Diketopyrrolopyrrole-porphyrin conjugates with high two-photon absorption and singlet oxygen generation for two-photon photodynamic therapy

Angew Chem Int Ed Engl. 2015 Jan 2;54(1):169-73. doi: 10.1002/anie.201407537. Epub 2014 Nov 4.

Abstract

Two-photon photodynamic therapy is a promising therapeutic method which requires the development of sensitizers with efficient two-photon absorption and singlet-oxygen generation. Reported here are two new diketopyrrolopyrrole-porphyrin conjugates as robust two-photon absorbing dyes with high two-photon absorption cross-sections within the therapeutic window. Furthermore, for the first time the singlet-oxygen generation efficiency of diketopyrrolopyrrole-containing systems is investigated. A preliminary study on cell culture showed efficient two-photon induced phototoxicity.

Keywords: diketopyrroles; dyes/pigments; photodynamic therapy; porphyrins; singlet oxygen; two-photon absorption.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Survival / drug effects
  • Coloring Agents / chemistry*
  • Coloring Agents / pharmacology
  • HEK293 Cells
  • HeLa Cells
  • Humans
  • Photochemotherapy
  • Photons
  • Photosensitizing Agents / chemistry*
  • Photosensitizing Agents / pharmacology
  • Porphyrins / chemistry*
  • Porphyrins / pharmacology
  • Pyrroles / chemistry*
  • Pyrroles / pharmacology
  • Singlet Oxygen / chemistry*

Substances

  • Coloring Agents
  • Photosensitizing Agents
  • Porphyrins
  • Pyrroles
  • Singlet Oxygen