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Pregled bibliografske jedinice broj: 586238

Časopis

Autori: Racané, Livio; Kraljević Pavelić, Sandra; Ratkaj, Ivana; Stepanić, Višnja; Pavelić, Krešimir; Tralić-Kulenovića, Vesna; Karminski-Zamola, Grace
Naslov: Synthesis and antiproliferative evaluation of some new amidino-substituted bis-benzothiazolyl-pyridines and pyrazine
Izvornik: European journal of medicinal chemistry (0223-5234) 55 (2012); 108-116
Vrsta rada: članak
Ključne riječi: synthesis; bis-benzothiazolyl substituted pyridines and pyrazine; amidines; antiproliferative activity
Sažetak:
Novel diamidino substituted conformationally restricted derivatives of bis-benzothiazolyl-pyridines and pyrazine were synthesized and their antiproliferative activity against several human cancer cell lines were determinated. The synthetic approach used for preparation of isomeric amidinobenzotiazolyl disubstituted pyridines 3a-3k and pyrazine 3l was achieved by condenzation reaction of commercially available pyridine and pyrazine dicarboxylic acids with amidino- 2a and 2-imidazolinyl-substituted 2-aminothiophenol 2b in polyphosphoric acid in moderate to good yield. The condenzation reaction was greatly optimized. The targeted compounds were converted in the desired water soluble dihydrochloride salts by reaction of appropriate free base with concd HCl in ethanol or acetic acid. Antiproliferative assays revealed significant differences in antiproliferative activities of diamidino– and diimidazolinyl- derivatives, the latter exerting stronger concentration-dependent antiproliferative effects on tested tumor cell lines and thus being a prominent compound class for further chemical optimization and biological studies. Biological studies on SW620 cell line and BJ fibroblasts perfomed for the diimidazolinyl- derivative 3b revealed oxidative stress as a possible mechanism of antiproliferative action and predicted antineoplastic properties for this class of compounds.
Projekt / tema: 125-0982464-1356, 335-0000000-3532, 335-0982464-239, 117-0000000-3283
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,Biologija
URL Internet adrese: http://dx.doi.org/10.1016/j.ejmech.2012.07.005
http://ac.els-cdn.com/S0223523412004175/1-s2.0-S0223523412004175-main.pdf?_tid=cde26e28-f27e-11e1-8ccf-00000aab0f6c&acdnat=1346316403_1421cae6e3d1c5b9b0e29a0993a09d05
http://www.sciencedirect.com/science/article/pii/S0223523412004175
Broj citata:
Altmetric:
DOI: 10.1016/j.ejmech.2012.07.005
URL cjelovitog teksta: http://dx.doi.org/10.1016/j.ejmech.2012.07.005
Google Scholar: Synthesis and antiproliferative evaluation of some new amidino-substituted bis-benzothiazolyl-pyridines and pyrazine
Upisao u CROSBI: gkzam@fkit.hr (gkzam@fkit.hr), 4. Srp. 2012. u 11:35 sati



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