Comparative study on inclusion complexations of antiinflammatory drug flurbiprofen with β-cyclodextrin and methylated β-cyclodextrins

Abstruct

Some physicochemical properties of methylated β-cyclodextrins, i.e., heptakis(2,6-di-O-methyl)-β-cyclodextrin (DM-β-CyD) and heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin (TM-β-CyD) were compared with those of natural β-cyclodextrin (β-CyD). Inclusion behaviors of β-CyD and methylated β-CyDs in water and in solid state were studied by solubility analysis, spectroscopies (UV, CD,¹³C-NMR and IR), X-ray diffractometry and thermal analysis, using an antiinflammatory drug flurbiprofen (FP) as a guest molecule. The spectral data suggest that the inclusion mode of FP-TM-β-CyD is somewhat different from those of FP-β-CyD and FP-DM-β-CyD. The solid complexes of FP with β- and methylated β-CyDs were obtained in molar ratio of 1∶1, and their dissolution behavior and release from suppository base were examined. The data are presented suggesting that DM-β-CyD is particularly useful for improving the pharmaceutical properties of FP in various dosage forms.