Literature DB >> 8576922

Synthesis and anti-herpes virus activity of 2'-deoxy-4'-thiopyrimidine nucleosides.

S G Rahim1, N Trivedi, M V Bogunovic-Batchelor, G W Hardy, G Mills, J W Selway, W Snowden, E Littler, P L Coe, I Basnak, R F Whale, R T Walker.   

Abstract

A series of 5-substituted 2'-deoxy-4'-thiopyrimidine nucleosides was synthesized and evaluated as potential antiviral agents. A number of analogues such as 2'-deoxy-5-propyl-4'-thiouridine (3ii), 2'-deoxy-5-isopropyl-4'-thiouridine (3iii), 5-cyclopropyl-2'-deoxy-4'-thiouridine (3iv), 2'-deoxy-4'-thio-5-vinyluridine (3viii), and 5-(2-chloroethyl)-2'-deoxy-4'-thiouridine (3xx) were found to be highly active against herpes simplex virus type-1 (HSV-1) and varicella zoster virus (VZV) in vitro with no significant cytotoxicity. The compound with the broadest spectrum of activity was 2'-deoxy-5-ethyl-4'-thiouridine (3i) which showed significant activity against HSV-1, HSV-2, and VZV.

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Year:  1996        PMID: 8576922     DOI: 10.1021/jm950029r

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  13 in total

1.  Anti-(herpes simplex virus) activity of 4'-thio-2'-deoxyuridines: a biochemical investigation for viral and cellular target enzymes.

Authors:  A Verri; F Focher; R J Duncombe; I Basnak; R T Walker; P L Coe; E de Clercq; G Andrei; R Snoeck; J Balzarini; S Spadari
Journal:  Biochem J       Date:  2000-10-15       Impact factor: 3.857

2.  DNA containing 4'-thio-2'-deoxycytidine inhibits methylation by HhaI methyltransferase.

Authors:  S Kumar; J R Horton; G D Jones; R T Walker; R J Roberts; X Cheng
Journal:  Nucleic Acids Res       Date:  1997-07-15       Impact factor: 16.971

3.  KAY-2-41, a novel nucleoside analogue inhibitor of orthopoxviruses in vitro and in vivo.

Authors:  Sophie Duraffour; Robert Drillien; Kazuhiro Haraguchi; Jan Balzarini; Dimitri Topalis; Joost J van den Oord; Graciela Andrei; Robert Snoeck
Journal:  Antimicrob Agents Chemother       Date:  2013-10-14       Impact factor: 5.191

4.  Characterization of tumor cell lines derived from murine gammaherpesvirus-68-infected mice.

Authors:  E J Usherwood; J P Stewart; A A Nash
Journal:  J Virol       Date:  1996-09       Impact factor: 5.103

5.  Inhibition of herpesvirus replication by 5-substituted 4'-thiopyrimidine nucleosides.

Authors:  Mark N Prichard; Debra C Quenelle; Caroll B Hartline; Emma A Harden; Geraldine Jefferson; Samuel L Frederick; Shannon L Daily; Richard J Whitley; Kamal N Tiwari; Joseph A Maddry; John A Secrist; Earl R Kern
Journal:  Antimicrob Agents Chemother       Date:  2009-09-21       Impact factor: 5.191

6.  Investigation of some properties of oligodeoxynucleotides containing 4'-thio-2'-deoxynucleotides: duplex hybridization and nuclease sensitivity.

Authors:  G D Jones; E A Lesnik; S R Owens; L M Risen; R T Walker
Journal:  Nucleic Acids Res       Date:  1996-11-01       Impact factor: 16.971

7.  Trichomonas vaginalis thymidine kinase: purification, characterization and search for inhibitors.

Authors:  S Strosselli; S Spadari; R T Walker; I Basnak; F Focher
Journal:  Biochem J       Date:  1998-08-15       Impact factor: 3.857

8.  Antiherpesvirus activities of two novel 4'-thiothymidine derivatives, KAY-2-41 and KAH-39-149, are dependent on viral and cellular thymidine kinases.

Authors:  Natacha Coen; Sophie Duraffour; Kazuhiro Haraguchi; Jan Balzarini; Joost J van den Oord; Robert Snoeck; Graciela Andrei
Journal:  Antimicrob Agents Chemother       Date:  2014-05-12       Impact factor: 5.191

9.  Activities of certain 5-substituted 4'-thiopyrimidine nucleosides against orthopoxvirus infections.

Authors:  Earl R Kern; Mark N Prichard; Debra C Quenelle; Kathy A Keith; Kamal N Tiwari; Joseph A Maddry; John A Secrist
Journal:  Antimicrob Agents Chemother       Date:  2008-11-24       Impact factor: 5.191

10.  Antiviral Activity of 4'-thioIDU and Thymidine Analogs against Orthopoxviruses.

Authors:  Mark N Prichard; Earl R Kern
Journal:  Viruses       Date:  2010-09-16       Impact factor: 5.818

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