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Synthesis and in vitro antiproliferative evaluation of novel N-alkylated 6-isobutyl- and propyl pyrimidine derivatives


Gazivoda Kraljević, Tatjana; Ilić, Nataša; Stepanić, Višnja; Sappe, Lana; Petranović, Jasna; Kraljević Pavelić, Sandra; Raić-Malić, Silvana
Synthesis and in vitro antiproliferative evaluation of novel N-alkylated 6-isobutyl- and propyl pyrimidine derivatives // Bioorganic & Medicinal Chemistry Letters, 24 (2014), 13; 2913-2917 doi:10.1016/j.bmcl.2014.04.079 (međunarodna recenzija, članak, znanstveni)


Naslov
Synthesis and in vitro antiproliferative evaluation of novel N-alkylated 6-isobutyl- and propyl pyrimidine derivatives

Autori
Gazivoda Kraljević, Tatjana ; Ilić, Nataša ; Stepanić, Višnja ; Sappe, Lana ; Petranović, Jasna ; Kraljević Pavelić, Sandra ; Raić-Malić, Silvana

Izvornik
Bioorganic & Medicinal Chemistry Letters (0960-894X) 24 (2014), 13; 2913-2917

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
N-Alkylated pyrimidine derivatives ; C-6-isobutyl pyrimidine ; C-6-propyl pyrimidine ; In silico analysis ; Antiproliferative evaluation

Sažetak
A series of novel N-alkylated C-6-isobutyl- or -propyl pyrimidine derivatives were synthesized and their antiproliferative effect was evaluated on a panel of tumor cell lines including leukemia cell line K562 and normal diploid human fibroblasts. N-methoxymethylated 5-methylpyrimidin-2, 4-dione with di(benzyloxy)isobutyl at C-6 (14b) showed the strongest effect on the cell growth at micromolar concentrations. Mechanisms of action for the lipophilic compound 14b predicted in silico, pointed to its anticancer and antimetastatic potential exerted through inhibition of DNA or RNA polymerases and adhesion molecules. The latter mechanism has been supported in vitro for adherent tumor cell lines.

Izvorni jezik
Engleski

Znanstvena područja
Kemija



POVEZANOST RADA


Projekt / tema
098-0982464-2511 - Epigenetičke i imunomodulatorne promjene u zloćudnim tumorima glave i vrata (Koraljka Gall-Trošelj, )
125-0982464-2925 - Razvoj i primjena novih molekula u pozitron-emisijskoj tomografiji (PET) (Silvana Raić-Malić, )
335-0000000-3532 - Uloga IGF2 i signalni putovi nizvodno u karcinomima pluća čovjeka (Sandra Kraljević Pavelić, )

Ustanove
Institut "Ruđer Bošković", Zagreb,
Fakultet kemijskog inženjerstva i tehnologije, Zagreb,
Sveučilište u Rijeci - Odjel za biotehnologiju

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


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