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The terminal morpholino moiety was replaced with a novel<\/jats:italic> N<jats:italic>\u2010methylmorpholinium cation starting from two 4\u2010carboxamide compounds. A different substitution on the fluorenone ring was also investigated and submitted to the same quaternarization process. All compounds were analyzed for their DNA binding properties by competition dialysis methods. In\u2005vitro antiproliferative tests were carried out against two different tumor cell lines. Docking experiments were conducted by including all four known human repeat unit G\u2010quadruplex DNA sequences (27 experimentally determined conformations) against the most active fluorenone derivatives. 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