1333503-64-2Relevant academic research and scientific papers
Synthesis and antiviral evaluation of α-l-2′- deoxythreofuranosyl nucleosides
Toti, Kiran S.,Derudas, Marco,McGuigan, Christopher,Balzarini, Jan,Van Calenbergh, Serge
experimental part, p. 3704 - 3713 (2011/11/07)
The synthesis of a series of α-l-2′-deoxythreofuranosyl nucleosides featuring the nucleobases A, T, C and U is described in seven steps from 1,2-O-isopropyledene-α-l-threose, involving a Vorbru?ggen coupling and a Barton-McCombie deoxygenation protocol as the key steps. All analogues, including a phosphoramidate nucleoside phosphate prodrug of the T analogue, were evaluated against a broad panel of different viruses but found inactive, while also lacking notable cellular toxicity. The thymidine analogue showed inhibition to mitochondrial thymidine kinase-2 (TK-2), herpes simplex virus type 1 (HSV-1) TK, varicella-zoster virus (VZV) TK and Mycobacterium tuberculosis thymidylate kinase.
