Multicarbazole scaffolds for selective G-quadruplex binding
作者:Arnold Ou、Aurore Guédin、Brian W. Skelton、Samir Amrane、Cameron W. Evans、Marck Norret、K. Swaminathan Iyer、Jean-Louis Mergny、Nicole M. Smith
DOI:10.1039/c8cc03945c
日期:——
Herein we report a new class of G-quadruplex stabilising ligands, multicarbazoles, which display high G-quadruplex DNA selectivity in the presence of 250 times excess duplex DNA. We report the synthesis of these compounds in moderate to high yields. Ligands in the series with optimal G-quadruplexselectivity contain an N-propylamino chain length where the amino functionalities are either pyrrolidine
positions of a central benzene ring scaffold. Three highly soluble emitters all exhibited near-quantitative photoluminescence quantum yields (ΦPL) in toluene. High ΦPLs were also achieved in doped films, 59 and 70% for p-di2CzPN and m-di2CzPN in 10 wt % DPEPO doped film, respectively, and 54% for 1,3,5-tri2CzPN in 20 wt % doped CBP films. The rate constant of reverse intersystemcrossing (kRISC) for p-di2CzPN