Interaction of novel benzimidazole derivatives with double stranded DNA/RNA in aqueous media (CROSBI ID 528903)
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Podaci o odgovornosti
Hranjec, Marijana ; Piantanida, Ivo ; Karminski-Zamola, Grace
engleski
Interaction of novel benzimidazole derivatives with double stranded DNA/RNA in aqueous media
Substituted benzimidazoles and their fused cyclic derivatives as well as heteroaromatic amidines have attracted considerable attention from medicinal and synthetic organic chemists because of the wide range of biological activities displayed by this class of compounds. Interaction of aromatic compounds with double stranded (ds) polynucleotides is of paramount significance for many biologically and medicinally important interactions. [1, 2] Our previous results pointed toward intriguing interactions of benzimidazole, thiophene and furane derivatives with ds-DNA.[3, 4] Here we present the study of interactions of novel biologically active acyclic and cyclic heteroaromaticaly substituted benzimidazole derivatives 1-5 (Figure 1.) with ds-DNA and RNA (polyA-polyU and polyG-polyC) by UV/Vis, f1uorimetric and CD titrations and thermal denaturation experiments. The obtained results revealed that even minor changes in structure of acyclic compounds 1-3, as well as of cyclic 4, 5 have strong influence on dominant type of binding to ds-DNA and RNA. Figure 1. References: [1].M. Demeunyvnk, C. Baily, W. D. Wilson ; DNA and RNA binders, Wiley-VCH, Weinheim, 2002. [2]. K. Li, G. Xiao, T. Rigl, A. Kumar, D. W. Boykin, W. D. Wilson, In Structure, Motion, Interaction and Expression of Biological Macromolecules, (Eds. ; R.H. Sarma, M.H. Sarma), Adenine Press, 1998. [3]. K. Starčević, G. Karminski-Zamola, I. Piantanida, M. Žinić, L. Šuman, M. Kralj, „ Photoinduced Switch of a DNA/RNA Inactive Molecule into a Classical Intercalator“ J. Am. Chem. Soc., 127, 1074-1075, 2005 ; [4]. I. Jarak, M. Kralj, L. Šuman, J. Dogan , I. Piantanida, M. Žinić, K. Pavelić, G. Karminski- Zamola, „ Novel Cyano-and N-isopropylamidino-Substituted Derivatives of Benzo[b]thiophene-2-carboxanilides and Benzo[b]thieno[2, 3-c]quinolones: Synthesis, Photochemical Synthesis, Crystal Structure Determination and Antitumor Evaluation. Part 2.“ J. Med. Chem. 48, 2346-2360, 2005.
benzimidazoles; amidines; interaction with DNA/RNA
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Podaci o prilogu
205-205-x.
2007.
objavljeno
Podaci o matičnoj publikaciji
ESOC 15 Abstracts
Guiry, Pat ; Mooney, Ann
Dublin:
Podaci o skupu
The 15th European Symposium on Organic Chemistry
poster
08.07.2007-13.07.2007
Dublin, Irska