| Literature DB >> 24332091 |
Carla T Mapp1, Eric A Owens2, Maged Henary3, Kathryn B Grant4.
Abstract
Here we report the synthesis of seven symmetrical carbocyanine dyes in which two nitrogen-substituted benz[e]indolium rings are joined by a pentamethine bridge that is meso-substituted with chlorine or bromine versus hydrogen. The heteroatom of benz[e]indolium is modified with a phenylpropyl, methyl, or cationic quaternary ammonium group. In reactions containing micro molar concentrations of halogenated dye, irradiation at 575, 588, 623, or 700nm produces good photocleavage of plasmid DNA. UV-visible spectra show that the carbocyanines are in their H-aggregated and monomeric forms. Scavenger experiments point to the involvement of singlet oxygen and hydroxyl radicals in DNA photocleavage.Entities:
Keywords: ()OH; (1)O(2); (3)O(2); (3-bromopropyl)trimethylammonium bromide; Benz[e]indolium; CT; Carbocyanine; DNA base pairs; LED; PDT; Photocleavage; Photodynamic therapy; ROS; Red light; TMAB; TO; Tri-cationic; YO; bp; calf thymus; ground state triplet molecular oxygen; hydroxyl radical; light emitting diode; oxazole yellow; photodynamic therapy; reactive oxygen species; singlet oxygen; thiazole orange
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Year: 2013 PMID： 24332091 DOI： 10.1016/j.bmcl.2013.11.035
Source DB: PubMed Journal: Bioorg Med Chem Lett ISSN： 0960-894X Impact factor: 2.823