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Synthesis and Antiviral Evaluation of Novel 4′-Hydroxymethyl Branched Thioapiosyl Nucleosides

✍ Scribed by Jin Woo Kim; Joon Hee Hong

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
108 KB
Volume
338
Category
Article
ISSN
0365-6233

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✦ Synopsis

Abstract

In this study, we synthesized novel 4′‐hydroxymethyl branched thioapiosyl nucleosides. The thioapiosyl sugar moiety was constructed using sequential ozonolysis and reduction. The natural bases (uracil, thymine, cytosine, and adenine) were efficiently coupled using the Vorbrüggen glycosyl condensation procedure (persilyated base and TMSOTf). The antiviral activities of the synthesized compounds were evaluated against HIV‐1, HSV‐1, HSV‐2, and HCMV. Compound 19 showed moderate anti‐HIV activity (EC~50~ = 19.3 μg/mL) without exhibiting any cytotoxicity up to 100 μM.

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