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Carbohydrate-spiro-heterocycles pp 171–213Cite as

Recent Advances in the Chemistry and Biology of Spirocyclic Nucleosides

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Part of the book series: Topics in Heterocyclic Chemistry ((TOPICS,volume 57))

Abstract

Nucleosides are structural subunits of nucleic acids, the macromolecules that convey genetic information in living cells. Human creativity has been put to light in the ability of drug researchers to draw on an understanding of the biochemistry of naturally occurring nucleosides and to build up synthetic nucleoside analogues, which belong to the most important class of antiviral drugs and are extensively used as anticancer agents and in the treatment of other diseases. In this regard, the potential benefits associated with the spirocyclic restriction of nucleosides sparkled considerable interest in the synthesis and application of these molecules as therapeutic agents. The field of spirocyclic nucleosides started to grow since the isolation of hydantocidin, a natural spironucleoside isolated from fermentation broths of Streptomyces hygroscopicus, which exhibits potent herbicidal activity. The biological activity of hydantocidin prompted considerable synthetic interest in this nucleoside and also in a variety of analogues. The present overview describes the convenient approaches that have been developed in the past two decades for accessing varied members of the family of spiro-functionalized nucleosides.

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Authors and Affiliations

  1. Department of Organic and Inorganic Chemistry, University of Oviedo, Oviedo, Spain

    Martín Soto & Humberto Rodríguez-Solla

  2. Área de Química Orgánica, Research Centre CIAIMBITAL, Universidad de Almería, Almería, Spain

    Raquel Soengas

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  1. Martín Soto
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  2. Humberto Rodríguez-Solla
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  3. Raquel Soengas
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Correspondence to Raquel Soengas .

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  1. Department of Organic Chemistry, University of Debrecen, Debrecen, Hungary

    László Somsák

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Soto, M., Rodríguez-Solla, H., Soengas, R. (2019). Recent Advances in the Chemistry and Biology of Spirocyclic Nucleosides. In: Somsák, L. (eds) Carbohydrate-spiro-heterocycles. Topics in Heterocyclic Chemistry, vol 57. Springer, Cham. https://doi.org/10.1007/7081_2019_31

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