Tetrofuranose nucleoside phosphonic acids: Synthesis and properties

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F11%3A00360650" target="_blank" >RIV/61388963:_____/11:00360650 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1135/cccc2011038" target="_blank" >http://dx.doi.org/10.1135/cccc2011038</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1135/cccc2011038" target="_blank" >10.1135/cccc2011038</a>

Result language
angličtina
Original language name
Tetrofuranose nucleoside phosphonic acids: Synthesis and properties
Original language description
New isoelectronic, non-isosteric phosphonate analogues of nucleoside 5'-phosphates featuring the phosphorus moiety directly attached on the sugar ring in the C4' position are described. The analogues were synthesised by a nucleosidation reaction from tetrofuranosyl phosphonate synthons and silylated nucleobases. The pyrimidine compounds with erythro and threo configuration in both D- and L-series were prepared, and the structures were assigned by NMR spectroscopy. NMR conformational studies show that all calculated conformers have a maximum pucker in the range typical for nucleosides. In all compounds, the S-type conformer is preferred. One of the prepared phosphonic acids was found to be a competitive inhibitor of thymidine phosphorylase (Ki = 4 .mu.M).
Czech name
—
Czech description
—

Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
—

Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year
2011
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Similar results(10)