Soliman, M.E.; Govender, P. J. Mol. Struct. 1089, 2015, 38-47. open in new tab
  19. Periasamy, R.; Rajamohan, R.; Kothainayaki, S.; Sivakumar, K. J. Mol. Struct. 1068, 2014, 155-163. open in new tab
  20. Lee, P.S.; Han, J.Y.; Song, T.W.; Sung, J.H.; Kwon, O.; Song, S.; Chung, Y.B. Int. J. Pharm. 2006, 316, 29-36. open in new tab
  21. Figueiras, A.; Carvalho, R.A.; Ribeiro, L.; Torres-Labandeira, J.J.; Veiga, F.J.B. Eur. J. Pharm. Biopharm. 2007, 67, 531-539. open in new tab
  22. Dandawate, P.; Vemuri, K.; Khan, E.M.; Sritharan, M.; Padhye, S. Carbohydr. Polym. 2014, 108, 135-144. open in new tab
  23. Moyano, J.R.; Gines, J.M.; Arias, M.J.; Rabasco, A.M. Int. J. Pharm. 1995, 114, 95-102. open in new tab
  24. Fernandes, C.M.; Vieira, M.; Veiga, F.J.B. Eur. J. Pharm. Sci. 2002, 15, 79-88. open in new tab
  25. Wang, H.Y.; Han, J.; Feng, X.G. Spectrochimica Acta Part A. 2007, 66, 578-585. open in new tab
  26. Li, N.; Zhang, Y.; Wu, Y.; Xiong, X. J Pharmaceut Biomed. 2005, 39, 824-829. open in new tab
  27. Rossel, C.V.P.; Carreño, J.S.; Rodríguez-Baeza, M.; Alderete, J.B. Quim. Nova. 2000, 23, 749-752. open in new tab
  28. Pinto, L.M.A.; Fraceto, L.F.; Santana, M.H.A.; Pertinhez, T.A.; Oyama, S.J.; de Paula, E. J. Pharm. Biomed. Anal. 2005, 39, 956-963. open in new tab
  29. Yap, K.L.; Liu, X.; Thenmozhiyal, J.C.; Ho, P.C. Eur. J. Pharm. Sci. 2005, 25, 49-56. open in new tab
  30. Mura, P.; Bettinetti, G.P.; Cirri, M.; Maestrelli, F.; Sorrenti, M.; Catenacci, L. Eur. J. Pharm. Biopharm. 2005, 59, 99-106. open in new tab
  31. Badr-Eldin, S.M.; Elkheshen, S.A.; Ghorab, M.M. Eur. J. Pharm. Biopharm. 2008, 70, 819-827. open in new tab
  32. Roik, N.; Belyakova, L. Phys. Chem. Solid State. 2011, 1, 168- 173. open in new tab
  33. Roeges, N.P.G. A Guide to the Complete Interpretation of Infrared Spectra of Organic Structures; Journal of Chemical Education, Wiley: New York, 1995. open in new tab
  34. György, V.; László, L. Assignments for Vibrational Spectra of Seven Hundred Benzene Derivatives; Wiley: New York, 1974. open in new tab
  35. Mary, Y.S.; Panicker, C.Y.; Kavitha, C.N.; Yathirajan, H.S.; Siddegowda, M.S.; Cruz, S.M.A.; Nogueira, H.I.S.; Al-Saadi, A.A.; Van Alsenoy, C.; War, J.A. Spectrochim Acta A Mol Biomol Spectrosc. 2015, 137, 547-559. open in new tab
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