Comparative study on inclusion complexation of maltosyl-beta-cyclodextrin, heptakis(2,6-di-O-methyl)-beta-cyclodextrin and beta-cyclodextrin with fucosterol in aqueous and solid state.
The complexation of fucosterol with three kinds of beta-cyclodextrin (beta-CyD) was investigated in aqueous solution and in the solid state. The solubility of fucosterol increased significantly on its complexation with maltosyl-beta-CyD and heptakis(2,6-di-O-methyl)-beta-CyD (DM-beta-CyD), while no appreciable increase was observed when complexed with beta-CyD. The stability constant of complexation with beta-CyD estimated from solubility determinations was greater for a 1:2 complex than for a 1:1 complex. On the other hand, 1:1 complexation of fucosterol with maltosyl-beta-CyD or DM-beta-CyD was greater than 1:2 complexation. The solid complexes were obtained in molar ratios of 1:2 and 1:3 for beta-CyD and maltosyl-beta-CyD complexes, respectively. The inclusion behaviour of fucosterol with maltosyl-beta-CyD was compared with beta-CyD in the solid state using DSC, powder X-ray diffractometry and CP/MAS 13C NMR. Maltosyl-beta-CyD showed different inclusion behaviour compared with beta-CyD, and produced an amorphous structure of fucosterol on complex formation. The dissolution rate of fucosterol-maltosyl-beta-CyD complex was significantly faster than other complexes due to its high aqueous solubility and amorphous structure.
Acartürk
F
F
Department of Pharmaceutical Technology, Faculty of Pharmacy, Gazi University, Etiler, Ankara, Turkey.
Imai
T
T
Saito
H
H
Ishikawa
M
M
Otagiri
M
M
D002626:Chemistry, Pharmaceutical / Q000379:methods; D003505:Cyclodextrins / Q000737:chemistry*; D012995:Solubility; D012996:Solutions; D013265:Stigmasterol / Q000031:analogs & derivatives* / Q000737:chemistry; D014867:Water / Q000737:chemistry; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D012996:Solutions; D047392:beta-Cyclodextrins; D014867:Water; C075170:6-O-maltosyl-beta-cyclodextrin; C015896:fucosterol; C038119:heptakis(2,6-O-dimethyl)beta-cyclodextrin; D013265:Stigmasterol; C031215:betadex