Synthesis and Cytotoxic Activity of Various 5-[Alkoxy-(4-nitro-phenyl)-methyl]-uracils in their racemic form

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F07%3A00004868" target="_blank" >RIV/61989592:15310/07:00004868 - isvavai.cz</a>

Result on the web

—

DOI - Digital Object Identifier

—

Result language

angličtina

Original language name

Synthesis and Cytotoxic Activity of Various 5-[Alkoxy-(4-nitro-phenyl)-methyl]-uracils in their racemic form

Original language description

The preparation of various 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils with alkyl chain lengths C1?C12 is described. The synthesis is based on the preparation of 5-[chloro-(4-nitro-phenyl)-methyl]-uracil and subsequent substitution of chlorine with appropriate alcohols. The resulting ethers were tested for their cytotoxic activity in vitro against five cancer cell lines. The compounds were less active in lung resistance protein expressing cell lines, suggesting the involvement of this multidrug resistantprotein is in control of the biological activity. Cytotoxic substances induced rapid inhibition of DNA and modulation of RNA synthesis followed by induction of apoptosis. The data indicate that the biological activity of 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils depends on the alkyl chain length.

Czech name

Syntéza a cytotoxická aktivita různých 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracilů v jejich racemické formě

Czech description

Práce popisuje přípravu různě substituovaných 5-[alkoxy-(4-nitro-fenyl)-methyl]-uracilů s proměnnou délkou alkylového řetězce. U vybraných sloučenin byl studován vliv těchto látek na inhibici syntézy DNA a RNA a indukci apoptózy.

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

—

Project

<a href="/en/project/LC07017" target="_blank" >LC07017: Oncoproteomics Centre</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2007

Confidentiality

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

Name of the periodical

Bioorganic & Medicinal Chemistry Letters

ISSN

0960-894X

e-ISSN

—

Volume of the periodical

17

Issue of the periodical within the volume

23

Country of publishing house

GB - UNITED KINGDOM

Number of pages

4

Pages from-to

6647-6650

UT code for WoS article

—

EID of the result in the Scopus database

—