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Synthesis, Cytostatic and Anti-HIV Evaluations of the New Unsaturated Acyclic C-5 Pyrimidine Nucleoside Analogues (CROSBI ID 533596)

Prilog sa skupa u zborniku | sažetak izlaganja sa skupa

Gazivoda, Tatjana ; Raić-Malić, Silvana ; Plavec, Janez ; Kraljević-Pavelić, Sandra ; Pavelić, Krešimir ; Balzarini, Jan ; Mintas, Mladen Synthesis, Cytostatic and Anti-HIV Evaluations of the New Unsaturated Acyclic C-5 Pyrimidine Nucleoside Analogues // Magnetic Moments in Central Europe: Book of Abstracts / Makuc, Damjan ; Plavec, Janez (ur.). Ljubljana: NMR Centre, National Institute of Chemistry, 2008. str. 31-31

Podaci o odgovornosti

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

engleski

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

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.

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

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Podaci o prilogu

31-31.

2008.

objavljeno

Podaci o matičnoj publikaciji

Magnetic Moments in Central Europe: Book of Abstracts

Makuc, Damjan ; Plavec, Janez

Ljubljana: NMR Centre, National Institute of Chemistry

978-961-6104-10-4

Podaci o skupu

Magnetic Moments in Central Europe

poster

29.02.2008-29.02.2008

Ljubljana, Slovenija

Povezanost rada

Kemija