Physicochemical characterization and in vitro dissolution behaviour of celecoxib-β-cyclodextrin inclusion complexes

Vivek Sinha; R. Anitha; Soma Ghosh; Amita; Rachana Kumria; Jayant Bhinge; Manoj Kumar

doi:10.2478/v10007-007-0004-x

.blurhash-client-img { display: none !important; }

Physicochemical characterization and in vitro dissolution behaviour of celecoxib-β-cyclodextrin inclusion complexes

Acta Pharmaceutica

Volume 57 (2007): Issue 1 (March 2007)

By: Vivek Sinha, R. Anitha, Soma Ghosh, Amita, Rachana Kumria, Jayant Bhinge and Manoj Kumar

Open Access

|Feb 2007

Abstract

In this study, attempts were made to investigate the effects of β-cyclodextrin (β-CD) on the aqueous solubility and dissolution rate of celecoxib. Inclusion complexes were prepared by the kneading method and characterized by SEM, NMR, IR, DSC, and X-ray powder diffraction. Dissolution rate of the complexes was significantly greater than that of the corresponding physical mixtures and pure drug, indicating that the formation of inclusion complex increased the solubility of the poorly soluble drug celecoxib.

References

V. Stella and R. Rajewski, Cyclodextrins: Their future in drug formulation and delivery, Pharm. Res. 14 (1997) 556-567.
Search in Google Scholar
A. Latrofa, G. Trapani, M. Franco, M. Serra, M. Muggironi, F. P. Fanizzi, A. Cutrignelli and G. Liso, Complexation of phenytoin with some hydrophilic cyclodextrins effect on aqueous solubility, dissolution rate and anticonvulsant activity in mice, Eur. J. Pharm. Biopharm. 52 (2001) 65-73.10.1016/S0939-6411(01)00144-8
Search in Google Scholar
C. W. Park, S. J. Kim, S. J. Park, J. H. Kim, J. K. Kim, G. B. Park, J. O. Kim and Y. I. Ha, Inclusion complexes of conjugated linoleic acid (CLA) with cyclodextrins, J. Agric. Food Chem. 50 (2002) 2977-2983.10.1021/jf0113676
Search in Google Scholar
Z. Cai, L. Wu, G. Zhong and S. Gao, Effects of inclusion of Citri reticulatae volatile oil by beta-cyclodextrin, Zhongguo Zhongyao Zazhi 20 (1995) 603-604; ref. Chem. Abst. 124 (1996) 241719a.
Search in Google Scholar
M. Jug, M. Becirevic-Lacan, A. Kwokal and B. Cetina-Cizmek, Influence of cyclodextrin complexation on piroxicam gel formulations, Acta Pharm. 55 (2005) 223-236.
Search in Google Scholar
M. L. Manca, M. Zaru, G. Ennas, D. Valenti, C. Sinico, G. Loy and A. M. Fadda, Diclofenacbeta-cyclodextrin binary systems: physicochemical characterization and in vitro dissolution and diffusion studies, AAPS Pharm. Sci. Tech. 6 (2005) E464-472.
Search in Google Scholar
K. Rajendrakumar, S. Madhusudan and T. Pralhad, Cyclodextrin complexes of valdecoxib: properties and anti-inflammatory activity in rat, Eur. J. Pharm. Biopharm. 60 (2005) 39-46.10.1016/j.ejpb.2004.12.005
Search in Google Scholar
W. L. Lu, Q. Zhang, L. Zheng, H. Wang, R. Y. Li, L. F. Zhang, W. B. Shen and X. D. Tu, Antipyretic, analgesic and anti-inflammatory activities of ketoprofen beta-cyclodextrin inclusion complexes in animals, Biol. Pharm. Bull. 27 (2004) 1515-1520.10.1248/bpb.27.1515
Search in Google Scholar
S. K. Paulson, M. B. Vaughn, S. M. Jessen, Y. Lawal, C. J. Gresk, B. Yan, T. Maziasz, C. S. Cook and A. Karim, Pharmacokinetics of celecoxib after oral administration in dogs and human: Effect of food and site of absorption, J. Pharmacol. Exp. Ther. 297 (2001) 638-645.
Search in Google Scholar
USP 27/NF 22, The USP Convention, Rockville 2004, pp. 2303-2304.
Search in Google Scholar
G. Trapani, A. Latrofa, M. Franco, M. R. Pantaleo, E. Sanna, F. Masso, F. Tuveri and G. Liso, Complexation of zolpidem with 2-hydropropyl-β-methyl-β- and 2-hydroxypropyl-γ-cyclodextrins: Effect on aqueous solubility, dissolution rate and ataxic activity in rat, J. Pharm. Sci. 89 (2000) 1443-1451.
Search in Google Scholar
L. S. Koester, S. S. Guterres, M. Le Roch, V. L. Eifler-Lima, J. A. Zuanazzi and V. L. Bassani, Ofloxacin/beta-cyclodextrin complexation, Drug Dev. Ind. Pharm. 27 (2001) 533-540.10.1081/DDC-100105178
