Source:http://linkedlifedata.com/resource/pubmed/id/20457474
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
8
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pubmed:dateCreated |
2010-6-14
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pubmed:abstractText |
An 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.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Antineoplastic Agents,
http://linkedlifedata.com/resource/pubmed/chemical/DNA,
http://linkedlifedata.com/resource/pubmed/chemical/Phenanthridines,
http://linkedlifedata.com/resource/pubmed/chemical/RNA,
http://linkedlifedata.com/resource/pubmed/chemical/Urea,
http://linkedlifedata.com/resource/pubmed/chemical/Water,
http://linkedlifedata.com/resource/pubmed/chemical/phenanthridinium
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pubmed:status |
MEDLINE
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pubmed:month |
Aug
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pubmed:issn |
1768-3254
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pubmed:author | |
pubmed:copyrightInfo |
Copyright (c) 2010 Elsevier Masson SAS. All rights reserved.
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pubmed:issnType |
Electronic
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pubmed:volume |
45
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
3281-92
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pubmed:meshHeading |
pubmed-meshheading:20457474-Animals,
pubmed-meshheading:20457474-Antineoplastic Agents,
pubmed-meshheading:20457474-Biological Transport,
pubmed-meshheading:20457474-Cattle,
pubmed-meshheading:20457474-Cell Line, Tumor,
pubmed-meshheading:20457474-Cell Proliferation,
pubmed-meshheading:20457474-Circular Dichroism,
pubmed-meshheading:20457474-DNA,
pubmed-meshheading:20457474-Humans,
pubmed-meshheading:20457474-Intracellular Space,
pubmed-meshheading:20457474-Nucleic Acid Denaturation,
pubmed-meshheading:20457474-Phenanthridines,
pubmed-meshheading:20457474-RNA,
pubmed-meshheading:20457474-Spectrophotometry,
pubmed-meshheading:20457474-Structure-Activity Relationship,
pubmed-meshheading:20457474-Temperature,
pubmed-meshheading:20457474-Urea,
pubmed-meshheading:20457474-Water
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pubmed:year |
2010
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pubmed:articleTitle |
Permanent positive charge strongly influences DNA/RNA binding and antiproliferative activity of urea-phenanthridinium conjugates.
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pubmed:affiliation |
Laboratory for Study of Interactions of Biomacromolecules, Ruder Boskovi? Institute, P.O.B. 180, HR-10002 Zagreb, Croatia.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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