Cyclodextrin dimers as cleavable carriers of photodynamic sensitizers

J Am Chem Soc. 2001 Dec 19;123(50):12488-94. doi: 10.1021/ja011709o.

Abstract

Several phthalocyanines carrying hydrophobic components have been synthesized and shown to bind to a group of cyclodextrin dimers with a carbon-carbon double bond in the linker. The complexes are soluble in water. On irradiation in the presence of oxygen, the singlet oxygen produced cleaves the olefinic linkers in the complexes, resulting in precipitation of the sensitizers. This process concentrates the sensitizers in the light beam, a process that has useful potential in photodynamic therapy.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Cyclodextrins / administration & dosage
  • Cyclodextrins / chemical synthesis
  • Cyclodextrins / chemistry*
  • Dimerization
  • Drug Carriers
  • Indoles / administration & dosage
  • Indoles / chemical synthesis
  • Indoles / chemistry*
  • Isoindoles
  • Kinetics
  • Organometallic Compounds / administration & dosage
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry*
  • Oxygen / chemistry
  • Photochemistry
  • Photochemotherapy / methods*
  • Photosensitizing Agents / administration & dosage
  • Photosensitizing Agents / chemical synthesis
  • Photosensitizing Agents / chemistry*
  • Solubility
  • Water / chemistry
  • Zinc / chemistry
  • Zinc Compounds

Substances

  • Cyclodextrins
  • Drug Carriers
  • Indoles
  • Isoindoles
  • Organometallic Compounds
  • Photosensitizing Agents
  • Zinc Compounds
  • Water
  • Zn(II)-phthalocyanine
  • Zinc
  • Oxygen