Syntheses and Doxorubicin-Inclusion Abilities of .BETA.-Cyclodextrin Derivatives with a Hydroquinone .ALPHA.-Glycoside Residue Attached at the Primary Side

Abstract

This paper describes syntheses and doxorubicin-inclusion abilities of beta-cyclodextrin (CyD) derivatives with a hydroquinone alpha-glycoside residue attached at the primary side. The hydroquinone glycoside having an alpha-D-glucosidic or 2-acetamido-2-deoxy-alpha-D-glucosidic linkage became a useful component for providing an alpha-D-glucose- or 2-acetamido-2-deoxy-alpha-D-glucose-beta-CyD conjugate. The surface plasmon resonance analyses of these beta-CyD derivatives for the anticancer agent, doxorubicin, indicated that they had excellent inclusion associations on the order of 10(5 m)-1 for the immobilized doxorubicin.