Abstract

Azidothymidine (AZT) esters of lipidic amino acid and oligomers, together with AZT-5′-lipidic sulphide were synthesised. The AZT conjugates with ester linkages (3a–e) were prepared by coupling the lipidic amino acids and their oligomers to the 5′-hydroxyl terminus of AZT. The sulphide conjugate 5 was synthesised by treating AZT-5′-tosylate (4) with octadecanethiol. In order to examine the effect of different lipophilicities on the activity of the AZT molecule conjugates, the lipidic amino acid units were varied from 1 to 3 and the length of the alkyl chain from 9 to 17 carbon atoms.

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