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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Effect of 3,4-ethylenedioxy-extension of thiophene core on the DNA/RNA binding properties and biological activity of bisbenzimidazole amidines

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Author(s):
Stolic, Ivana [1] ; Miskovic, Katarina [2] ; Magdaleno, Anahi [3] ; Silber, Ariel Mariano [3] ; Piantanida, Ivo [4] ; Bajic, Miroslav [1] ; Glavas-Obrovac, Ljubica [2]
Total Authors: 7
Affiliation:
[1] Univ Zagreb, Dept Chem & Biochem, Fac Vet Med, Zagreb 10000 - Croatia
[2] JJ Strossmayer Univ Osijek, Dept Med Chem & Biochem, Sch Med, Osijek 31000 - Croatia
[3] Univ Sao Paulo, Dept Parasitol, Inst Biomed Sci, Sao Paulo - Brazil
[4] Rudjer Boskovic Inst, Div Organ Chem & Biochem, Zagreb - Croatia
Total Affiliations: 4
Document type: Journal article
Source: Bioorganic & Medicinal Chemistry; v. 17, n. 6, p. 2544-2554, MAR 15 2009.
Web of Science Citations: 25
Abstract

Novel bisbenzimidazoles (4-6), characterized by 3,4-ethylenedioxy-extension of thiophene core, revealed pronounced affinity and strong thermal stabilization effect toward ds-DNA. They interact within ds-DNA grooves as dimmers or even oligomers and agglomerate along ds-RNA. Compounds 4-6 have shown moderate to strong antiproliferative effect toward panel of eight carcinoma cell lines. Compound 5 displayed the best inhibitory potential and in equitoxic concentration (IC(50) = 1 x 10 (6) M) induced accumulation of cells in G2/M phase after 48 h of incubation. Fluorescence microscopy showed that 5 entered into live HeLa cells within 30 min, but did not accumulate in nuclei even after 2.5 h. Compound 5 inhibited the growth of Trypanosome cruzi epimastigotes (IC(50) = 4.3 x 10 (6) M). (C) 2009 Elsevier Ltd. All rights reserved. (AU)