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IMINIUM SALT BENZOCHLORINS: STRUCTURE‐ACTIVITY RELATIONSHIP STUDIES
Author(s) -
Skalkos Dimitris,
Hampton James A.,
Keck Rick W.,
Wagoner Miriam,
Selman Steven H.
Publication year - 1994
Publication title -
photochemistry and photobiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.818
H-Index - 131
eISSN - 1751-1097
pISSN - 0031-8655
DOI - 10.1111/j.1751-1097.1994.tb05019.x
Subject(s) - iminium , photosensitizer , chemistry , formamide , singlet oxygen , salt (chemistry) , nitro , copper , photochemistry , photodynamic therapy , fluorescence , ring (chemistry) , combinatorial chemistry , oxygen , organic chemistry , catalysis , physics , quantum mechanics , alkyl
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.