Abstract
In the search of effective, selective and nontoxic antiviral agents, a variety of nucleoside analogues have been synthesized, with different functionalities in the carbohydrate moiety and/or the heterocyclic base. Nucleoside analogues bearing double or triple bonds are recognized as an important class of biologically active compounds and appear to be prominent drugs in the management of several viral infections, including HSV, HIV, HBV, HCV and HCMV. Currently, unsaturated nucleoside mimetics, such as stavudine, abacavir and entecavir have been approved for the treatment of viral infections, while elvucitabine and β-L-2´-F-d4C are in clinical trials. The purpose of this review is to give an update of the recent developments on nucleosides and nucleoside analogues with unsaturation, in both cyclic and acyclic forms, which possess promising therapeutic potential, mainly antiviral. It covers analogues with ring sizes from three to six and provides useful data, aiming at enhancing chemical reactivity as a result of the sugar and base conformations.
Keywords: Acyclic, antiviral, base modified, carbocyclic, exomethylene, TSAO, unsaturated nucleosides.
Anti-Infective Agents
Title:Unsaturation: An Important Structural Feature to Nucleosides’ Antiviral Activity
Volume: 12 Issue: 1
Author(s): Stella Manta, Christos Kiritsis, Athina Dimopoulou, Vanessa Parmenopoulou, Nikolaos Kollatos, Andrew Tsotinis and Dimitri Komiotis
Affiliation:
Keywords: Acyclic, antiviral, base modified, carbocyclic, exomethylene, TSAO, unsaturated nucleosides.
Abstract: In the search of effective, selective and nontoxic antiviral agents, a variety of nucleoside analogues have been synthesized, with different functionalities in the carbohydrate moiety and/or the heterocyclic base. Nucleoside analogues bearing double or triple bonds are recognized as an important class of biologically active compounds and appear to be prominent drugs in the management of several viral infections, including HSV, HIV, HBV, HCV and HCMV. Currently, unsaturated nucleoside mimetics, such as stavudine, abacavir and entecavir have been approved for the treatment of viral infections, while elvucitabine and β-L-2´-F-d4C are in clinical trials. The purpose of this review is to give an update of the recent developments on nucleosides and nucleoside analogues with unsaturation, in both cyclic and acyclic forms, which possess promising therapeutic potential, mainly antiviral. It covers analogues with ring sizes from three to six and provides useful data, aiming at enhancing chemical reactivity as a result of the sugar and base conformations.
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Cite this article as:
Manta Stella, Kiritsis Christos, Dimopoulou Athina, Parmenopoulou Vanessa, Kollatos Nikolaos, Tsotinis Andrew and Komiotis Dimitri, Unsaturation: An Important Structural Feature to Nucleosides’ Antiviral Activity , Anti-Infective Agents 2014; 12 (1) . https://dx.doi.org/10.2174/22113525113119990106
DOI https://dx.doi.org/10.2174/22113525113119990106 |
Print ISSN 2211-3525 |
Publisher Name Bentham Science Publisher |
Online ISSN 2211-3533 |
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