6′-Fluoro-3-deazaneplanocin: Synthesis and antiviral properties, including Ebola

Abstract A convenient stereospecific synthesis of 6′-fluoro-3-deazaneplanocin ( 6 ) has been accomplished from d -ribose in 15 steps. It is reported to possess significant activity towards Ebola (Zaire, Vero, μM: EC 50 50 125; SI > 347) with moderate inhibition of the target enzyme (S-adenosylhomocysteine hydrolase), which did not correlate directly with its anti-Ebola effects. Compound 6 , with limited cytotoxicity, also displayed activity against measles, H1N1 and Pichinde.