Synthesis and Antiviral Evaluation of Cyclic and Acyclic 2-Methyl-3-hydroxy-4-pyridinone Nucleoside Derivatives - Aix-Marseille Université Access content directly
Journal Articles Journal of Medicinal Chemistry Year : 2006

Synthesis and Antiviral Evaluation of Cyclic and Acyclic 2-Methyl-3-hydroxy-4-pyridinone Nucleoside Derivatives

Abstract

A series of cyclic and acyclic nucleoside analogues derived from 3-hydroxy-4-pyridinone were synthesized using the Vorbrüggen reaction. Iron chelation studies, and antiviral evaluation against a broad panel of viruses, were performed. The pK(a) value of ligand 25 and the stability constant of the corresponding iron(III) complex were compared to those of deferiprone. The pFe(3+) values were found to be similar. Some compounds showed moderate activity against both wild-type HSV-1 and HSV-2, as well as against a thymidine kinase deficient strain of HSV-1. These results suggest a novel mode of action for this group of nucleoside analogues.

Dates and versions

hal-02061660 , version 1 (08-03-2019)

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Karine Barral, Jan Balzarini, Johan Neyts, Erik de Clercq, Robert Hider, et al.. Synthesis and Antiviral Evaluation of Cyclic and Acyclic 2-Methyl-3-hydroxy-4-pyridinone Nucleoside Derivatives. Journal of Medicinal Chemistry, 2006, 49 (1), pp.43-50. ⟨10.1021/jm0504306⟩. ⟨hal-02061660⟩
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