Abstract
α-, β-, and γ-cyclodextrins (CDs) marketed by five different companies were characterized from the thermal and structural point of view. Three αCD samples showed two-step DSC dehydration profiles and their XRD patterns were characteristic for αCD⋅6H2O form I, whereas one brand with an apparent three-step DSC dehydration behaviour was a mixture of αCD⋅6H2O form I and anhydrous αCD. The differences in the DSC profiles after dehydration and EGA onset decomposition temperatures recorded for the five βCD brands were attributed to different manufacturing and purification processes. The five γCDs brands showed a common thermal behaviour and very similar XRD patterns. The patterns did not match the idealized pattern of γCD⋅14.1H2O, indicating the occurrence of two different hydrated crystal structures.
Similar content being viewed by others
References
K. H. Frömming and J. Szejtli, Cyclodextrins in Pharmacy, Kluwer Academic, Dordrecht 1994.
D. O. Thompson, Therap. Drug Carrier Syst., 14 (1997) 1.
The United States Pharmacopeia, The National Formulary, XXIII revision. United States Pharmacopeial Convention, Inc.: Rockville, MD 1995.
B. Klar, B. Hingerty and W. Saenger, Acta Crystallogr. B, 36 (1980) 1154.
K. Linder and W. Saenger, Acta Crystallogr. B, 38 (1982) 203.
K. K. Chacko and W. Saenger, J. Am. Chem. Soc., 103 (1981) 1708.
K. Linder and W. Saenger, Carbohydr. Res., 99 (1982) 103.
T. Fujiwara, M. Yamazaki, Y. Tomizu, R. Tokuoka, K. Tomita, T. Matsuo, H. Suga and W. Saenger, Nippon Kagaku Kaishi, 2 (1983) 181.
C. Betzel, W. Saenger, B. E. Hingerty and G. M. Brown, J. Am. Chem. Soc., 106 (1984) 7545.
B. Zabel, W. Saenger and S. A. Mason, J. Am. Chem. Soc., 108 (1986) 3664.
J. A. Ripmeester, Supramol. Chem., 2 (1993) 89.
T. Steiner and G. Koellner, J. Am. Chem. Soc., 116 (1994) 5122.
T. Steiner, A. M. Moreira da Silva, J. J. C. Texeira-Dias, J. Muller and W. Saenger, Angew. Chem. Int. Ed. Engl., 34 (1995) 1452.
J. M. Mc Lennan and J. J. Stezowski, Biochem. Biophys. Res. Commun., 92 (1980) 926.
K. Harata, Bull. Chem. Soc. Jpn., 60 (1987) 2763.
J. Ding, T. Steiner, V. Zabel, B. E. Hingerty, S. A. Mason and W. Saenger, J. Am. Chem. Soc., 113 (1991) 8081.
L. Maggi, U. Conte and G. P. Bettinetti, Int. J. Pharm., 172 (1998) 211.
F. Giordano, A. Gazzaniga, G. P. Bettinetti and A. La Manna, Int. J. Pharm., 62 (1990) 153.
M. Vikmon, A. Stadler-Szöke, G. Hortobágyi, I. Kolbe and J. Szejtli, Acta Pharm. Technol., 32 (1986) 29.
J. Szejtli, Cyclodextrins and their inclusion complexes. Akadémiai Kiadó, Budapest 1982, p. 40.
B. Hingerty and W. Saenger, J. Am. Chem. Soc., 98 (1976) 3357.
K. Lindner and W. Saenger, Carbohydr. Res., 107 (1982) 7.
R. Tokuoka, T. Fujiwara, K. Tomita and W. Saenger, Chem. Lett., (1980) 491.
K. Lindner and W. Saenger, Biochem. Biophys. Res. Commun., 92 (1980) 933.
G. P. Bettinetti, P. Mura, A. Liguori, G. Bramanti and F. Giordano, Il Farmaco, 44 (1989) 195.
S. Kohata, K. Jyodoi and A. Ohyoshi, Thermochim. Acta, 217 (1993) 187.
G. P. Bettinetti, U. Conte, L. Maggi, M. Rillosi and M. Setti, Fourteenth Pharmaceutical Technology Conference, Barcelona, S. vol 2a, (1995) p. 390.
G. P. Bettinetti, Cs. Novák, M. Rillosi, F. Giordano and P. Mura, Proceedings of the Eighth International Symposium on Cyclodextrins, Szejtli, J. and Szente, L. (eds.), Kluwer Academic Publishers, (1996) p. 29.
Y. Nakai, K. Yamamoto, K. Terada, A. Kahyama and I. Sasaki, Chem. Pharm. Bull., 34 (1986) 2178.
G. P. Bettinetti, A. Gazzaniga, F. Giordano and M. E. Sangalli, Eur. J. Pharm. Biopharm., 40 (1994) 209.
F. Giordano, G. Bruni, A. Marini, V. Berbenni, A. Gazzaniga and G. P. Bettinetti, Boll. Chim. Farm., 131 (1992) 185.
A. Marini, V. Berbenni, V. Massarotti, P. Mustarelli, R. Riccardi, A. Gazzaniga, F. Giordano and G. Bruni, Solid State Ionics, 63-65 (1993) 358.
M. Bilal, C. de Brauer, P. Claudy, P. Germain and J. M. Letoffe, Thermochim. Acta, 249 (1995) 63.
A. Marini, V. Berbenni, G. Bruni, V. Massarotti and P. Mustarelli, J. Chem. Phys., 103 (1995) 7532.
A. Szafranek, J. Thermal Anal., 34 (1988) 917.
P. Claudy, P. Germain, J. M. Letoffe, A. Bayol and B. Gonzalez, Thermochim. Acta, 161 (1990) 75.
F. Giordano, C. Pierin, A. Ghiozzi, E. Fisicaro, G. P. Bettinetti, C. Caramella and A. Gazzaniga, Boll. Chim. Farm., 136 (1997) 275.
C. Pierin, A. Ghiozzi, E. Fisicaro, C. Caramella, A. Gazzaniga, G. P. Bettinetti and F. Giordano, Acta Technol. Legis Medic., 7 (1996) 148.
G. P. Bettinetti, Il Farmaco, 47 (1992) 681.
B. D. Cullity, Elements of X-Ray Diffraction, Addison-Wesly, Reading, Mass, (1978).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Bettinetti, G., Novák, C. & Sorrenti, M. Thermal And Structural Characterization of Commercial α-, β-, and γ-Cyclodextrins. Journal of Thermal Analysis and Calorimetry 68, 517–529 (2002). https://doi.org/10.1023/A:1016043920156
Issue Date:
DOI: https://doi.org/10.1023/A:1016043920156