Synthesis of Dimeric Trifluoromethoxyacridine‐derived Pathogen‐inactivating Nucleic Acid Intercalators

Abstract

A series of antiviral active compounds consisting of an intercalating acridine-derived part, a spacer region and a reactive EDTA-derived conjugate was synthesized in an easy sequence. Thus, suitably mono-protected 1,omega-alkyldiamines gave, upon reaction with 9-chloro-2-trifluoromethoxyacridine, followed by deprotection and reaction with EDTA dianhydride, the target molecules. Incorporation of their Fe(II) complexes in the presence of ascorbate gave a reduction of the phage titer of MS2 phages by several logarithmic decades.

A Role of the 9-Aminoacridines and their Conjugates in a Life Science

“…The most active compound was formed from N-(acridin-9-yl)-hexane-1,6-diamine [125]. Similar results were obtained with 2-trifluoromethoxyacridine derivative [126]. In a curious way, the mono-acridinylated conjugate with EDTA possessed the highest activity when the same acridine diamine was used (i.e.…”