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Synthesis of 5-Alkynyl Isoxazolidinyl Nucleosides

✍ Scribed by Roberto Romeo; Salvatore Vincenzo Giofrè; Daniela Iaria; Maria Teresa Sciortino; Simone Ronsisvalle; Maria Assunta Chiacchio; Angela Scala

Book ID
102176352
Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
315 KB
Volume
2011
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

Starting with 5‐iodo N,O‐nucleosides, prepared by 1,3‐dipolar cycloaddition of nitrones with vinyliodouracil, or vinyl acetate followed by coupling with silylated iodouracil, a series of 5‐alkynyl N,O‐nucleosides were synthesized via a palladium‐catalyzed (Sonogashira) coupling reaction. The cytotoxic activity of modified nucleosides against HEp‐2 cell lines was determined in vitro. The 5‐ethynyl N,O‐nucleoside, the only compound in the series containing a terminal acetylene unit, was found to be the most active compound.

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Synthesis of [3.3.0] bicyclic isoxazolid
Synthesis of [3.3.0] bicyclic isoxazolidinyl nucleosides
✍ Yuejun Xiang; Raymond F. Schinazi; Kang Zhao 📂 Article 📅 1996 🏛 Elsevier Science 🌐 English ⚖ 216 KB

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