Synthesis of D-like and L-like 5 '-fluoro-5 '-deoxy-1 ',6 '-isoneplanocins and their antiviral activity including Ebola

摘要

In exploring the 1 0,6 0 -isoneplanocin structural framework for antiviral compound development, both the D-like and L-like 5 0 -fluoro-5 0 -deoxy analogs have been synthesized from readily available cyclopentenyl iodides and adenine in five steps. Antiviral evaluation found D-like 5 0 -fluoro-5 0 -deoxy-1 0,6 0 -isoneplanocin to display less broad-spectrum antiviral effects than the parent D-like including weaker activity against Ebola and norovirus. The L-like enantiomer was devoid of any activity, contrary to the parent L-like compound.