Synthesis, DNA Interactions and Anticancer Evaluation of Novel Diamidine Derivatives of 3,4-Ethylenedioxythiophene

Stolić, Ivana and Avdičević, Monika and Bregović, Nikola and Piantanida, Ivo and Glavaš-Obrovac, Ljubica and Bajić, Miroslav (2012) Synthesis, DNA Interactions and Anticancer Evaluation of Novel Diamidine Derivatives of 3,4-Ethylenedioxythiophene. Croatica Chemica Acta, 85 (4). pp. 457-467. ISSN 0011-1643

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Abstract

Eight novel diamidino 3,4-ethylenedioxythiophene-2,5-dicarboxanilides (5a–h), obtained by condensation reaction of 3,4-ethylenedioxythiophene-2,5-dicarbonyl chloride and corresponding 3- or 4-aminobenzamidines, were evaluated for interactions with double-stranded DNA and RNA, and their cyto-toxicity was assayed against the panel of human cancer cell lines. All compounds preferentially bind into the minor groove of DNA and had higher affinity for DNA than for RNA. Compounds 5a–h showed a moderate antiproliferative effect toward the panel of seven carcinoma cells line, whereby the highest inhi-bitory potential was displayed by compound 5a with unsubstituted amidino moieties in para position.

Item Type: Article
Keywords: amide-amidines; 3,4-ethylenedioxythiophene; diarylamidine; DNA/RNA binding; antitumor activity
Date: 2012
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Faculty of Science > Department of Chemistry
Publisher: Hrvatsko kemijsko društvo
Related URLs:
Depositing User: Branka Maravic
Date Deposited: 29 Apr 2014 15:40
Last Modified: 29 Apr 2014 15:40
URI: http://digre.pmf.unizg.hr/id/eprint/996

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