Investigation and physicochemical characterization of clarithromycin-citric acid-cyclodextrins ternary complexes

Drug Development and Industrial Pharmacy

Volumn 33, Issue 2, 2007, Pages 163-171

  Zhang, Xiangrong ^a   Zhang, Yifan ^a   Zhong, Dafang ^a   Chen, Ying ^a   Li, Sanming ^a  

^a SHENYANG PHARMACEUTICAL UNIVERSITY   (China)

Author keywords

Cyclodextrin; Characterization; Citric acid; Clarithromycin; Solubility

Indexed keywords

BETA CYCLODEXTRIN; CITRIC ACID; CLARITHROMYCIN;

AQUEOUS SOLUTION; ARTICLE; COMPLEX FORMATION; DIFFERENTIAL SCANNING CALORIMETRY; DRUG SOLUBILITY; EVAPORATION; FREEZE DRYING; INFRARED SPECTROSCOPY; PHYSICAL CHEMISTRY; SCANNING ELECTRON MICROSCOPY; SOLID STATE; X RAY DIFFRACTION;

ANTI-BACTERIAL AGENTS; BETA-CYCLODEXTRINS; CALORIMETRY, DIFFERENTIAL SCANNING; CHEMISTRY, PHYSICAL; CHROMATOGRAPHY; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CITRIC ACID; CLARITHROMYCIN; FREEZE DRYING; HYDROGEN-ION CONCENTRATION; MICROSCOPY, ELECTRON, SCANNING; SOLUBILITY; SPECTROPHOTOMETRY, INFRARED; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; X-RAY DIFFRACTION;

EID: 34147135029     PISSN: 03639045     EISSN: 15205762     Source Type: Journal    
DOI: 10.1080/03639040600832801     Document Type: Article

References (23)

1. Aggarwal, S., Singh, P. N., & Mishra B. (2002). Studies on solubility and hypoglycemic activity of gliclazide β-cyclodextrin-hydroxypropyl- methylcellulose complexes. Pharmazie, 57, 191-193.
2. Barillaro, V., Bertholet, P., Henry de Hassonville, S., Ziemon, E., Evrard, B., Delattre, L., & Piel, G. (2004). Effect of acidic ternary compounds on the formation of iconazole/cyclodextrin inclusion complexes by means of supercritical carbon dioxide. Journal of Pharmacy and Pharmaceutical Sciences, 7, 378-388.
3. Higuchi, T., & Connors, K. A. (1965). Phase-solubility techniques. Advances in Analytical Chemistry and Instrumentation, 4, 117-212.
4. Jug, M., & Becirevic-Lacan, M. (2004). Multicomponent Complexes of Piroxicam with Cyclodextrins and Hydroxypropyl methylcellulose. Drug Development and Industrial Pharmacy, 50, 1051-1060.
5. Loftsson, T., & Brewster, M. (1996). Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization. Journal of Pharmaceutical Sciences, 85, 1017-1025.
6. Mulski, M. J., & Connors, K. A. (1995). Solvent effects on chemical processes. 9. Energetic contributions to the complexation of 4-nitroaniline with β-cyclodextrin in water and in binary aqueous-organic solvents. Supramolecule Chemistry, 4, 271-278.
7. Moyano, J. R., Arias M. J., Gines J. M., Perez J. I., & Rabasco A. M. (1997). Dissolution behavior of Oxazepam in presence of cyclodextrins: evaluation of oxazepam-dimeb binary system. Drug Development and Industrial Pharmacy, 24, 379-385.
8. Mura P, Maestrelli F, & Cirri M. (2003). Ternary systems of naproxen with hydroxypropyl-beta-cyclodextrin and amino acids. International Journal of Pharmaceutics, 260, 293-302.
9. Mura, P., Bettinetti, G. P., Cirri M., Maestrelli, F., Sorrenti, M., & Catenacci, L. (2005). Solid-state characterization and dissolution properties of Naproxen-Arginine-Hydroxypropyl-β-cyclodextrin ternary system. European Journal of Pharmaceutics and Biopharmaceutics, 59, 99-106.
10. Nakagawa, Y., Itai, S., Yoshida, T., & Nagai, T. (1992). Physicochemical properties and stability in the acidic solution of a new macrolide antibiotic, clarithromycin, in comparision with erythromycin. Chemical and Pharmacology Bulletin, 40, 725-728.
11. Piths, J., & Hoshino, T. (1992). Effects of ethanol on formation of inclusion complexes of hydroxypropylcyclodextrins with testosterone or with methyl orange. International Journal of Pharmaceutics, 80, 243-251.
12. Rajewski, R. A., & Stella, V. J. (1996). Pharmaceutical applications of cyclodextrins. 2. In vivo drug delivery. Journal of Pharmaceutical Sciences, 85, 1142-1169.
13. Redenti, E., Szente, L., & Szejtli, J. (2000). Drug/cyclodextrin/ hydroxy acid multicomponent systems. properties and pharmaceutical application. Journal of Pharmaceutical Sciences, 89, 1-8.
14. Redenti, E., Szente, L., & Szejtli, L. (2001). Cyclodextrin complexes of salts of acidic drugs, Thermodynamic properties, structural features, and pharmaceutical applications. Journal of Pharmaceutical Sciences, 90, 979-986.
15. Ribeiro, L., Loftsson, T., Ferreira, D., & Veiga, F. (2003). Investigation and physicochemical characterization of vinpocetine-sulfobutyl ether β-cyclodextrin binary and ternary complexes. Chemical and Pharmacology Bulletin, 51, 914-922.
16. Ribeiro, L., Carvalho, R. A., Ferreira, D. C., & Veiga F. J. (2005). Multicomponent complex formation between vinpocetine, cyclodextrins, tartaric acid and water-soluble polymers monitored by NMR and solubility studies. European Journal of Pharmaceutics Science, 24, 1-13.
17. Saetern, A. M., Nguyen, N. B., Bauer-Brandl, A., & Brandl M. (2004). Effect of hydroxypropyl-β-cyclodextrin-complexation and pH with on solubility of camptothecin. International Journal of Pharmaceutics, 284, 61-68.
18. Salem, I. I., & Duzgunes, N. (2003). Efficacies of cyclodextrin-complexed and liposome-encapsulated clarithromycin against Mycobacterium avium complex infection in human macrophages. International Journal of Pharmaceutics, 250, 403-414.
19. Stella, V. J., & Rajewski, R. A. (1997). Cyclodextrins: their future in drug formulation and delivery. Pharmaceutical Research, 14, 556-567.
20. Valero M, & Esteban B. (2003). Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-beta-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen. Journal of Photochemistry Photobiology, B: Biology, 76, 95-102.
21. Waleczek, K. J., Marques, H. M., Hempel, B., & Schmidt, P. C. (2003). Phase solubility studies of pure (-)-α-bisabolol and camomile essential oil with β-cyclodextrin. European Journal of Pharmaceutics and Biopharmaceutics, 55, 247-251.
22. Yajima, T., Itai, S., Takeuchi H., Kawashima Y. (2003). Optimum heat treatment conditions for masking the bitterness of the clarithromycin wax matrix. Chemical and Pharmacology Bulletin, 51, 1223-1226.
23. Zia, V., Rajewski, R.A., & Stella, V. J. (2001). Effect of cyclodextrin charge on complexation of neutral and charged substrates: comparison of (SBE) 7M-β-CD to HP-β-CD. Pharmaceutical Research, 18, 667-673.