Literature DB >> 2909745

Acyclic analogues of 3'-azido-3'-deoxythymidine as potential antiviral agents. Nucleoside synthesis by Michael addition.

P Scheiner1, A Geer, A M Bucknor, J L Imbach, R F Schinazi.   

Abstract

An acyclic derivative of 3'-azido-3'-deoxythymidine, (R,S)-1-[1-(2-hydroxyethoxy)-3-azidopropyl]thymine (2), has been synthesized by a path involving Michael-type addition. Related thymidine analogues lacking the C(3')-C(4') bond were similarly obtained. The method provides a versatile new route to nucleoside analogues. The new compounds were found to be essentially inactive against human immunodeficiency virus type 1 (HIV-1) and herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) in vitro when tested up to 100 microM.

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Year:  1989        PMID: 2909745     DOI: 10.1021/jm00121a015

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


  3 in total

1.  An expression based clonality assay at the human androgen receptor locus (HUMARA) on chromosome X.

Authors:  L Busque; J Zhu; D DeHart; B Griffith; C Willman; R Carroll; P M Black; D G Gilliland
Journal:  Nucleic Acids Res       Date:  1994-02-25       Impact factor: 16.971

2.  Incorporation of (R)- and (S)-3',4'-seco-thymidine into oligodeoxynucleotides: hybridization properties and enzymatic stability.

Authors:  P Nielsen; F Kirpekar; J Wengel
Journal:  Nucleic Acids Res       Date:  1994-03-11       Impact factor: 16.971

3.  Efficient Synthesis of α-Branched Purine-Based Acyclic Nucleosides: Scopes and Limitations of the Method.

Authors:  Jan Frydrych; Lenka Poštová Slavětínská; Martin Dračínský; Zlatko Janeba
Journal:  Molecules       Date:  2020-09-19       Impact factor: 4.411

  3 in total

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