AUTHOR=Jahnz-Wechmann Zofia , Framski Grzegorz R. , Januszczyk Piotr A. , Boryski Jerzy 

TITLE=Base-Modified Nucleosides: Etheno Derivatives

JOURNAL=Frontiers in Chemistry

VOLUME=4

YEAR=2016

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2016.00019

DOI=10.3389/fchem.2016.00019

ISSN=2296-2646

ABSTRACT=<p>This review presents synthesis and chemistry of nucleoside analogs, possessing an additional fused, heterocyclic ring of the “etheno” type, such as 1,N<sup>6</sup>-ethenoadenosine, 1,N<sup>4</sup>-ethenocytidine, 1,N<sup>2</sup>-ethenoguanosine, and other related derivatives. Formation of ethenonucleosides, in the presence of α-halocarbonyl reagents and their mechanism, stability, and degradation, reactions of substitution and transglycosylation, as well as their application in the nucleoside synthesis, have been described. Some of the discussed compounds may be applied as chemotherapeutic agents in antiviral and anticancer treatment, acting as pro-nucleosides of already known, biologically active nucleoside analogs.</p>