NAPHTHALENE DIIMIDE COMPOUNDS INTERACTING WITH G-QUADRUPLEX REGIONS IN DNA
The invention relates to novel compounds which are naphthalene diimides of general formula (I). The compounds are used in therapy, particularly in cancer treatment.
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Page/Page column 14
(2009/07/03)
Tri- and tetra-substituted naphthalene diimides as potent G-quadruplex ligands
A series of tri- and tetra-substituted naphthalene diimides have been designed and synthesized. Several compounds show exceptional affinity for telomeric G-quadruplex DNA in classical and competition FRET assays and SPR studies. They inhibit telomerase in the TRAP assay, and show potent senescence-based short-term anti-proliferative effects on MCF7 and A549 cancer cell lines, and localize in the nucleus and particularly the nucleolus of MCF7 cells.
Cuenca, Francisco,Greciano, Olga,Gunaratnam, Mekala,Haider, Shozeb,Munnur, Deeksha,Nanjunda, Rupesh,Wilson, W. David,Neidle, Stephen
p. 1668 - 1673
(2008/12/21)
Synthesis and optical and redox properties of core-substituted naphthalene diimide dyes
2,6-Dichloronaphthalene dianhydride has been synthesized by a modified procedure. The imidization of this dichlorinated anhydride with amines and subsequent stepwise nucleophilic exchange of the chlorine atoms by alkyl- or arylamines afforded a series of hitherto unknown monoamino- and diamino-substituted naphthalene diimides. An alternative route for the synthesis of diamino-substituted naphthalene diimides is also reported. Optical and electrochemical properties of the newly synthesized amino-functionalized naphthalene diimides were studied in detail. The absorption maxima (530-620 nm) of these dyes are appreciably bathochromically shifted compared to those of the corresponding core-unsubstituted compounds. At the naphthalene core alkylamino-substituted diimides exhibit fluorescence quantum yields up to 60%.
Thalacker, Christoph,Roeger, Cornelia,Wuerthner, Frank
p. 8098 - 8105
(2007/10/03)
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