Département de chimie moléculaire

With the aim of finding selective and biol. active G-quadruplex ligands, modified porphyrin with bulky cationic substituents, meso-5,10,15,20-tetrakis(4-guanidinophenyl)porphyrin tetrahydrochloride, referred to as guanidinium Ph porphyrin, was prepd. The corresponding nickel(II) and cobalt(III) metalated porphyrins were also synthesized. Interaction with quadruplexes was examd. by means of fluorescence resonance energy transfer melting and surface plasmon resonance-based assays: the three compds. proved to bind to G-quadruplex DNA in a similar and highly selective way. Guanidinium Ph porphyrin and its nickel(II) metalated deriv. exhibit moderate cytotoxicity toward cells in culture. Strikingly, the nickel porphyrin deriv. was able to displace hPOT1 shelterin protein from telomeres in human cells. It enters the cells and induces shelterin modification. [on SciFinder(R)]