4.7 Article

Influence of 6-or 8-substitution on the antiviral activity of 3-arylalkylthiomethylimidazo[1,2-a]pyridine against human cytomegalovirus (CMV) and varicella-zoster virus (VZV): Part II

Journal

BIOORGANIC & MEDICINAL CHEMISTRY
Volume 16, Issue 21, Pages 9536-9545

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2008.09.027

Keywords

Antiviral drugs; Human cytomegalovirus (HCMV); Varicella-zoster virus (VZV); Imidazo[1,2-a]pyridine

Funding

  1. Belgian Fonds voor Wetenschappelijk Onderzoeck (FWO), Vlaanderen
  2. Geconcerteerde Onderzoeksacties (GOA)
  3. Vlaamse Gemeenschap

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The synthesis of original imidazo[1,2-a]pyridines bearing a thioether side chain at the 3 position and diversely substituted on the 6 or 8 position, and their antiviral activities are reported. From the synthesized compounds, the imidazo[1,2-a]pyridines bearing a 5 membered heterocycle (thiophene, furane or pyrrole) in the 6 position or a phenylthio group in the 6 or 8 position (14, 16, 21, 28, 45) were the most potent against human cytomegalovirus (CMV) and varicella-zoster virus (VZV), whereas several other congeners (i. e., 22, 29 and 39), while less potent, were more selective in their inhibitory activity against VZV and CMV. These compounds showed similar activity against thymidine kinase competent (TK+) and deficient (TK ) VZV strains, demonstrating a mechanism of action independent of the viral thymidine kinase. (C) 2008 Elsevier Ltd. All rights reserved.

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