Synthesis of dimeric trifluoromethoxyacridine-derived pathogen-inactivating nucleic acid intercalators.
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.
Csuk
René
R
Institut für Organische Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06120 Halle (Saale), Germany. csuk@chemie.uni-halle.de
Raschke
Christian
C
Göthe
Gunnar
G
Reissmann
Stefan
S
D000166:Acridines / Q000138:chemical synthesis* / Q000494:pharmacology*; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D007202:Indicators and Reagents; D007364:Intercalating Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D017909:Levivirus / Q000187:drug effects; D009696:Nucleic Acids / Q000187:drug effects
D000166:Acridines; D000890:Anti-Infective Agents; D007202:Indicators and Reagents; D007364:Intercalating Agents; D009696:Nucleic Acids