scholarly journals Comprehensive Characterisation of the Ketoprofen-β-Cyclodextrin Inclusion Complex Using X-ray Techniques and NMR Spectroscopy

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 4089
Author(s):  
Katarzyna Betlejewska-Kielak ◽  
Elżbieta Bednarek ◽  
Armand Budzianowski ◽  
Katarzyna Michalska ◽  
Jan K. Maurin

Racemic ketoprofen (KP) and β-cyclodextrin (β-CD) powder samples from co-precipitation (1), evaporation (2), and heating-under-reflux (3) were analysed using X-ray techniques and nuclear magnetic resonance (NMR) spectroscopy. On the basis of NMR studies carried out in an aqueous solution, it was found that in the samples obtained by methods 1 and 2, there were large excesses of β-CD in relation to KP, 10 and 75 times, respectively, while the sample obtained by method 3 contained equimolar amounts of β-CD and KP. NMR results indicated that KP/β-CD inclusion complexes were formed and the estimated binding constants were approximately 2400 M−1, showing that KP is quite strongly associated with β-CD. On the other hand, the X-ray single-crystal technique in the solid state revealed that the (S)-KP/β-CD inclusion complex with a stoichiometry of 2:2 was obtained as a result of heating-under-reflux, for which the crystal and molecular structure were examined. Among the methods used for the preparation of the KP/β-CD complex, only method 3 is suitable.

1994 ◽  
Vol 58 (6) ◽  
pp. 1102-1106 ◽  
Author(s):  
Toshiro Matsui ◽  
Hiroko Iwasaki ◽  
Kiyoshi Matsumoto ◽  
Yutaka Osajima

2007 ◽  
Vol 58 (3-4) ◽  
pp. 367-375 ◽  
Author(s):  
Yuriy V. Lisnyak ◽  
Arthur V. Martynov ◽  
Vyacheslav N. Baumer ◽  
Oleg V. Shishkin ◽  
Anna V. Gubskaya

1998 ◽  
Vol 46 (4) ◽  
pp. 1500-1505 ◽  
Author(s):  
Federico Caccia ◽  
Rosario Dispenza ◽  
Giovanni Fronza ◽  
Claudio Fuganti ◽  
Luciana Malpezzi ◽  
...  

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