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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http://hdl.handle.net/11570/1914991
Titolo: | Synthesis of 5-Alkynyl Isoxazolidinyl Nucleosides |
Autori: | |
Data di pubblicazione: | 2011 |
Rivista: | |
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. |
Handle: | http://hdl.handle.net/11570/1914991 |
Appare nelle tipologie: | 14.a.1 Articolo su rivista |
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