Iminium salt benzochlorins: structure-activity relationship studies.
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.
Skalkos
D
D
Department of Chemistry, University of Toledo, OH 43606.
Hampton
J A
JA
Keck
R W
RW
Wagoner
M
M
Selman
S H
SH
D000818:Animals; D003905:Deuteroporphyrins / Q000737:chemistry* / Q000494:pharmacology*; D007097:Imines / Q000737:chemistry* / Q000494:pharmacology*; D009374:Neoplasms, Experimental / Q000188:drug therapy / Q000473:pathology; D010777:Photochemistry; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000737:chemistry* / Q000494:pharmacology*; D051381:Rats; D011916:Rats, Inbred F344; D013329:Structure-Activity Relationship
D003905:Deuteroporphyrins; D007097:Imines; D017319:Photosensitizing Agents; C081504:copper benzochlorin