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pubmed-article:20457474pubmed:abstractTextAn introduction of the permanent positive charge by methylation of heterocyclic nitrogen on a series of previously studied bis-urea phenanthridine derivatives substantially changed their interactions with DNA and RNA as well as biological activity. At variance to non-methylated analogues, novel methylated derivatives interacted with DNA/RNA not only at pH 5 but also at pH 7, and some compounds switched the DNA binding mode from the minor groove binding (non-methylated derivatives) to the intercalation (novel, methylated derivatives). Moreover, selective ds-RNA over ds-DNA thermal stabilization of previously observed non-methylated derivatives was reversed for novel, methylated derivatives. The variation of a linker length connecting two urea-phenanthridinium conjugates regulated their binding modes toward double stranded polynucleotides. All novel compounds were able to distinguish between polynucleotides of A-T(U) and G-C basepair composition by a specific fluorescence change. Moreover, the introduction of the permanent positive charge on the phenanthridinium moiety resulted in significantly higher biological potency in respect to non-methylated analogues.lld:pubmed
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pubmed-article:20457474pubmed:copyrightInfoCopyright (c) 2010 Elsevier Masson SAS. All rights reserved.lld:pubmed
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pubmed-article:20457474pubmed:articleTitlePermanent positive charge strongly influences DNA/RNA binding and antiproliferative activity of urea-phenanthridinium conjugates.lld:pubmed
pubmed-article:20457474pubmed:affiliationLaboratory for Study of Interactions of Biomacromolecules, Ruder Boskovi? Institute, P.O.B. 180, HR-10002 Zagreb, Croatia.lld:pubmed
pubmed-article:20457474pubmed:publicationTypeJournal Articlelld:pubmed
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