Search in Google Scholar
K. A. Connors, The stability of cyclodextrin complexes in solution, Chem. Rev. 97 (1997) 1325-1357.10.1021/cr960371r
Search in Google Scholar
H. Cabral Marques, J. Hadgraft and J. Kellaway, Studies of cyclodextrin inclusion complexes. I. The salbutamol-cyclodextrin complex as studied by phase solubility and DSC, Int. J. Pharm. 63 (1990) 259-266.10.1016/0378-5173(90)90132-N
Search in Google Scholar
P. Mura, M. T. Faucci and P. L. Parrini, Effect of grinding with microcrystalline cellulose and cyclodextrins on the ketoprofen physicochemical properties, Drug Dev. Ind. Pharm. 27 (2001) 119-128.10.1081/DDC-100000478
Search in Google Scholar
P. Mura, E. Adragna, A. M. Rabasco, J. R. Moyano, J. I. Perez-Martinez, M. J. Arias and J. M. Gines, Influence of the preparation method on the physicochemical properties of binary systems of econazole with cyclodextrin, Int. J. Pharm. 193 (1999) 85-95.10.1016/S0378-5173(99)00326-9
Search in Google Scholar
M. D. Veiga, P. J. Diaz and F. Ahsan, Interactions of griseofulvin with cyclodextrins in solid binary systems, J. Pharm. Sci. 87 (1998) 891-900.10.1021/js970233x9649360
Search in Google Scholar
M. Guyot, F. Fawaz, J. Bildet, F. Bonini and A. M. Lagueny, Physicochemical characterization and dissolution of norfloxacin/CD inclusion compounds and PEG solid dispersions, Int. J. Pharm. 123 (1995) 53-63.10.1016/0378-5173(95)00039-L
Search in Google Scholar
C. M. Fernandes, M. T. Vieira and F. J. B. Veiga, Physicochemical characterization and in vitro dissolution behaviour of nicardipine-cyclodextrin inclusion compounds, Eur. J. Pharm. Sci. 15 (2002) 79-88.10.1016/S0928-0987(01)00208-1
Search in Google Scholar
P. Mura, G. P. Bettinetti, A. Manderiol, M. T. Faucci, G. Bramanti and M. Sorrenti, Interaction of ketoprofen and ibuprofen with β-cyclodextrin in solution and solid states, Int. J. Pharm. 166 (1998) 189-203.10.1016/S0378-5173(98)00035-0
Search in Google Scholar
C. A. Ventura, S. Trendi, G. Puglisi, E. Bousquet and L. Panza, Improvement of water solubility and dissolution rate of ursodeoxycholic acid and cheno deoxycholic acid by complexation with natural and modified beta-cyclodextrin, Int. J. Pharm. 149 (1997) 1-13.10.1016/S0378-5173(96)04821-1
Search in Google Scholar
P. Briard and J. C. Rossi, Ketoprofen, Acta Crystallogr. Cryst. Struct. Commun. 46 (1990) 1036-1038.10.1107/S0108270189004968
Search in Google Scholar
Y. Nakai, K. Yamamoto, K. Terada and H. J. Horibe, Interaction of tri-O-methyl-β-cyclodextrin with drugs, J. Incl. Phenom. Mol. Recognit. Chem. 2 (1984) 523-531.10.1007/BF00662218
Search in Google Scholar
M. Becirevic-Lacan, J. Filipovic-Grcic, N. Skalko and J. Jalsenjak, Dissolution characteristics of nifedipine complexes with β-cyclodextrins, Drug Dev. Ind. Pharm. 22 (1996) 1213-1236.10.3109/03639049609063242
Search in Google Scholar
S. Ismail, Interaction of anticonvulsant drugs with alpha and beta-cyclodextrins. I. Methsumide, STP Pharm. Sci. 1 (1991) 321-325.
Search in Google Scholar
V. R. Sinha, R. Anitha, S. Ghosh and R. Kumria, Complexation of celecoxib with beta-cyclodextrin: characterization of the interaction in solution and in solid state, J. Pharm. Sci. 94 (2005) 676-687.
Search in Google Scholar

Articles in this issue

DOI: https://doi.org/10.2478/v10007-007-0004-x | Journal eISSN: 1846-9558 | Journal ISSN: 1330-0075

Journal RSS Feed

Language: English

Page range: 47 - 60

Published on: Feb 28, 2007

Published by: Croatian Pharmaceutical Society

In partnership with: Paradigm Publishing Services

Publication frequency: 4 issues per year

Keywords:

Related subjects:

© 2007 Vivek Sinha, R. Anitha, Soma Ghosh, Amita, Rachana Kumria, Jayant Bhinge, Manoj Kumar, published by Croatian Pharmaceutical Society
This work is licensed under the Creative Commons License.

Volume 57 (2007): Issue 1 (March 2007)