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Pregled bibliografske jedinice broj: 292040

Časopis

Autori: Gazivoda, Tatjana; Raić-Malić, Silvana; Marjanović, Marko; Kralj, Marijeta; Pavelić, Krešimir; Balzarini, Jan; De Clercq, Erik; Mintas, Mladen
Naslov: The Novel C-5 Aryl, Alkenyl and Alkynyl Substituted Uracil Derivatives of L-Ascorbic Acid: Synthesis, Cytostatic and Antiviral Activity Evaluations
Izvornik: Bioorganic and Medicinal Chemistry (0968-0896) 15 (2007), 2; 749-758
Vrsta rada: članak
Ključne riječi: L-ascorbic acid; C-5 substituted uracil derivatives; cytostatic activities; antiviral activities
Sažetak:
The novel C-5 substituted uracil derivatives of L-ascorbic acid were synthesized by coupling of 5-iodouracil-4, 5-didehydro-5, 6-dideoxy-L-ascorbic acid with unsaturated stannanes under Stille reaction conditions. The new compounds were evaluated for their antitumoral and antiviral activities. Among all compounds evaluated the 5-propynyl substituted uracil derivative of L-ascorbic acid (7) exhibited the most pronounced cytostatic activities against all examined tumor cell lines (IC50: 0.2-0.78 μ M). However, this compound was also cytotoxic to human normal fibroblasts WI 38. The 5-(phenylethynyl)uracil-2, 3-di-O-benzylated L-ascorbic acid derivative (4) exhibited an albeit slight (IC50: 55-108 μ M), but selective inhibitory effect towards all tumor cell lines except for cervical carcinoma (HeLa), pancreatic carcinoma (MiaPaCa-2), laryngeal carcinoma (Hep-2) and colon carcinoma (SW 620), and no cytotoxicity to normal human fibroblast (WI 38). Compound 7 showed some, not highly specific inhibitory potential against vesicular stomatitis virus, Coxackie B4 virus and Sindbis viruses (EC50: 1.6 μ M).
Projekt / tema: 125-0982464-2925, 125-0982464-2922, 098-0982464-2514, 098-0982464-2393
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 cjelovitog teksta:
Google Scholar: The Novel C-5 Aryl, Alkenyl and Alkynyl Substituted Uracil Derivatives of L-Ascorbic Acid: Synthesis, Cytostatic and Antiviral Activity Evaluations
Upisao u CROSBI: Mladen Mintas (mmintas@fkit.hr), 8. Ožu. 2007. u 11:54 sati



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