Synthesis and Enzymatic Evaluation of Nucleosides Derived from 5-Iodo-2’-Halo-2’-Deoxyuridines

Torsten Kniess; Michaela Grote; Bernhard Noll; Bernd Johannsen

doi:10.1515/znb-2003-2-304

Published by De Gruyter June 2, 2014

Synthesis and Enzymatic Evaluation of Nucleosides Derived from 5-Iodo-2’-Halo-2’-Deoxyuridines

Torsten Kniess , Michaela Grote , Bernhard Noll and Bernd Johannsen

From the journal Zeitschrift für Naturforschung B

https://doi.org/10.1515/znb-2003-2-304

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The synthesis of new nucleosides by alkenylation of 5-iodo-2’-halo-2’-deoxyuridines with E-(1-tributylstannyl)-propene-1-ol via STILLE-coupling is described. The new compounds are characterized by ¹H NMR and elemental analysis. All nucleosides are evaluated by an enzymatic assay to be substrates of herpes simplex virus type 1 thymidine kinase (HSV-1 TK) and compared with uridine, thymidine and (E)-5-(2-iodovinyl)-2’-fluoro-2’-deoxyuridine (IVFRU).

Keywords: 5-Iodo-deoxyuridines; STILLE-coupling; HSV-1 Thymidine Kinase

Received: 2002-4-24

Published Online: 2014-6-2

Published in Print: 2003-3-1

Synthesis and Enzymatic Evaluation of Nucleosides Derived from 5-Iodo-2’-Halo-2’-Deoxyuridines

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