Literature DB >> 10772714

Carbocyclic 5'-noruridine.

V R Hegde1, K L Seley, S W Schneller.   

Abstract

A convenient preparation of (1'R,2'S,3'R,4'S)-1-(2',3',4'-trihydroxycyclopent-1'-yl)-1H-uracil (carbocyclic 5'-noruridine, 1) is described in 2 steps from the palladium complex of (+)-(1R,4S)-4-hydroxy-2-cyclopenten-1-yl acetate (3) and the sodium salt of uracil (2). Compound 1 was sought as a previously unknown member of the series of carbocyclic 5'-nor nucleosides needed as moieties for new oligomers. With 1 available, its antiviral properties and those of its enantiomer (5) are reported with 5 showing promising activity towards Epstein-Barr virus.

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Year:  2000        PMID: 10772714     DOI: 10.1080/15257770008033008

Source DB:  PubMed          Journal:  Nucleosides Nucleotides Nucleic Acids        ISSN: 1525-7770            Impact factor:   1.381


  5 in total

1.  Carbocyclic 5'-nor "reverse" fleximers. Design, synthesis, and preliminary biological activity.

Authors:  Sarah C Zimmermann; Joshua M Sadler; Graciela Andrei; Robert Snoeck; Jan Balzarini; Katherine L Seley-Radtke
Journal:  Medchemcomm       Date:  2011-07-01       Impact factor: 3.597

2.  "Reverse fleximers": introduction of a series of 5-substituted carbocyclic uridine analogues.

Authors:  Joshua M Sadler; Olubukola Ojewoye; Katherine L Seley-Radtke
Journal:  Nucleic Acids Symp Ser (Oxf)       Date:  2008

Review 3.  The evolution of nucleoside analogue antivirals: A review for chemists and non-chemists. Part 1: Early structural modifications to the nucleoside scaffold.

Authors:  Katherine L Seley-Radtke; Mary K Yates
Journal:  Antiviral Res       Date:  2018-04-10       Impact factor: 10.103

Review 4.  The evolution of antiviral nucleoside analogues: A review for chemists and non-chemists. Part II: Complex modifications to the nucleoside scaffold.

Authors:  Mary K Yates; Katherine L Seley-Radtke
Journal:  Antiviral Res       Date:  2018-12-08       Impact factor: 10.103

Review 5.  Analogues of Pyrimidine Nucleosides as Mycobacteria Growth Inhibitors.

Authors:  Liudmila A Alexandrova; Anastasia L Khandazhinskaya; Elena S Matyugina; Dmitriy A Makarov; Sergey N Kochetkov
Journal:  Microorganisms       Date:  2022-06-27
  5 in total

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