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Novel bis-phenanthridine derivatives with easily tunable linkers, study of their interactions with DNA and screening of antiproliferative activity

Dukši, Marko; Baretić, Domagoj; Čaplar, Vesna; Piantanida, Ivo (2010) Novel bis-phenanthridine derivatives with easily tunable linkers, study of their interactions with DNA and screening of antiproliferative activity. European journal of medicinal chemistry, 45 (6). pp. 2671-2676. ISSN 0223-5234

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Abstract

Series of novel peptide-bridged bis-phenanthridine derivatives as well as corresponding monomers were prepared by solid phase peptide synthesis, which allowed easy and fast tuning of compound properties. Interactions of new derivatives with double stranded DNA were strongly structure-dependent, among which the most interesting is bis-phenanthridine derivative forming intramolecular excimer, with specific fluorescence band sensitive to the pH as well as on the interactions with ds-DNA. Moreover, at variance to commonly high cytotoxic effects of phenanthridine derivatives, here studied monomeric as well as bis-phenanthridine derivatives exhibited negligible antiproliferative activity on a panel of human cell lines, which makes them promising lead compounds for development of new spectrophotometric markers.

Item Type: Article
Uncontrolled Keywords: phenanthridine; solid phase synthesis; DNA binding; fluorescence
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Projects:
Project titleProject leaderProject codeProject type
Dizajn, sinteza i ispitivanje interakcija malih molekula s DNA, RNA i proteinima-Ivo Piantanida098-0982914-2918MZOS
Depositing User: Ivo Piantanida
Date Deposited: 20 Dec 2016 14:25
Last Modified: 20 Dec 2016 14:25
URI: http://fulir.irb.hr/id/eprint/1617
DOI: 10.1016/j.ejmech.2010.02.017

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