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International audience; Synthesis of a triazole-linked 3'-5' thymidine dimer making use of 1,3-dipolar cycloaddition is described. The azido-precursor was obtained by regioselective chlorination of thymidine, followed by azidation. The second precursor, a propargyl derivative, was obtained by selective 3'-O-alkylation of thymidine. Two 'click systems' were compared to obtain the desired dimer. These reactions were performed by microwave irradiation.

In this paper, we present the synthesis of two glycosylated strapped porphyrins. Structural elucidation is described ( 1 H NMR, MS Maldi and UV visible). The photocytotoxicity of these glycosyl strapped porphyrins against carcinogenic K562 cells is compared to hematoporphyrin as reference.

A moderate yield (55%) preparation of N-1 substituted thymine has been achieved by reacting an excess of 4-bromobutylacetate at 100 °C for 48 hrs. N-1, N-3 bisalkylated and O-alkylated compounds were also obtained as by-products. © 1997 Published by Elsevier Science Ltd.

Glycosylation of 3-alkyl N 4 -(3-hydroxypropyl) 2-piperazinones by protected 1- O -acetyl ribofuranoses produces nucleoside analogs in which the base is separated from the sugar by a hydrocarbon spacer arm. The preliminary in vitro test results against retroviruses seem promising for compounds bearing a long alkyl chain.

The cross metathesis of 3′-allylic analogues of thymidine, 2′-deoxyuridine and 2′-deoxycytidine is used to obtain nucleoside dimers, in which an unsaturated hydrocarbon chain links the 3′ positions of the sugar moieties. The biological activity on HIV infected cells was also evaluated.