Synthesis and cytostatic activity of purine nucleosides derivatives of allofuranose.

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.

journal_name

Eur J Med Chem

authors

Besada P,Costas T,Teijeira M,Terán C

doi

10.1016/j.ejmech.2010.09.046

subject

Has Abstract

pub_date

2010-12-01 00:00:00

pages

6114-9

issue

12

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(10)00694-X

journal_volume

45

pub_type

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