Title of article :
Synthesis of bisquinoline–pyrrole oligoamide as G-quadruplex binding ligand
Author/Authors :
Chi-Wi Ong، نويسنده , , Mengchi Liu، نويسنده , , Kun-Da Lee، نويسنده , , Keng-Wei Chang، نويسنده , , Ya-Ting Yang، نويسنده , , Hung-Wei Tung، نويسنده , , Keith R. Fox، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2012
Abstract :
A one-pot procedure using ammonium formate under palladium catalysis for the reductive dechlorination and reduction of nitro group of 4-chloro-8-nitro–quinoline derivatives has be successfully carried out. This has lead to the synthesis of bisquinoline–pyrrole oligoamide 1, which show significant G-quadruplex selectivity in preference to duplex DNA. The cooperativity between the bisquinoline and pyrrole oligoamide moieties for good binding affinity to G-quadruplex was proven by synthesizing 2 and 3 lacking a quinoline ring and pyrrole amide, respectively, and both show much reduce affinity to G-quadruplex. Altogether, the results demostrate that the appropriate combination of two chromophores to form the hybride can attenuate binding affinity and selectivity towards G-quadruplex, an important criteria for the rational drug design.
Keywords :
Bisquinoline , Polyamide , Quadruplex
Journal title :
Tetrahedron
Journal title :
Tetrahedron