Synthesis and anti-proliferative activity of 3′-deoxy-3′-fluoro-3′-C-hydroxymethyl-pyrimidine and purine nucleosides

Add time:07/16/2019    Source:sciencedirect.com

A new class of 3′-deoxy-3β′-fluoro-3α′-C-hydroxymethyl-pyrimidine 1a-c and purine 1d nucleosides were synthesized using modified Corey-Link reaction with 3-oxo-d-glucofuranose derivative to get C-3 quaternary carbon with 3β′-fluoro-3α′-C-hydroxymethyl groups, in the sugar frame work. Conformational preferences of fluorinated nucleosides were studied by the DFT calculations. Anti-proliferative activity of nucleosides 1a-d was tested against MDA-MB-231, L-132, HeLa and neural cell lines and found to be moderate active.

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