Abstract
Both DSC and FTIR studies indicate that co-grinding and co-precipitation cause steroids to interact with calixarenes. This interaction leads to breaking of the crystal lattice of the steroids, dispersion of the steroidal carbonyls in a hydrophobic environment and formation of hydrogen bonds between steroidal and calixarene hydroxyls. This interaction seems to be specific, depending on the structure of the calixarene and of the steroid involved. It is reasonable to assume that inclusion complexes are formed.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
K. Kralova and L. Mitterhauszerova:Pharmazie 44, 623 (1989).
F. Liu, D.O. Kildsig and A.K. Mitra:Pharm. Res. 7, 869 (1990).
F. Djedaini and B. Perly:J. Pharm. Sci. 80, 1157 (1991).
M. Marzona, R. Carpignanoand P. Quagliotto:Ann. Chimica 82, 517 (1992).
K. Uekama, T. Fujinaga, F. Hirayama, M. Otagiri and M. Yamasaki:Int. J. Pharm. 10, 1 (1982).
D.W. Armstrong, W. DeMond, A. Alak, W.L. Hinze, T.E. Riel and K.H. Bui:Anal. Chem. 57, 234 (1985).
B. Agnus, B. Sebille and M. Gosselet:J. Chromatogr. 552, 583 (1991).
K. Shimada, T. Masue, K. Toyoda, M. Takani and T. Nambara:J. Liq. Chromatogr. 11, 1475 (1988).
H.J. Woerdenbag, N. Pras, H.W. Frijklin, C.F. Lerk and T.M. Malingre':Phytochem. 29, 1551 (1990).
S. Kumar and H.J. Schneider:J. Chem. Soc., Perkin Trans. 2, 245 (1989).
D.R. Carcanague and F. Diederich:Angew. Chem. Int. Ed. Engl. 29, 769 (1990).
Y. Kikuchi, K. Kobayashi and Y. Aoyama:J. Am. Chem. Soc. 114, 1351 (1992).
F. Toda, K. Tanaka, H. Krupitsky and I. Goldberg:Bull. Chem. Soc. Jpn. 66, 320 (1993).
Y. Nakai, A. E. Aboutaleb, K. Yamamoto, S.I. Saleh and M.O. Ahmed:Chem. Pharm. Bull. 38, 728 (1990).
M.O. Ahmed, Y. Nakai, A.E. Aboutaleb, K. Yamamoto, A.A.Z.A. Rahman and S.I. Saleh:Chem. Pharm. Bull. 38, 3423 (1990).
T. Hanawa, E. Yonemochi, T. Oguchi, Y. Nakai and K. Yamamoto:J. Incl. Phenom. 15, 91 (1993).
F. Toda:Bioorg. Chem. 19, 157 (1991).
F. Giordano, G. Bruni and G. Bettinetti:J. Therm. Anal. 38, 2683 (1992).
C.D. Gutsche:Calixarenes (Monographs in Supramolecular Chemistry v. 1, Ed. J.F. Stoddart), Royal Society of Chemistry, Cambridge (1989).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Parini, C., Colombi, S. & Casnati, A. Solid state interaction of steroids with calixarenes. I. A preliminary FTIR and DSC study on 4-en-3-keto-steroids. J Incl Phenom Macrocycl Chem 18, 341–351 (1994). https://doi.org/10.1007/BF00707383
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00707383