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6-Azathymidine-4′-thionucleosides: synthesis and antiviral evaluation

Jasamai, Malina, Balzarini, Jan and Simons, Claire 2008. 6-Azathymidine-4′-thionucleosides: synthesis and antiviral evaluation. Journal of Enzyme Inhibition and Medicinal Chemistry 23 (1) , pp. 56-61. 10.1080/14756360701442340

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Abstract

The synthesis of dideoxy-6-azathymidine 4′-thionucleoside 1-(2,3-dideoxy-4-thio-β-D-erythro-pentofuranosyl)-(6-azathymidine) (2), and the L-nucleoside, 1-(4-thio-β-L-erythro-pentofuranosyl)-(6-azathymidine) (3) and their evaluation against a wide panel of antiviral assays are described. The L-thionucleoside (3) was devoid of antiviral activity. The dideoxy-thionucleoside (2) was moderately active against vaccinia virus (VV) and the herpes simplex virus strains HSV-1 (strain KOS) and HSV-2 (strain G) (MIC 12 μM) and retained inhibitory activity vs a thymidine kinase-deficient strain HSV-1/TK–, suggesting that (2) is not dependent on viral TK-catalysed phosphorylation for antiviral activity and/or may use an alternative metabolic activation pathway.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Pharmacy
Subjects: R Medicine > RS Pharmacy and materia medica
Uncontrolled Keywords: 6-Azathymidine-4′-thionucleosides, L-nucleoside, dideoxynucleoside, antiviral, thymidine kinase deficient (TK-)
Publisher: Informa Healthcare
ISSN: 1475-6374
Last Modified: 04 Jun 2017 02:56
URI: http://orca.cardiff.ac.uk/id/eprint/13995

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