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  • Title: Synthesis and cytostatic activity of purine nucleosides derivatives of allofuranose.
    Author: Besada P, Costas T, Teijeira M, Terán C.
    Journal: Eur J Med Chem; 2010 Dec; 45(12):6114-9. PubMed ID: 20934790.
    Abstract:
    Several new purine nucleosides derivatives of allofuranose were prepared according to Vorbrüggen method, starting from 1,2,5,6-di-O-isopropylidene-α-D-allofuranose and using 1,2,3,5,6-pentaacetoxy-β-D-allofuranose as key intermediate. The synthesized allofuranosyl nucleosides, as well as some acetyl derivatives, were evaluated for their cytotoxicity in vitro in three human cancer cell lines (MCF-7, Hela-229 and HL-60). Among the studied compounds the 9-(2,3,5,6-tetra-O-acetyl-β-D-allofuranosyl)-2,6-dichloropurine (9) was the most potent one on the three cell lines evaluated, being its activity against HL-60 cells similar to cisplatin.
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