Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA and lengthen linear DNA
•Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA.•Anthraquinones quinizarin and danthron lengthen linear DNA.•Anthraquinones quinizarin and danthron possess middle binding affinity to DNA.•Anthraquinones quinizarin and danthron interact with DNA by intercalating mode. The in...
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| Veröffentlicht in: | Biochemical and biophysical research communications 2014-01, Vol.444 (1), p.50-55 |
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| creator | Verebová, Valéria Adamcik, Jozef Danko, Patrik Podhradský, Dušan Miškovský, Pavol Staničová, Jana |
| description | •Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA.•Anthraquinones quinizarin and danthron lengthen linear DNA.•Anthraquinones quinizarin and danthron possess middle binding affinity to DNA.•Anthraquinones quinizarin and danthron interact with DNA by intercalating mode.
The intercalating drugs possess a planar aromatic chromophore unit by which they insert between DNA bases causing the distortion of classical B-DNA form. The planar tricyclic structure of anthraquinones belongs to the group of chromophore units and enables anthraquinones to bind to DNA by intercalating mode. The interactions of simple derivatives of anthraquinone, quinizarin (1,4-dihydroxyanthraquinone) and danthron (1,8-dihydroxyanthraquinone), with negatively supercoiled and linear DNA were investigated using a combination of the electrophoretic methods, fluorescence spectrophotometry and single molecule technique an atomic force microscopy. The detection of the topological change of negatively supercoiled plasmid DNA, unwinding of negatively supercoiled DNA, corresponding to appearance of DNA topoisomers with the low superhelicity and an increase of the contour length of linear DNA in the presence of quinizarin and danthron indicate the binding of both anthraquinones to DNA by intercalating mode. |
| doi_str_mv | 10.1016/j.bbrc.2014.01.007 |
| format | Article |
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The intercalating drugs possess a planar aromatic chromophore unit by which they insert between DNA bases causing the distortion of classical B-DNA form. The planar tricyclic structure of anthraquinones belongs to the group of chromophore units and enables anthraquinones to bind to DNA by intercalating mode. The interactions of simple derivatives of anthraquinone, quinizarin (1,4-dihydroxyanthraquinone) and danthron (1,8-dihydroxyanthraquinone), with negatively supercoiled and linear DNA were investigated using a combination of the electrophoretic methods, fluorescence spectrophotometry and single molecule technique an atomic force microscopy. The detection of the topological change of negatively supercoiled plasmid DNA, unwinding of negatively supercoiled DNA, corresponding to appearance of DNA topoisomers with the low superhelicity and an increase of the contour length of linear DNA in the presence of quinizarin and danthron indicate the binding of both anthraquinones to DNA by intercalating mode.</description><identifier>ISSN: 0006-291X</identifier><identifier>EISSN: 1090-2104</identifier><identifier>DOI: 10.1016/j.bbrc.2014.01.007</identifier><identifier>PMID: 24434150</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>60 APPLIED LIFE SCIENCES ; Anthraquinones - pharmacology ; ATOMIC FORCE MICROSCOPY ; BORATES ; BROMIDES ; CLATHRATES ; Danthron ; Denaturing Gradient Gel Electrophoresis ; DMSO ; DNA ; DNA - chemistry ; DNA - drug effects ; DNA lengthening ; DNA, B-Form - chemistry ; DNA, B-Form - drug effects ; DNA, Superhelical - chemistry ; DNA, Superhelical - drug effects ; DRUGS ; EDTA ; ELECTROPHORESIS ; FLUORESCENCE ; GELS ; Intercalating Agents - pharmacology ; Intercalation ; Microscopy, Atomic Force ; MOLECULES ; Negatively supercoiled DNA ; Nucleic Acid Conformation - drug effects ; Plasmids - chemistry ; Plasmids - drug effects ; QUINIZARIN ; Spectrometry, Fluorescence ; SPECTROPHOTOMETRY ; TEMPERATURE GRADIENTS</subject><ispartof>Biochemical and biophysical research communications, 2014-01, Vol.444 (1), p.50-55</ispartof><rights>2014 Elsevier Inc.</rights><rights>Copyright © 2014 Elsevier Inc. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c384t-7805fa8a6e8f88414ae60812ce70a31b0bc67593603966086aaa774c91bd0a8b3</citedby><cites>FETCH-LOGICAL-c384t-7805fa8a6e8f88414ae60812ce70a31b0bc67593603966086aaa774c91bd0a8b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bbrc.2014.01.007$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,780,784,885,3548,27923,27924,45994</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24434150$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://www.osti.gov/biblio/22416251$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>Verebová, Valéria</creatorcontrib><creatorcontrib>Adamcik, Jozef</creatorcontrib><creatorcontrib>Danko, Patrik</creatorcontrib><creatorcontrib>Podhradský, Dušan</creatorcontrib><creatorcontrib>Miškovský, Pavol</creatorcontrib><creatorcontrib>Staničová, Jana</creatorcontrib><title>Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA and lengthen linear DNA</title><title>Biochemical and biophysical research communications</title><addtitle>Biochem Biophys Res Commun</addtitle><description>•Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA.•Anthraquinones quinizarin and danthron lengthen linear DNA.•Anthraquinones quinizarin and danthron possess middle binding affinity to DNA.•Anthraquinones quinizarin and danthron interact with DNA by intercalating mode.
