Biocatalytic approaches applied to the synthesis of nucleoside prodrugs

Nucleosides are valuable bioactive molecules, which display antiviral and antitumour activities. Diverse types of prodrugs are designed to enhance their therapeutic efficacy, however this strategy faces the troublesome selectivity issues of nucleoside chemistry. In this context, the aim of this revi...

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Bibliographic Details
Published in:Biotechnology advances 2015-09, Vol.33 (5), p.412-434
Main Authors: Iglesias, Luis E., Lewkowicz, Elizabeth S., Medici, Rosario, Bianchi, Paola, Iribarren, Adolfo M.
Format: Article
Language:English
Subjects:
Biocatalysis
Biocompatibility
Biotechnology
Chemical compounds
Chemoenzymatic synthesis
Drugs
Effectiveness
Nucleosides
Nucleotides
Prodrugs
Strategy
Synthesis
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Summary:Nucleosides are valuable bioactive molecules, which display antiviral and antitumour activities. Diverse types of prodrugs are designed to enhance their therapeutic efficacy, however this strategy faces the troublesome selectivity issues of nucleoside chemistry. In this context, the aim of this review is to give an overview of the opportunities provided by biocatalytic procedures in the preparation of nucleoside prodrugs. The potential of biocatalysis in this research area will be presented through examples covering the different types of nucleoside prodrugs: nucleoside analogues as prodrugs, nucleoside lipophilic prodrugs and nucleoside hydrophilic prodrugs. •Biocatalysed synthesis of nucleoside prodrugs•Synthesis of modified nucleosides: as nucleoside prodrugs and as base prodrugs•Synthesis of nucleoside lipophilic prodrugs•Nucleoside hydrophilic prodrugs: monophosphates and glycosyl derivatives
ISSN:0734-9750
1873-1899
DOI:10.1016/j.biotechadv.2015.03.009