rdf:type |
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lifeskim:mentions |
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pubmed:issue |
1
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pubmed:dateCreated |
1995-5-2
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pubmed:abstractText |
The design, synthesis and biological evaluation of a series of bis-benzimidazole analogues of Hoechst 33258 bearing nitrogen mustard moieties is described. The novel compounds show clear evidence of interstrand cross-linking of linear lambda DNA, in contrast to their distamycin nitrogen mustard counterparts. Interference of the cross-linking reaction by the minor groove-selective distamycin suggests that this process takes place in the minor groove of DNA. Sequence preferential alkylation is revealed by high-resolution polyacrylamide gel electrophoresis and autoradiography. Alkylation occurs predominantly at the 5'-A or 5'-G termini of mixed sequences, determined largely by the sequence-recognizing properties of the bis-benzimidazole carrier moiety. An analysis of the frequency of bases around the alkylation sites reveals marked individual base preferences, especially for A at -3 and +3 positions. All of the compounds tested showed cytotoxic properties against the human tumor cell line KB in culture.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Antiviral Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Benzimidazoles,
http://linkedlifedata.com/resource/pubmed/chemical/Bisbenzimidazole,
http://linkedlifedata.com/resource/pubmed/chemical/DNA,
http://linkedlifedata.com/resource/pubmed/chemical/DNA, Circular,
http://linkedlifedata.com/resource/pubmed/chemical/DNA, Superhelical,
http://linkedlifedata.com/resource/pubmed/chemical/Distamycins,
http://linkedlifedata.com/resource/pubmed/chemical/Intercalating Agents,
http://linkedlifedata.com/resource/pubmed/chemical/Nitrogen Mustard Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/bis-benzimidazole,
http://linkedlifedata.com/resource/pubmed/chemical/stallimycin
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pubmed:status |
MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
0266-9536
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:volume |
10
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
25-41
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pubmed:dateRevised |
2008-11-21
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pubmed:meshHeading |
pubmed-meshheading:7535056-Alkylation,
pubmed-meshheading:7535056-Antiviral Agents,
pubmed-meshheading:7535056-Autoradiography,
pubmed-meshheading:7535056-Base Sequence,
pubmed-meshheading:7535056-Benzimidazoles,
pubmed-meshheading:7535056-Bisbenzimidazole,
pubmed-meshheading:7535056-DNA,
pubmed-meshheading:7535056-DNA, Circular,
pubmed-meshheading:7535056-DNA, Superhelical,
pubmed-meshheading:7535056-Distamycins,
pubmed-meshheading:7535056-Drug Design,
pubmed-meshheading:7535056-Electrophoresis, Polyacrylamide Gel,
pubmed-meshheading:7535056-Intercalating Agents,
pubmed-meshheading:7535056-Kinetics,
pubmed-meshheading:7535056-Molecular Sequence Data,
pubmed-meshheading:7535056-Nitrogen Mustard Compounds,
pubmed-meshheading:7535056-Tumor Cells, Cultured
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pubmed:year |
1995
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pubmed:articleTitle |
Design, synthesis, DNA sequence preferential alkylation and biological evaluation of N-mustard derivatives of Hoechst 33258 analogues.
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pubmed:affiliation |
Department of Chemistry, University of Alberta, Edmonton, Canada.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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