Skip to main content
AAPS PharmSciTech logoLink to AAPS PharmSciTech
. 2005 Sep 20;6(1):E83–E90. doi: 10.1208/pt060114

Physicochemical characterization, in vitro dissolution behavior, and pharmacodynamic studies of rofecoxib-cyclodextrin inclusion compounds. Preparation and properties of rofecoxib hydroxypropyl β-cyclodextrin inclusion complex: A technical note

Sanjula Baboota 1,, Mona Dhaliwal 1, Kanchan Kohli 1
PMCID: PMC2750415  PMID: 16353967

Conclusion

An inclusion complex of rofecoxib and HPβ-CD was prepared successfully by the spray-drying method in a molar ratio of 1∶1. The inclusion complex was found to have improved in vitro drug release compared with the pure drug. The solubility profile of complexes of rofecoxib prepared using HPβ-CD as the complexing agent in a molar ratio of 1∶1 by the spray-drying method in pH 1.2 and pH 7.4 indicated that the acid solubility of rofecoxib was enhanced considerably by formation of an inclusion complex with HPβ-CD. The above results also clearly demonstrated a significant decrease in the gastric ulcerogenic activity of rofecoxib through complexation with cyclodextrins. Even though the physical mixture of rofecoxib with cyclodextrins reduced ulcer formation, it was the spray-dried complex formation approach that minimized gastric ulceration. These findings are extremely important from a commercial point of view as the prepared complex removes a major drawback for rofecoxib in therapy.

keywords: Rofecoxib, HPβ-CD, inclusion complexes, in vitro dissolution, anti-inflammatory, ulcerogenic activity

Full Text

The Full Text of this article is available as a PDF (1.0 MB).

References

  • 1.Noble S, Baifour JA. Rofecoxib-A Drug Profile. Drugs. 1996;51:424–430. doi: 10.2165/00003495-199651030-00007. [DOI] [PubMed] [Google Scholar]
  • 2.Baboota S, Agarwal SP. Rofecoxib complexation with β-CD: influence on the anti-inflammatory and ulcerogenic activity. Pharmazie. 2003;58:73–74. [PubMed] [Google Scholar]
  • 3.Fernandes CM, Teresa Vieira M, Veiga FJ. Physicochemical characterization and in vitro dissolution behavior of nicardipine-cyclodextrins inclusion compounds. Eur J Pharm Sci. 2002;15:79–88. doi: 10.1016/S0928-0987(01)00208-1. [DOI] [PubMed] [Google Scholar]
  • 4.Kamada M, Hirayama F, Udo K, Yano H, Arima H, Uekama K. Cyclodextrin conjugate-based controlled release system: repeated- and prolonged-releases of ketoprofen after oral administration in rats. J Control Release. 2002;82:407–416. doi: 10.1016/S0168-3659(02)00171-2. [DOI] [PubMed] [Google Scholar]
  • 5.Mukne AP, Nagarsenker MS. Triamterene-β-cyclodextrin systems: preparation, characterization and in vivo evaluation. AAPS PharmSciTech. 2004;5:E19–E19. doi: 10.1208/pt050119. [DOI] [PMC free article] [PubMed] [Google Scholar]
  • 6.Tirucherai GS, Mitra AK. Effect of hydroxypropyl beta cyclodextrin complexation on aqueous solubility, stability, and corneal permeation of acyl ester prodrugs of ganciclovir. AAPS PharmSciTech. 2003;4:E45–E45. doi: 10.1208/pt040345. [DOI] [PMC free article] [PubMed] [Google Scholar]
  • 7.Nalluri BN, Chowdary KP, Murthy KV, Hayman AR, Becket G. Physicochemical characterization and dissolution properties of nimesulide-cyclodextrin binary systems. AAPS PharmSciTech. 2003;4:E2–E2. doi: 10.1208/pt040102. [DOI] [PMC free article] [PubMed] [Google Scholar]
  • 8.Peeters J, Neeskens P, Tollenaere JP, Remoortere P, Brewster ME. Characterization of the interaction of 2-hydroxypropyl-beta-cyclodextrin with itraconazole at pH 2, 4, and 7. J Pharm Sci. 2002;91:1414–1422. doi: 10.1002/jps.10126. [DOI] [PubMed] [Google Scholar]
  • 9.Rawat S, Jain SK. Rofecoxib-cyclodextrin inclusion complex for solubility enhancement. Pharmazie. 2003;58:639–641. [PubMed] [Google Scholar]
  • 10.Higuchi T, Connors A. Advances in Analytical Chemistry Instrumentation. New York, NY: Wiley Interscience; 1965. Phase-solubility techniques; pp. 117–211. [Google Scholar]
  • 11.Nambu N, Kikuchi K, Kikuchi T, Takahashi Y, Ueda H, Nagai T. Influence of inclusion of non steroidal anti-inflammatory drugs with β-CD on the irritation to stomach of rats upon oral administration. Chem Pharm Bull (Tokyo) 1978;26:3609–3612. doi: 10.1248/cpb.26.3609. [DOI] [PubMed] [Google Scholar]
  • 12.Nagarsanker MS, Musale JM. Influence of hydroxy propyl β-cyclodextrin on dissolution of piroxicam on irritation to stomach of rats upon oral administration. Indian J Pharm Sci. 1997;59:174–180. [Google Scholar]

Articles from AAPS PharmSciTech are provided here courtesy of American Association of Pharmaceutical Scientists

RESOURCES