Literature DB >> 1654428

The synthesis and antiviral activity of some 4'-thio-2'-deoxy nucleoside analogues.

M R Dyson1, P L Coe, R T Walker.   

Abstract

Starting from benzyl 3,5-di-O-benzyl-2-deoxy-1,4-dithio-D-erythro- pentofuranoside (4), the following 2'-deoxy nucleoside analogues have been synthesized: 4'-thiothymidine (8), 3'-azido-4'-thio- deoxythymidine (10), and (E)-5-(2-bromovinyl)-4'-thio-2'-deoxyuridine (22). The first compound is toxic, the second is not toxic nor has detectable biological activity, and the third is not toxic and has significant activity against some herpesviruses.

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Year:  1991        PMID： 1654428     DOI： 10.1021/jm00113a016

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


  14 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.  Design, Synthesis, and Chemical and Biological Properties of Cyclic ADP-4-Thioribose as a Stable Equivalent of Cyclic ADP-Ribose.

Authors:  Takayoshi Tsuzuki; Satoshi Takano; Natsumi Sakaguchi; Takashi Kudoh; Takashi Murayama; Takashi Sakurai; Minako Hashii; Haruhiro Higashida; Karin Weber; Andreas H Guse; Tomoshi Kameda; Takatsugu Hirokawa; Yasuhiro Kumaki; Mitsuhiro Arisawa; Barry V L Potter; Satoshi Shuto
Journal:  Messenger (Los Angel)       Date:  2014-06-01

5.  Synthesis and properties of oligodeoxynucleotides containing the analogue 2'-deoxy-4'-thiothymidine.

Authors:  E L Hancox; B A Connolly; R T Walker
Journal:  Nucleic Acids Res       Date:  1993-07-25       Impact factor: 16.971

6.  4'-Thio-oligo-beta-D-ribonucleotides: synthesis of beta-4'-thio-oligouridylates, nuclease resistance, base pairing properties, and interaction with HIV-1 reverse transcriptase.

Authors:  L Bellon; J L Barascut; G Maury; G Divita; R Goody; J L Imbach
Journal:  Nucleic Acids Res       Date:  1993-04-11       Impact factor: 16.971

7.  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

8.  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

9.  The crystal structure analysis of d(CGCGAASSCGCG)2, a synthetic DNA dodecamer duplex containing four 4'-thio-2'-deoxythymidine nucleotides.

Authors:  T J Boggon; E L Hancox; K E McAuley-Hecht; B A Connolly; W N Hunter; T Brown; R T Walker; G A Leonard
Journal:  Nucleic Acids Res       Date:  1996-03-01       Impact factor: 16.971

10.  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
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