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

Bioorg Med Chem Lett

Molette Laboratory for Drug Discovery, Department of Chemistry and Biochemistry, Auburn University, Auburn, AL 36849-5312, United States. Electronic address:

Published: December 2018

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 < 0.36; CC 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.

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http://dx.doi.org/10.1016/j.bmcl.2018.10.030DOI Listing

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