The intercalating drugs possess a planar aromatic chromophore unit by which they insert between DNA bases causing the distortion of classical B-DNA form. The planar tricyclic structure of anthraquinones belongs to the group of chromophore units and enables anthraquinones to bind to DNA by intercalating mode. The interactions of simple derivatives of anthraquinone, quinizarin (1,4-dihydroxyanthraquinone) and danthron (1,8-dihydroxyanthraquinone), with negatively supercoiled and linear DNA were investigated using a combination of the electrophoretic methods, fluorescence spectrophotometry and single molecule technique an atomic force microscopy. The detection of the topological change of negatively supercoiled plasmid DNA, unwinding of negatively supercoiled DNA, corresponding to appearance of DNA topoisomers with the low superhelicity and an increase of the contour length of linear DNA in the presence of quinizarin and danthron indicate the binding of both anthraquinones to DNA by intercalating mode.</description><subject>60 APPLIED LIFE SCIENCES</subject><subject>Anthraquinones - pharmacology</subject><subject>ATOMIC FORCE MICROSCOPY</subject><subject>BORATES</subject><subject>BROMIDES</subject><subject>CLATHRATES</subject><subject>Danthron</subject><subject>Denaturing Gradient Gel Electrophoresis</subject><subject>DMSO</subject><subject>DNA</subject><subject>DNA - chemistry</subject><subject>DNA - drug effects</subject><subject>DNA lengthening</subject><subject>DNA, B-Form - chemistry</subject><subject>DNA, B-Form - drug effects</subject><subject>DNA, Superhelical - chemistry</subject><subject>DNA, Superhelical - drug effects</subject><subject>DRUGS</subject><subject>EDTA</subject><subject>ELECTROPHORESIS</subject><subject>FLUORESCENCE</subject><subject>GELS</subject><subject>Intercalating Agents - pharmacology</subject><subject>Intercalation</subject><subject>Microscopy, Atomic Force</subject><subject>MOLECULES</subject><subject>Negatively supercoiled DNA</subject><subject>Nucleic Acid Conformation - drug effects</subject><subject>Plasmids - chemistry</subject><subject>Plasmids - drug effects</subject><subject>QUINIZARIN</subject><subject>Spectrometry, Fluorescence</subject><subject>SPECTROPHOTOMETRY</subject><subject>TEMPERATURE GRADIENTS</subject><issn>0006-291X</issn><issn>1090-2104</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kMFu1DAQhi1ERbeFF-CAInHhknTGcZxE4rIqFJAquIDEzUyc2a5XWXtrJ0Xt05OwhWNP4_F882v0CfEaoUBAfbErui7aQgKqArAAqJ-JFUILuURQz8UKAHQuW_x5Ks5S2gEgKt2-EKdSqVJhBSvxa-3HbaTbyfngOWXLwz1QdD4j32c9LePgs8n_dnPv-YZGd8fDfZamA0cb3MB99uHr-i8-sL8Zt-yzwXmmuPy_FCcbGhK_eqzn4sfVx--Xn_Prb5--XK6vc1s2aszrBqoNNaS52TSNQkWsoUFpuQYqsYPO6rpqSw1lq-eJJqK6VrbFrgdquvJcvD3mhjQ6k6wb2W5t8J7taKRUqGWFM_XuSB1iuJ04jWbvkuVhIM9hSgZV26KqpKxnVB5RG0NKkTfmEN2e4r1BMIt_szOLf7P4N4Bm9j8vvXnMn7o99_9X_gmfgfdHgGcXd47jcip7y72Ly6V9cE_l_wGnnpXp</recordid><startdate>20140131</startdate><enddate>20140131</enddate><creator>Verebová, Valéria</creator><creator>Adamcik, Jozef</creator><creator>Danko, Patrik</creator><creator>Podhradský, Dušan</creator><creator>Miškovský, Pavol</creator><creator>Staničová, Jana</creator><general>Elsevier Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>OTOTI</scope></search><sort><creationdate>20140131</creationdate><title>Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA and lengthen linear DNA</title><author>Verebová, Valéria ; Adamcik, Jozef ; Danko, Patrik ; Podhradský, Dušan ; Miškovský, Pavol ; Staničová, Jana</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c384t-7805fa8a6e8f88414ae60812ce70a31b0bc67593603966086aaa774c91bd0a8b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>60 APPLIED LIFE SCIENCES</topic><topic>Anthraquinones - pharmacology</topic><topic>ATOMIC FORCE MICROSCOPY</topic><topic>BORATES</topic><topic>BROMIDES</topic><topic>CLATHRATES</topic><topic>Danthron</topic><topic>Denaturing Gradient Gel Electrophoresis</topic><topic>DMSO</topic><topic>DNA</topic><topic>DNA - chemistry</topic><topic>DNA - drug effects</topic><topic>DNA lengthening</topic><topic>DNA, B-Form - chemistry</topic><topic>DNA, B-Form - drug effects</topic><topic>DNA, Superhelical - chemistry</topic><topic>DNA, Superhelical - drug effects</topic><topic>DRUGS</topic><topic>EDTA</topic><topic>ELECTROPHORESIS</topic><topic>FLUORESCENCE</topic><topic>GELS</topic><topic>Intercalating Agents - pharmacology</topic><topic>Intercalation</topic><topic>Microscopy, Atomic Force</topic><topic>MOLECULES</topic><topic>Negatively supercoiled DNA</topic><topic>Nucleic Acid Conformation - drug effects</topic><topic>Plasmids - chemistry</topic><topic>Plasmids - drug effects</topic><topic>QUINIZARIN</topic><topic>Spectrometry, Fluorescence</topic><topic>SPECTROPHOTOMETRY</topic><topic>TEMPERATURE GRADIENTS</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Verebová, Valéria</creatorcontrib><creatorcontrib>Adamcik, Jozef</creatorcontrib><creatorcontrib>Danko, Patrik</creatorcontrib><creatorcontrib>Podhradský, Dušan</creatorcontrib><creatorcontrib>Miškovský, Pavol</creatorcontrib><creatorcontrib>Staničová, Jana</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>OSTI.GOV</collection><jtitle>Biochemical and biophysical research communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Verebová, Valéria</au><au>Adamcik, Jozef</au><au>Danko, Patrik</au><au>Podhradský, Dušan</au><au>Miškovský, Pavol</au><au>Staničová, Jana</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA and lengthen linear DNA</atitle><jtitle>Biochemical and biophysical research communications</jtitle><addtitle>Biochem Biophys Res Commun</addtitle><date>2014-01-31</date><risdate>2014</risdate><volume>444</volume><issue>1</issue><spage>50</spage><epage>55</epage><pages>50-55</pages><issn>0006-291X</issn><eissn>1090-2104</eissn><abstract>•Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA.•Anthraquinones quinizarin and danthron lengthen linear DNA.•Anthraquinones quinizarin and danthron possess middle binding affinity to DNA.•Anthraquinones quinizarin and danthron interact with DNA by intercalating mode.
The intercalating drugs possess a planar aromatic chromophore unit by which they insert between DNA bases causing the distortion of classical B-DNA form. The planar tricyclic structure of anthraquinones belongs to the group of chromophore units and enables anthraquinones to bind to DNA by intercalating mode. The interactions of simple derivatives of anthraquinone, quinizarin (1,4-dihydroxyanthraquinone) and danthron (1,8-dihydroxyanthraquinone), with negatively supercoiled and linear DNA were investigated using a combination of the electrophoretic methods, fluorescence spectrophotometry and single molecule technique an atomic force microscopy. The detection of the topological change of negatively supercoiled plasmid DNA, unwinding of negatively supercoiled DNA, corresponding to appearance of DNA topoisomers with the low superhelicity and an increase of the contour length of linear DNA in the presence of quinizarin and danthron indicate the binding of both anthraquinones to DNA by intercalating mode.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>24434150</pmid><doi>10.1016/j.bbrc.2014.01.007</doi><tpages>6</tpages></addata></record> |
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| subjects | 60 APPLIED LIFE SCIENCES Anthraquinones - pharmacology ATOMIC FORCE MICROSCOPY BORATES BROMIDES CLATHRATES Danthron Denaturing Gradient Gel Electrophoresis DMSO DNA DNA - chemistry DNA - drug effects DNA lengthening DNA, B-Form - chemistry DNA, B-Form - drug effects DNA, Superhelical - chemistry DNA, Superhelical - drug effects DRUGS EDTA ELECTROPHORESIS FLUORESCENCE GELS Intercalating Agents - pharmacology Intercalation Microscopy, Atomic Force MOLECULES Negatively supercoiled DNA Nucleic Acid Conformation - drug effects Plasmids - chemistry Plasmids - drug effects QUINIZARIN Spectrometry, Fluorescence SPECTROPHOTOMETRY TEMPERATURE GRADIENTS |
| title | Anthraquinones quinizarin and danthron unwind negatively supercoiled DNA and lengthen linear DNA |
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