Synthesis and cytotoxic activity of various 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils in their racemic form
Jazyk angličtina Země Anglie, Velká Británie Médium print-electronic
Typ dokumentu srovnávací studie, časopisecké články, práce podpořená grantem
PubMed
17935983
DOI
10.1016/j.bmcl.2007.09.022
PII: S0960-894X(07)01059-1
Knihovny.cz E-zdroje
- MeSH
- alkoholy chemická syntéza toxicita MeSH
- buňky K562 MeSH
- cytotoxiny chemická syntéza toxicita MeSH
- lidé MeSH
- nádorové buněčné linie MeSH
- protinádorové látky chemická syntéza toxicita MeSH
- stereoizomerie MeSH
- uracil analogy a deriváty chemická syntéza toxicita MeSH
- Check Tag
- lidé MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- srovnávací studie MeSH
- Názvy látek
- alkoholy MeSH
- alkoxyl radical MeSH Prohlížeč
- cytotoxiny MeSH
- protinádorové látky MeSH
- uracil MeSH
The preparation of various 5-[alkoxy-(4-nitro-phenyl)-methyl]-uracils with alkyl chain lengths C(1)-C(12) 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 resistant protein 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.
Citace poskytuje Crossref.org
Synthesis, reactivity and biological activity of 5-alkoxymethyluracil analogues
