Disulfide-bridge dimeric porphyrin and their reference compounds for glutathione-based specific tumor-activation


Alpugan S., Topkaya D., DUMOULIN F.

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, vol.21, no.12, pp.918-924, 2017 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 21 Issue: 12
  • Publication Date: 2017
  • Doi Number: 10.1142/s1088424617500961
  • Title of Journal : JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
  • Page Numbers: pp.918-924

Abstract

The tumor micro-environment is rich in glutathione. To exploit this feature for tumor-activatable porphyrin-based photosensitizers, a dimeric disulfide-bridged porphyrin has been designed and prepared, together with two reference derivatives, a non-cleavable dimer and a monomer. The three compounds have been investigated from a photochemical and photophysical point of view. It appears that the disulfide-bridged derivative exhibited intramolecular aggregation, but to an insufficient extent to induce a satisfying self-quenching of its photoproperties. Unlike expected, the non-cleavable dimer behaved like the monomeric derivative, due to the superior flexibility of the alkyl bridge over the disulfide bridge.