Properties and the Inclusion Behavior of 6-O-α-D-Galactosyl- and 6-O-α-D-Mannosyl-cyclodextrins

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The novel heterogeneous branched cyclodextrins (CDs), 6-O-α-D-galactosyl-α, -β, and -γCDs (Gal-α, -β, and -γCDs) and 6-O-α-D-mannosyl-α, -β, and -γCDs (Man-α, -β, and -γCDs) dissolved sufficiently in water and in 10-50% (v/v) methanol aqueous solutions, as did the homogeneous branched CDs, 6-O-α-D-glucosyl-α, -β, and -γCDs (Glc-α, -β, and -γCDs). The solubilities of heterogeneous branched CDs were higher than those of each parent non-branched CDs. The hemolytic activities of heterogeneous and homogeneous branched CDs were lower than those of each parent non-branched CDs and the hemolytic activity became weaker in the order of non-branched CD>Man-CD>Glc-CD>Gal-CD in each series of α, β, and γCD. A_L type solubility-phase diagrams were displayed in the formation of inclusion complexes of the guest compounds of small size (methyl benzoate, estriol, and dexamethasone) with Gal-, Man-, and Glc-CDs, and marked differences among the three kinds of branched CDs could not be detected. However, solubility-phase diagrams between these branched CDs and the insoluble guest compounds of large cyclic structure (cyclosporin A, tacrolimus, and amphotericin B) showed A_P type, and the improvement of water solubilities of these guest compounds with three kinds of branched CDs was enhanced in the order of Man-CDs>Glc-CDs>Gal-CDs.
公益社団法人日本薬学会の論文
1999-11-15