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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Review Article

Oximes of Nucleosides and Related Compounds: Synthesis, Reactions and Biological Activity

Author(s): Edgars Abele* and Ramona Abele

Volume 15, Issue 5, 2018

Page: [650 - 665] Pages: 16

DOI: 10.2174/1570179415666180524112811

Price: $65

Abstract

Background: Literature data on the synthesis and structure of oximes of nucleosides and related nitrogenous bases from pyrimidine and purine were reviewed. Synthesis of novel heterocyclic systems from nucleoside oximes related pyrimidine oximes was described. The biological activity of derivatives of nucleoside and nitrogenous base oximes was also reviewed.

Objective: The review focuses on the recent progress in the area of nucleoside oxime synthesis, reactions and biological activity.

Conclusion: In summary, literature data on the synthesis and structure of oximes of nucleosides and related nitrogenous bases derived from pyrimidine, which play an important role in the biological processes, were reviewed. Synthesis of novel heterocyclic systems from nucleoside oximes related pyrimidine oximes was described. The biological activity of derivatives of nucleoside and nucleotide oximes was also reviewed. The studied class of compounds show a wide range of imino-amino and imino-nitroso tautomerism, which was investigated in the presented literature by 1H, 13C and 15N NMR spectroscopy methods. Also, according to the authors point of view, due to imino-amino and/or imino-nitroso tautomerism the nucleoside oximes show interesting activity. Most of the compounds exhibit biological activity characteristic of not only oxime derivatives, but also activity of hydroxylamines or nitroso compounds.

Keywords: Nucleosides, oxime, pyrimidine, biological activity, heterocycles, cytosine, adenine, structure of oximes.

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