Naslov
DNA and RNA interactions of benzimidazole amidines

Autori
Zonjić, Iva ; Radić Stojković, Marijana ; Bistrović Popov, Andrea ; Raić-Malić, Silvana

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

Izvornik
Knjiga sažetaka - XIII. susret mladih kemijskih inženjera / Dejanović, Igor ; Vrsaljko, Domagoj ; Žižek, Krunoslav - Zagreb : Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI), 2020, 189-189

ISBN
978-953-6894-71-0

Skup
XIII. susret mladih kemijskih inženjera (SMLKI 2020)

Mjesto i datum
Zagreb, Hrvatska, 20.02.2020. - 21.02.2020

Vrsta sudjelovanja
Poster

Vrsta recenzije
Nije recenziran

Ključne riječi
DNA triplex ; benzimidazole ; amidines ; minor groove ; fluorescence ; spectroscopy ; CD titrations

Sažetak
A series of novel benzimidazole amidines derivatives are synthesized at the Department of Organic Chemistry, Faculty of Chemical Engineering and Technology. They differ only in one substituent (–F vs –H vs –OCH3) attached on phenyl ring. These three compounds were selected for the binding study with DNA and RNA based upon their antitrypanosomal activity. Binding of studied compounds to DNA and RNA polynucleotides (calf thymus-DNA, poly(dAdT)2, poly(dGdC)2 and poly A – poly U) was monitored with the fluorescence spectroscopy. CD titrations and Tm experiments were used for a determination of the binding modes (intercalation, groove binding, external binding). Interestingly, despite the fact that even benzimidazole amidines derivatives differ only in one substituent, they caused opposite changes in fluorescence upon interaction with studied polynucleotides. While addition of derivatives –F and –H caused a decrease of fluorescence in the presence of DNA/RNA, the addition of any polynucleotide resulted exclusively in strong emission increase of derivative –OCH3 which can probably be ascribed to donor properties of methoxy group. All three compounds exhibited positive induced CD spectra (ICD) with ct-DNA, poly(dAdT)2 and poly A – poly U. Usually, a positive ICD band, with an intensity similar or stronger than CD band of DNA/RNA, strongly supports the minor groove binding to DNA or the major groove binding to ds-RNA.1 Thus, it can be concluded that studied compounds bind to minor groove of ct-DNA and AT-DNA and to major groove of ds- RNA. A series of novel benzimidazole amidines derivatives are synthesized at the Department of Organic Chemistry, Faculty of Chemical Engineering and Technology. They differ only in one substituent (–F vs –H vs –OCH3) attached on phenyl ring. These three compounds were selected for the binding study with DNA and RNA based upon their antitrypanosomal activity. Binding of studied compounds to DNA and RNA polynucleotides (calf thymus-DNA, poly(dAdT)2, poly(dGdC)2 and poly A – poly U) was monitored with the fluorescence spectroscopy. CD titrations and Tm experiments were used for a determination of the binding modes (intercalation, groove binding, external binding). Interestingly, despite the fact that even benzimidazole amidines derivatives differ only in one substituent, they caused opposite changes in fluorescence upon interaction with studied polynucleotides. While addition of derivatives –F and –H caused a decrease of fluorescence in the presence of DNA/RNA, the addition of any polynucleotide resulted exclusively in strong emission increase of derivative –OCH3 which can probably be ascribed to donor properties of methoxy group. All three compounds exhibited positive induced CD spectra (ICD) with ct-DNA, poly(dAdT)2 and poly A – poly U. Usually, a positive ICD band, with an intensity similar or stronger than CD band of DNA/RNA, strongly supports the minor groove binding to DNA or the major groove binding to ds-RNA.1 Thus, it can be concluded that studied compounds bind to minor groove of ct-DNA and AT-DNA and to major groove of ds- RNA.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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