6′-Fluoro-3-deazaneplanocin: Synthesis and antiviral properties, including Ebola. Issue 23 (15th December 2018)

• Record Type: Journal Article
• Authors: Liu, Chong; Chen, Qi; Cardinale, Steven; Bowlin, Terry L.; Schneller, Stewart W.
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 28:Issue 23/24(2018)
• Page Start: 3674
• Page End: 3675
• Publication Date: 2018-12-15
• Subjects: Carbocyclic nucleosides -- 3-Deazaneplanocin -- Ebola -- Measles -- H1N1 -- Pichinde virus -- Cytomegalovirus; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2018.10.030
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: A convenient stereospecific synthesis of 6′-fluoro-3-deazaneplanocin (6 ) has been accomplished fromd -ribose in 15 steps. It is reported to possess significant activity towards Ebola (Zaire, Vero, μM: EC50 < 0.36; CC50 125; SI > 347) with moderate inhibition of the target enzyme (S-adenosylhomocysteine hydrolase), which did not correlate directly with its anti-Ebola effects. Compound6, with limited cytotoxicity, also displayed activity against measles, H1N1 and Pichinde.