Naslov
Synthesis, interaction with DNA and RNA and antitumor activity of diamidine derivatives of 3, 4-ethylenedioxythiophene-2, 5-dicarboxanilide

Autori
Stolić, Ivana ; Avdičević, Monika ; Piantanida, Ivo ; Glavaš-Obrovac, Ljubica ; Bajić, Miroslav

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Abstract CD: 13th Tetrahedron Symposium: Challenges in Bioorganic & Organic Medicinal Chemistry / L. Liu - Amsterdam, 2012, P253-53

Skup
13th Tetrahedron Symposium: Challenges in Bioorganic & Organic Medicinal Chemistry

Mjesto i datum
Amsterdam, Nizozemska, 26.06.2012. - 29.06.2012

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
amide-amidines ; 3 ; 4-ethylenedioxythiophene ; DNA/RNA binding ; antitumor activity

Sažetak
Related to our previous studies [1, 2] we have synthesized a series of novel diamidine derivatives of EDOT in order to examine influence of structure on interactions with polynucleotides (DNA/RNA) and their antiproliferative effects on on normal cells (MDCKI) and seven human tumour cell lines of different histological origin (HT-29, AGS, MIAPaCa2, CaCo2, HEp2, HeLa and NCI H358). Bisamide-amidine derivatives were prepared by amide bond formation between 3, 4-ethylenedioxythiophene-2, 5-dicarbonyl chloride and 3- or 4-aminobenzamidines. Interactions of novel compounds with ct-DNA and ds-RNA (poly A-poly U) were studied by UV/vis, CD and fluorescence spectrophotometry, as well as thermal melting experiments. Studies showed that affinity and binding mode of compound depend on the type and position of amidine moiety as well as on the ratio between concentration of compounds and polynucleotides. Generally, binding affinity of compounds 1-8 is higher toward ct-DNA compared to ds-RNA. At excess of compound over polynucleotide nonspecific aggolmeration interactions were observed. Antiproliferative effects depend on the applied concentration of the studied compound and type of treated cells.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Temeljne medicinske znanosti

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