Patent Evaluation: Non-Natural Nucleosides Analogues as Potent Inhibitors of Herpes Virus Replication

Summary

Novelty: The synthesis and biological evaluation of novel purine or pyrimidine base substituted tetrahydrofurans is disclosed. The compounds are claimed as antiviral agents.

Biology: Antiviral activity is tabulated for all the exemplified compounds against six viruses including: HSV-1, HSV-2 and VZV. For example, ID₅₀ values of 3.8, 3.8 and 1.9 μM against HSV-1, HSV-2 and VZV, respectively, are observed for a derivative shown below.

Chemistry: The synthesis of nine analogues is fully described; the preferred compounds are [3S-(3α,4β,5α)]-9-[tetrahydro-4,5-bis(hydroxymethyl)-3-furanyl]-9H-purin-6-amine and[3S-(3α,4β,5α)]-2-amino-1,9-dihydro-9-[tetrahydro-4,5-bis(hydroxymethyl)-3-furanyl]-6H-purin-6-one.