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Interaction of antioxidant flavonoids with calf thymus DNA analyzed by spectroscopic and electrochemical methods
Mechanism of interaction of bioactive flavonoids, hesperitin (HES) and naringenin (NAR) with calf thymus deoxyribonucleic acid (DNA) was studied employing UV absorption, fluorescence, circular dichroism, melting temperature, fluorescence anisotropy and differential pulse voltammetric methods. The ob...
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Published in: | Journal of pharmaceutical and biomedical analysis 2012-04, Vol.63, p.40-46 |
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creator | Hegde, Ashwini H. Prashanth, S.N. Seetharamappa, J. |
description | Mechanism of interaction of bioactive flavonoids, hesperitin (HES) and naringenin (NAR) with calf thymus deoxyribonucleic acid (DNA) was studied employing UV absorption, fluorescence, circular dichroism, melting temperature, fluorescence anisotropy and differential pulse voltammetric methods. The observed fluorescence quenching of DNA-ethidium bromide system by the flavonoid indicated the intercalative mode of binding between the flavonoid and DNA. Stern–Volmer plots have revealed the presence of static quenching mechanism. Binding and thermodynamic characteristics of interaction were evaluated. Melting temperature of DNA was found to be increased up to 5°C in the presence of the flavonoid indicating the stabilization of DNA double helix upon binding. CD and fluorescence anisotropic results have revealed the conformational changes in DNA upon binding to the flavonoid. The observed positive shift in peak potential and decreased peak current of the flavonoid in the presence of DNA further supported the intercalative mode of binding. |
doi_str_mv | 10.1016/j.jpba.2012.01.034 |
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The observed fluorescence quenching of DNA-ethidium bromide system by the flavonoid indicated the intercalative mode of binding between the flavonoid and DNA. Stern–Volmer plots have revealed the presence of static quenching mechanism. Binding and thermodynamic characteristics of interaction were evaluated. Melting temperature of DNA was found to be increased up to 5°C in the presence of the flavonoid indicating the stabilization of DNA double helix upon binding. CD and fluorescence anisotropic results have revealed the conformational changes in DNA upon binding to the flavonoid. The observed positive shift in peak potential and decreased peak current of the flavonoid in the presence of DNA further supported the intercalative mode of binding.</description><identifier>ISSN: 0731-7085</identifier><identifier>EISSN: 1873-264X</identifier><identifier>DOI: 10.1016/j.jpba.2012.01.034</identifier><identifier>PMID: 22349882</identifier><identifier>CODEN: JPBADA</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>absorption ; Analysis ; Analytical, structural and metabolic biochemistry ; Anisotropy ; Antioxidants ; Antioxidants - chemistry ; bioactive properties ; Biological and medical sciences ; bromides ; C.D ; Calf thymus ; calves ; Circular Dichroism ; DNA ; DNA - chemistry ; DNA double helix ; Electrochemical Techniques ; electrochemistry ; Ethidium - analogs & derivatives ; Ethidium - chemistry ; Flavanones - chemistry ; Flavonoid ; Flavonoids ; Fluorescence ; Fluorescence Polarization ; Fundamental and applied biological sciences. Psychology ; General pharmacology ; Hesperidin ; Intercalating Agents - chemistry ; Intercalation ; Medical sciences ; Melting ; melting point ; Molecular Structure ; Naringenin ; Nucleic Acid Conformation ; Pharmacology. Drug treatments ; Spectrometry, Fluorescence ; Spectrophotometry, Ultraviolet ; Spectroscopic methods ; spectroscopy ; Spectrum Analysis ; Temperature effects ; Thermodynamics ; Transition Temperature</subject><ispartof>Journal of pharmaceutical and biomedical analysis, 2012-04, Vol.63, p.40-46</ispartof><rights>2012 Elsevier B.V.</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2012 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c442t-7a639bc775582c820813b5727406f39a79aa43d6d0509d2f37848132ec199cb23</citedby><cites>FETCH-LOGICAL-c442t-7a639bc775582c820813b5727406f39a79aa43d6d0509d2f37848132ec199cb23</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=25773042$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22349882$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hegde, Ashwini H.