Iminium salt benzochlorins: structure-activity relationship studies

Photochem Photobiol. 1994 Feb;59(2):175-81. doi: 10.1111/j.1751-1097.1994.tb05019.x.

Abstract

An iminium salt of copper(II) octaethylbenzochlorin (CDS1) is an effective new photosensitizer despite the fact that it does not produce singlet oxygen, does not fluoresce and the triplet state lifetime can only be less than 20 ns. A number of octaethylbenzochlorin derivatives were synthesized in order to determine the structural component(s) that is(are) responsible for the photodynamic action of these new photosensitizers. Studies utilizing the N-(4-[5-nitro-2-furyl]-2-thiazolyl)formamide-induced urothelial tumor revealed that the coexistence of the copper inside the aromatic ring and the iminium group at the meso position are required for the photodynamic effect.

Publication types

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

MeSH terms

  • Animals
  • Deuteroporphyrins / chemistry*
  • Deuteroporphyrins / pharmacology*
  • Imines / chemistry*
  • Imines / pharmacology*
  • Neoplasms, Experimental / drug therapy
  • Neoplasms, Experimental / pathology
  • Photochemistry
  • Photochemotherapy
  • Photosensitizing Agents / chemistry*
  • Photosensitizing Agents / pharmacology*
  • Rats
  • Rats, Inbred F344
  • Structure-Activity Relationship

Substances

  • Deuteroporphyrins
  • Imines
  • Photosensitizing Agents
  • copper benzochlorin