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Lipidic Peptides, IX. Synthesis and Structural Elucidation of Lipophilic Azidothymidine Conjugates

✍ Scribed by Hussain, Rohanah ;Toth, Istvan ;Gibbons, William A.

Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
267 KB
Volume
1992
Category
Article
ISSN
0947-3440

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✦ Synopsis

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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