Design, synthesis and evaluation of D-galactose-β-cyclodextrin conjugates as drug-carrying molecules

Several kinds of D-galactose-beta-cyclodextrin conjugates having a phenyl group in the spacers between the D-galactose and beta-cyclodextrin were designed and synthesized as drug-carrying molecules. Their evaluation as drug-carrying molecules was done by measuring the molecular interactions with the anticancer agent, doxorubicin, and with the D-galactose-binding peanut lectin using an SPR optical biosensor. The SPR analyses showed that these conjugates had remarkably high inclusion associations of 10(5) similar to 10(7) M-1 levels for the immobilized doxorubicin. Their association constants for immobilized peanut lectin were at the level of 10(4) similar to 10(5) M-1, as we expected. These conjugates will be useful drug-carrying models which can site-specifically carry doxorubicin to the cells containing D-galactose-binding lectin. (C) 2008 Elsevier Ltd. All rights reserved.