Naslov
Synthesis, Cytostatic and Anti-HIV Evaluations of the New Unsaturated Acyclic C-5 Pyrimidine Nucleoside Analogues

Autori
Gazivoda, Tatjana ; Raić-Malić, Silvana ; Plavec, Janez ; Kraljević-Pavelić, Sandra ; Pavelić, Krešimir ; Balzarini, Jan ; Mintas, Mladen

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Magnetic Moments in Central Europe: Book of Abstracts / Makuc, Damjan ; Plavec, Janez - Ljubljana : NMR Centre, National Institute of Chemistry, 2008, 31-31

ISBN
978-961-6104-10-4

Skup
Magnetic Moments in Central Europe

Mjesto i datum
Ljubljana, Slovenija, 29.02.2008

Vrsta sudjelovanja
Poster

Vrsta recenzije
Nije recenziran

Ključne riječi
synthesis; cytostatic and anti-HIV evaluations; pyrimidine nucleoside analogues

Sažetak
A series of the novel C-5 alkynyl pyrimidine nucleoside analogues (1-14) in wich the sugar moiety was replaced by the conformationally restricted Z- and E-2-butenyl spacer between the phthalimido and pyrimidine ring were synthesized by using Sonogashira cross-coupling reaction. Cytostatic activity evalution of the novel compounds showed that E-isomers exhibited, in general, better cytostatic activities than the corresponding Z-isomers. E-isomers 14 exhibited the best cytostatic effect against all evaluated malignant cell lines, particularly against hepatocellular carcinoma (Hep G2, IC 50 = 4.3 µ ; M). However, this compound was also cytotoxic to human normal fibroblasts (WI 38). Its Z- isomer 7 showed highly specific antiproliferative activity Hep G2 (IC 50= 18 uM) and no cytotoxicity to WI 38. Moreover, compounds 3, 4 and 14 expressed some marginal inhibitory activity against HIV-1 and HIV-2.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA