Synthesis of novel N9-substituted purine derivatives from polymer supported ?-amino acids
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F15%3A33156132" target="_blank" >RIV/61989592:15310/15:33156132 - isvavai.cz</a>
Alternative codes found
RIV/61989592:15110/15:33156132
Result on the web
<a href="http://pubs.acs.org/doi/pdf/10.1021/acscombsci.5b00071" target="_blank" >http://pubs.acs.org/doi/pdf/10.1021/acscombsci.5b00071</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acscombsci.5b00071" target="_blank" >10.1021/acscombsci.5b00071</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of novel N9-substituted purine derivatives from polymer supported ?-amino acids
Original language description
Solid-phase synthesis of purine derivatives bearing an ?-amino acid motif in position 9 is described herein. Polymer supported amines were acylated with various Fmoc-?-amino acids and, after cleavage of the protecting group, arylation with 4,6-dichloro-5-nitropyrimidine or 2,4-dichloro-5-nitropyrimidine was performed. The second chlorine atom was replaced with various amines. Subsequent reduction of the nitro group, followed by reaction with aldehydes, afforded the purine scaffold. After cleavage from the polymer support, the target compounds were obtained in very good crude purity, good overall yields and excellent enantiomeric purity. The anticancer activity of prepared compounds was tested in vitro against human cancer cell lines MCF7 and K562 and they were found to have mild, but clear dose-dependent effects.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
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>S - Specificky vyzkum na vysokych skolach
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
ACS Combinatorial Science
ISSN
2156-8952
e-ISSN
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Volume of the periodical
17
Issue of the periodical within the volume
7
Country of publishing house
US - UNITED STATES
Number of pages
7
Pages from-to
426-432
UT code for WoS article
000358026300007
EID of the result in the Scopus database
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