Syntheses and doxorubicin-inclusion abilities of beta-cyclodextrin derivatives with a hydroquinone alpha-glycoside residue attached at the primary side

Chem Pharm Bull (Tokyo). 2009 Jan;57(1):74-8. doi: 10.1248/cpb.57.74.

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.

MeSH terms

  • Antibiotics, Antineoplastic / chemistry
  • Doxorubicin / chemistry*
  • Drug Carriers / chemical synthesis
  • Drug Carriers / chemistry
  • Glycosides / chemical synthesis
  • Glycosides / chemistry*
  • Hydroquinones / chemical synthesis
  • Hydroquinones / chemistry*
  • Molecular Structure
  • beta-Cyclodextrins / chemical synthesis
  • beta-Cyclodextrins / chemistry*

Substances

  • Antibiotics, Antineoplastic
  • Drug Carriers
  • Glycosides
  • Hydroquinones
  • beta-Cyclodextrins
  • Doxorubicin
  • hydroquinone