</creatorcontrib><creatorcontrib>Prashanth, S.N.</creatorcontrib><creatorcontrib>Seetharamappa, J.</creatorcontrib><title>Interaction of antioxidant flavonoids with calf thymus DNA analyzed by spectroscopic and electrochemical methods</title><title>Journal of pharmaceutical and biomedical analysis</title><addtitle>J Pharm Biomed Anal</addtitle><description>Mechanism of interaction of bioactive flavonoids, hesperitin (HES) and naringenin (NAR) with calf thymus deoxyribonucleic acid (DNA) was studied employing UV absorption, fluorescence, circular dichroism, melting temperature, fluorescence anisotropy and differential pulse voltammetric methods. The observed fluorescence quenching of DNA-ethidium bromide system by the flavonoid indicated the intercalative mode of binding between the flavonoid and DNA. Stern–Volmer plots have revealed the presence of static quenching mechanism. Binding and thermodynamic characteristics of interaction were evaluated. Melting temperature of DNA was found to be increased up to 5°C in the presence of the flavonoid indicating the stabilization of DNA double helix upon binding. CD and fluorescence anisotropic results have revealed the conformational changes in DNA upon binding to the flavonoid. The observed positive shift in peak potential and decreased peak current of the flavonoid in the presence of DNA further supported the intercalative mode of binding.</description><subject>absorption</subject><subject>Analysis</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>Anisotropy</subject><subject>Antioxidants</subject><subject>Antioxidants - chemistry</subject><subject>bioactive properties</subject><subject>Biological and medical sciences</subject><subject>bromides</subject><subject>C.D</subject><subject>Calf thymus</subject><subject>calves</subject><subject>Circular Dichroism</subject><subject>DNA</subject><subject>DNA - chemistry</subject><subject>DNA double helix</subject><subject>Electrochemical Techniques</subject><subject>electrochemistry</subject><subject>Ethidium - analogs & derivatives</subject><subject>Ethidium - chemistry</subject><subject>Flavanones - chemistry</subject><subject>Flavonoid</subject><subject>Flavonoids</subject><subject>Fluorescence</subject><subject>Fluorescence Polarization</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General pharmacology</subject><subject>Hesperidin</subject><subject>Intercalating Agents - chemistry</subject><subject>Intercalation</subject><subject>Medical sciences</subject><subject>Melting</subject><subject>melting point</subject><subject>Molecular Structure</subject><subject>Naringenin</subject><subject>Nucleic Acid Conformation</subject><subject>Pharmacology. Drug treatments</subject><subject>Spectrometry, Fluorescence</subject><subject>Spectrophotometry, Ultraviolet</subject><subject>Spectroscopic methods</subject><subject>spectroscopy</subject><subject>Spectrum Analysis</subject><subject>Temperature effects</subject><subject>Thermodynamics</subject><subject>Transition Temperature</subject><issn>0731-7085</issn><issn>1873-264X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNp90U1vFCEYB3BiNHZb_QIelIupl1kfXmaAxEtT35o0etAm3ggDjMtmZpjCbHX99DLuqreeIPB7eIA_Qs8IrAmQ5vV2vZ1as6ZA6BrIGhh_gFZEClbRhn97iFYgGKkEyPoEnea8BYCaKP4YnVDKuJKSrtB0Nc4-GTuHOOLYYTOW2c_gyoi73tzFMQaX8Y8wb7A1fYfnzX7YZfz200Wxpt__8g63e5wnb-cUs41TsGXHYd__WbEbP4RSiQc_b6LLT9CjzvTZPz2OZ-jm_buvlx-r688fri4vrivLOZ0rYRqmWitEXUtqJQVJWFsLKjg0HVNGKGM4c42DGpSjHROSF0K9JUrZlrIzdH44d0rxdufzrIeQre97M_q4y1pRIRnljSzy1b2SAEjJgCpeKD1QW56ak-_0lMJg0r4gvWSit3rJRC-ZaCC6ZFKKnh_P37WDd_9K_oZQwMsjMHn542RGG_J_VwvBgC_uxcF1JmrzPRVz86V0qqF0AyVYEW8OwpefvQs-6WyDH613IZU0tIvhvpv-BkbMs2Q</recordid><startdate>20120407</startdate><enddate>20120407</enddate><creator>Hegde, Ashwini H.</creator><creator>Prashanth, S.N.</creator><creator>Seetharamappa, J.</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>FBQ</scope><scope>IQODW</scope><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>7TM</scope><scope>7X8</scope></search><sort><creationdate>20120407</creationdate><title>Interaction of antioxidant flavonoids with calf thymus DNA analyzed by spectroscopic and electrochemical methods</title><author>Hegde, Ashwini H. ; Prashanth, S.N. ; Seetharamappa, J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c442t-7a639bc775582c820813b5727406f39a79aa43d6d0509d2f37848132ec199cb23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>absorption</topic><topic>Analysis</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>Anisotropy</topic><topic>Antioxidants</topic><topic>Antioxidants - chemistry</topic><topic>bioactive properties</topic><topic>Biological and medical sciences</topic><topic>bromides</topic><topic>C.D</topic><topic>Calf thymus</topic><topic>calves</topic><topic>Circular Dichroism</topic><topic>DNA</topic><topic>DNA - chemistry</topic><topic>DNA double helix</topic><topic>Electrochemical Techniques</topic><topic>electrochemistry</topic><topic>Ethidium - analogs & derivatives</topic><topic>Ethidium - chemistry</topic><topic>Flavanones - chemistry</topic><topic>Flavonoid</topic><topic>Flavonoids</topic><topic>Fluorescence</topic><topic>Fluorescence Polarization</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General pharmacology</topic><topic>Hesperidin</topic><topic>Intercalating Agents - chemistry</topic><topic>Intercalation</topic><topic>Medical sciences</topic><topic>Melting</topic><topic>melting point</topic><topic>Molecular Structure</topic><topic>Naringenin</topic><topic>Nucleic Acid Conformation</topic><topic>Pharmacology. Drug treatments</topic><topic>Spectrometry, Fluorescence</topic><topic>Spectrophotometry, Ultraviolet</topic><topic>Spectroscopic methods</topic><topic>spectroscopy</topic><topic>Spectrum Analysis</topic><topic>Temperature effects</topic><topic>Thermodynamics</topic><topic>Transition Temperature</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hegde, Ashwini H.</creatorcontrib><creatorcontrib>Prashanth, S.N.</creatorcontrib><creatorcontrib>Seetharamappa, J.</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of pharmaceutical and biomedical analysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hegde, Ashwini H.</au><au>Prashanth, S.N.</au><au>Seetharamappa, J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Interaction of antioxidant flavonoids with calf thymus DNA analyzed by spectroscopic and electrochemical methods</atitle><jtitle>Journal of pharmaceutical and biomedical analysis</jtitle><addtitle>J Pharm Biomed Anal</addtitle><date>2012-04-07</date><risdate>2012</risdate><volume>63</volume><spage>40</spage><epage>46</epage><pages>40-46</pages><issn>0731-7085</issn><eissn>1873-264X</eissn><coden>JPBADA</coden><abstract>Mechanism of interaction of bioactive flavonoids, hesperitin (HES) and naringenin (NAR) with calf thymus deoxyribonucleic acid (DNA) was studied employing UV absorption, fluorescence, circular dichroism, melting temperature, fluorescence anisotropy and differential pulse voltammetric methods. The observed fluorescence quenching of DNA-ethidium bromide system by the flavonoid indicated the intercalative mode of binding between the flavonoid and DNA. Stern–Volmer plots have revealed the presence of static quenching mechanism. Binding and thermodynamic characteristics of interaction were evaluated. Melting temperature of DNA was found to be increased up to 5°C in the presence of the flavonoid indicating the stabilization of DNA double helix upon binding. CD and fluorescence anisotropic results have revealed the conformational changes in DNA upon binding to the flavonoid. The observed positive shift in peak potential and decreased peak current of the flavonoid in the presence of DNA further supported the intercalative mode of binding.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>22349882</pmid><doi>10.1016/j.jpba.2012.01.034</doi><tpages>7</tpages></addata></record> |
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subjects | absorption Analysis Analytical, structural and metabolic biochemistry Anisotropy Antioxidants Antioxidants - chemistry bioactive properties Biological and medical sciences bromides C.D Calf thymus calves Circular Dichroism DNA DNA - chemistry DNA double helix Electrochemical Techniques electrochemistry Ethidium - analogs & derivatives Ethidium - chemistry Flavanones - chemistry Flavonoid Flavonoids Fluorescence Fluorescence Polarization Fundamental and applied biological sciences. Psychology General pharmacology Hesperidin Intercalating Agents - chemistry Intercalation Medical sciences Melting melting point Molecular Structure Naringenin Nucleic Acid Conformation Pharmacology. Drug treatments Spectrometry, Fluorescence Spectrophotometry, Ultraviolet Spectroscopic methods spectroscopy Spectrum Analysis Temperature effects Thermodynamics Transition Temperature |
title | Interaction of antioxidant flavonoids with calf thymus DNA analyzed by spectroscopic and electrochemical methods |
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