Synthesis of Novel N-9-Substituted Purine Derivatives from Polymer Supported alpha-Amino Acids

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15110%2F15%3A73576783" target="_blank" >RIV/61989592:15110/15:73576783 - isvavai.cz</a>

Alternative codes found

RIV/61389030:_____/15:00447320 RIV/61989592:15310/15:73576783

Result on the web

<a href="https://pubs.acs.org/doi/10.1021/acscombsci.5b00071" target="_blank" >https://pubs.acs.org/doi/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>

Result language

angličtina

Original language name

Synthesis of Novel N-9-Substituted Purine Derivatives from Polymer Supported alpha-Amino Acids

Original language description

Solid-phase synthesis of purine derivatives bearing an alpha-amino acid motif in position 9 is described herein. Polymer supported amines were acylated with various Fmoc-alpha-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

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10401 - Organic chemistry

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

Publication year

2015

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

ACS Combinatorial Science

ISSN

2156-8952

e-ISSN

—

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

2-s2.0-84953884030