Synthesis of 3'-O2-(azaheterocycle)-thymidines

G Prestat; D Dubreuil; A Adjou; J P Pradère; J Lebreton; M Evers; Y Henin

doi:10.1080/15257770008035021

Synthesis of 3'-O2-(azaheterocycle)-thymidines

Nucleosides Nucleotides Nucleic Acids. 2000 Apr;19(4):735-48. doi: 10.1080/15257770008035021.

Authors

G Prestat¹, D Dubreuil, A Adjou, J P Pradère, J Lebreton, M Evers, Y Henin

Affiliation

¹ Laboratoire de Synthèse Organique associé au CNRS, UMR 6513, Faculté des Sciences et des Techniques, Nantes, France.

PMID: 10960032
DOI: 10.1080/15257770008035021

Abstract

The synthesis of 3'-O2-(azaheterocycle)-thymidines is presented from 1-thia-3-aza- 1,3-butadiene precursors (N-thioacylamidines). A variety of heterocycles is accessible using the dienic, the electrophilic or the nucleophilic reactivity of these thia-azabutadiene systems. 3'-O2-(azaheterocycle)-thymidine analogues are regarded as potential substrates to interfere with the DNA-polymerization process.

MeSH terms

Anti-HIV Agents / pharmacology
Aza Compounds / chemical synthesis*
Aza Compounds / pharmacology
Cells, Cultured / drug effects
Cytotoxicity Tests, Immunologic
HIV-1 / drug effects
Lymphocytes / drug effects
Magnetic Resonance Spectroscopy
RNA-Directed DNA Polymerase / adverse effects
Thymidine / analogs & derivatives*
Thymidine / chemical synthesis*
Thymidine / pharmacology

Substances

Anti-HIV Agents
Aza Compounds
RNA-Directed DNA Polymerase
Thymidine