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Pregled bibliografske jedinice broj: 326146

Časopis

Autori: Gazivoda, Tatjana; Raić-Malić, Silvana; Krištafor, Vedran; Makuc, Damjan; Plavec, Janez; Bratulić, Siniša; Kraljević Pavelić, Sandra; Pavelić, Krešimir; Naesens, Lieve; Andrei, Graciela; Snoeck, Robert; Balzarini, Jan; Mintas, Mladen
Naslov: Synthesis, Cytostatic and Anti-HIV Evaluations of the New Unsaturated Acyclic C-5 Pyrimidine Nucleoside Analogues
Izvornik: Bioorganic and Medicinal Chemistry (0968-0896) 16 (2008), 10; 5624-5634
Vrsta rada: članak
Ključne riječi: unsaturated acyclic pyrimidine nucleoside analogues; Z- and E-isomers; cytostatic evaluations; anti-HIV activity
Sažetak:
A series of the novel C-5 alkynyl pyrimidine nucleoside analogues (1-14) in which 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 evaluation of the novel compounds showed that E-isomers exhibited, in general, better cytostatic activities than the corresponding Z-isomers. E-isomer 14 exhibited the best cytostatic effect against all evaluated malignant cell lines, particularly against hepatocellular carcinoma (Hep G2, IC50 = 4.3 uM). However, this compound was also cytotoxic to human normal fibroblasts (WI 38). Its Z- isomer 7 showed highly specific antiproliferative activity against Hep G2 (IC50 = 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.
Projekt / tema: 098-0982464-2393, 125-0982464-2922, 125-0982464-2925
Izvorni jezik: ENG
Rad je indeksiran u
bazama podataka:
Current Contents Connect (CCC)
MEDLINE
Scopus
SCI-EXP, SSCI i/ili A&HCI
Science Citation Index Expanded (SCI-EXP) (sastavni dio Web of Science Core Collectiona)
Kategorija: Znanstveni
Znanstvena područja:
Kemija,Temeljne medicinske znanosti
URL Internet adrese: http://www.sciencedirect.com/science?_ob=MImg&_imagekey=B6TF8-4S62RJ8-3-M&_cdi=5220&_user=4761282&_orig=search&_coverDate=04%2F01%2F2008&_sk=999999999&view=c&wchp=dGLbVlb-zSkzV&md5=c3b6cf5b8a65df55a602a1f8eeb19fa1&ie=/sdarticle.pdf
URL cjelovitog teksta:
Google Scholar: Synthesis, Cytostatic and Anti-HIV Evaluations of the New Unsaturated Acyclic C-5 Pyrimidine Nucleoside Analogues
Upisao u CROSBI: Silvana Raić Malić (sraic@pierre.fkit.hr), 25. Ožu. 2008. u 13:35 sati



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