Literature DB >> 18835175

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.

Jean-Baptiste Véron1, Hassan Allouchi, Cécile Enguehard-Gueiffier, Robert Snoeck, Graciela Andrei, Erik De Clercq, Alain Gueiffier.   

Abstract

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 were the most potent against human cytomegalovirus (CMV) and varicella-zoster virus (VZV), whereas several other congeners, 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.

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Year:  2008        PMID: 18835175     DOI: 10.1016/j.bmc.2008.09.027

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  8 in total

1.  General and efficient copper-catalyzed three-component coupling reaction towards imidazoheterocycles: one-pot synthesis of alpidem and zolpidem.

Authors:  Natalia Chernyak; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2010-04-01       Impact factor: 15.336

2.  Metal-free, efficient hydrazination of imidazo[1,2-a]pyridine with diethyl azodicarboxylate in neutral media.

Authors:  Yuanxiang Wang; Brendan Frett; Nick McConnell; Hong-Yu Li
Journal:  Org Biomol Chem       Date:  2015-03-14       Impact factor: 3.876

3.  Catalyst free, C-3 functionalization of imidazo[1,2-a]pyridines to rapidly access new chemical space for drug discovery efforts.

Authors:  Naresh Gunaganti; Anupreet Kharbanda; Naga Rajiv Lakkaniga; Lingtian Zhang; Rose Cooper; Hong-Yu Li; Brendan Frett
Journal:  Chem Commun (Camb)       Date:  2018-11-15       Impact factor: 6.222

4.  BF3-etherate promoted facile access to vinyloxyimidazopyridines: a metal-free sustainable approach.

Authors:  Saurabh Kumar Tiwari; Mohd Nazeef; Ankit Verma; Ankit Kumar; Vikas Yadav; Neetu Yadav; Saif Ansari; I R Siddiqui
Journal:  Mol Divers       Date:  2021-05-16       Impact factor: 2.943

5.  Efficient access to 2,3-diarylimidazo[1,2-a]pyridines via a one-pot, ligand-free, palladium-catalyzed three-component reaction under microwave irradiation.

Authors:  Yuanxiang Wang; Brendan Frett; Hong-yu Li
Journal:  Org Lett       Date:  2014-05-22       Impact factor: 6.005

6.  New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized.

Authors:  Maryna V Murlykina; Maryna N Kornet; Sergey M Desenko; Svetlana V Shishkina; Oleg V Shishkin; Aleksander A Brazhko; Vladimir I Musatov; Erik V Van der Eycken; Valentin A Chebanov
Journal:  Beilstein J Org Chem       Date:  2017-05-31       Impact factor: 2.883

7.  Synthesis, biological evaluation and molecular docking studies of 6-(4-nitrophenoxy)-1H-imidazo[4,5-b]pyridine derivatives as novel antitubercular agents: future DprE1 inhibitors.

Authors:  Jineetkumar Gawad; Chandrakant Bonde
Journal:  Chem Cent J       Date:  2018-12-19       Impact factor: 4.215

8.  Synthesis and anti-HCMV activity of 1-[ω-(phenoxy)alkyl]uracil derivatives and analogues thereof.

Authors:  Mikhail S Novikov; Denis A Babkov; Maria P Paramonova; Anastasia L Khandazhinskaya; Alexander A Ozerov; Alexander O Chizhov; Graciela Andrei; Robert Snoeck; Jan Balzarini; Katherine L Seley-Radtke
Journal:  Bioorg Med Chem       Date:  2013-05-16       Impact factor: 3.641

  8 in total

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