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Synthesis, interaction with DNA and RNA and antitumor activity of diamidine derivatives of 3, 4-ethylenedioxythiophene-2, 5-dicarboxanilide (CROSBI ID 587874)

Prilog sa skupa u zborniku | sažetak izlaganja sa skupa | međunarodna recenzija

Stolić, Ivana ; Avdičević, Monika ; Piantanida, Ivo ; Glavaš-Obrovac, Ljubica ; Bajić, Miroslav Synthesis, interaction with DNA and RNA and antitumor activity of diamidine derivatives of 3, 4-ethylenedioxythiophene-2, 5-dicarboxanilide // Abstract CD: 13th Tetrahedron Symposium: Challenges in Bioorganic & Organic Medicinal Chemistry / L. Liu (ur.). Amsterdam, 2012. str. P253-53

Podaci o odgovornosti

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

engleski

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

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.

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

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Podaci o prilogu

P253-53.

2012.

objavljeno

Podaci o matičnoj publikaciji

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

L. Liu

Amsterdam:

Podaci o skupu

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

poster

26.06.2012-29.06.2012

Amsterdam, Nizozemska

Povezanost rada

Kemija, Temeljne medicinske znanosti