Abstract
Prostaglandin El is currently marketed as a freeze-dried injectable inclusion complex with α-cyclodextrin for the treatment of peripheral arterial diseases. α-Cyclodextrin is used as a stabilizing agent and to improve the dissolution characteristics of prostaglandin El. Upon dilution with the infusion medium, the inclusion complex dissociates almost completely as shown by NMR chemical shift measurements of the complexed and uncomplexed prostaglandin E1 Nuclear Overhauser effect (NOE) measurements of the interacting atoms of α-cyclodextrin and prostaglandin El provide insight into the structure of the complex.
Similar content being viewed by others
REFERENCES
J. Szeijtli. Cyclodextrin Technology, Kluwer Academic, Dordrecht, 1988.
J. Szeijtli. Cyclodextrins in drug formulations, I and II. Pharm. Technol. Int. 3:Feb. and March (1991).
G. E. Hardee, M. Otagiri, and J. H. Perrin. Microcalorimetric investigations of pharmaceutical complexes. I. Drugs and β-cyclodextrin. Acta Pharm. Suec. 15:188–199 (1978).
S. Takagi and M. Maeda. Calorimetric determination of enthalpies, Gibbs energies, and entropies of inclusion of some alcohols into α-and β-cyclodextrins in aqueous solutions. J. Inclus. Phen. 2:775–780 (1984).
S. G. Frank and M. J. Cho. Phase solubility analysis and PMR study of complexing behaviour of dinoprostone with β-cyclodextrin in water. J. Pharm. Sci. 67:1665–1668 (1978).
R. I. Gelb, L. M. Schwartz, B. Cardelino, H. S. Fuhrmann, R. F. Johnson, and D. A. Laufer. Binding mechanisms in cyclohexaamylose complexes. J. Am. Chem. Soc. 103:1750–1757 (1981).
E. A. Lewis and L. D. Hansen. Thermodynamics of binding of guest molecules to α-and β-cyclodextrins. J. Chem. Soc. Perkin Trans. II 2081–2085 (1973).
K. Uekama and F. Hirayama. Inclusion complexation of prostaglandin F2a with α-and β-cyclodextrins in aqueous solution. Chem. Pharm. Bull. 26:1195–1200 (1978).
Ger. Offen DE 2 128 674 C2.
W. Saenger. Cyclodextrin-Einschluβverbindungen in Forschung und Industrie. Angew. Chem. 92:343–361 (1980).
J. H. Noggle and R. E. Schirmer. The Nuclear Overhauser Effect, Academic Press, New York, 1971.
K. Wüthrich. NMR of Proteins and Nucleic Acids, John Wiley and Sons, New York, 1986.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Steffan, B., Fischer, W., Cordes, G. et al. 1H-Nuclear Magnetic Resonance (NMR) Studies on the Inclusion Complex of Prostaglandin El (PGE1 with α-Cyclodextrin. Pharm Res 9, 575–577 (1992). https://doi.org/10.1023/A:1015865002470
Issue Date:
DOI: https://doi.org/10.1023/A:1015865002470