Synthesis and antiviral activity of C-5 substituted analogues of d4T bearing methylamino- or methyldiamino-linker arms

Article abstract of DOI:10.1080/15257770008033040

A general strategy is reported for the preparation of C-5-methylamino- or methyldiamino-d4t analogues of 'different sizes'. Reactions of the 2',3'- didehydro-2',3'-dideoxy-C-5 hydroxymethyl precursor (7) with either polymethylene diamines (n = 6, 8, 10 and 12) or propargylamine proceed regioselectively via substitution reactions at the C-5 position of uracil. The compounds were evaluated for antiviral activity and cytotoxicity. No significant activity was observed for compounds 9, 11, and 13, but 10 and 12 exhibited a weak activity against HIV-1.

Full text of DOI:10.1080/15257770008033040

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Synthesis and Antiviral Activity of C-5
Substituted Analogues of D4T Bearing
Methylamino- or Methyldiamino-Linker
Arms
D. Gavriliu a , C. Fossey a , G. Fontaine a , S. Benzaria a , A.
Ciurea a , Z. Delbederi a , B. Lelong a , D. Ladurée a , A. M.
Aubertin b & A. Kirn b
a Centre d'Etudes et de Recherche sur le Médicament de
Normandie U. F. R. des Sciences, Pharmaceutiques, 5, Rue
Vaubénard, 14032, Caen Cedex, France
b I.N.S.E.R.M., 3, Rue Koeberlé, 67000, Strasbourg, France
Published online: 24 Sep 2006.
To cite this article: D. Gavriliu , C. Fossey , G. Fontaine , S. Benzaria , A. Ciurea , Z. Delbederi ,
B. Lelong , D. Ladurée , A. M. Aubertin & A. Kirn (2000) Synthesis and Antiviral Activity of C-5
Substituted Analogues of D4T Bearing Methylamino- or Methyldiamino-Linker Arms, Nucleosides,
Nucleotides and Nucleic Acids, 19:5-6, 1017-1031, DOI: 10.1080/15257770008033040
To link to this article: http://dx.doi.org/10.1080/15257770008033040
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