Water-soluble Manganese and Iron Mesotetrakis(carboxyl)porphyrin: DNA Binding, Oxidative Cleavage, and Cytotoxic Activities
Two new water-soluble metal carboxyl porphyrins, manganese (III) -tetrakis (carboxyl) porphyrin and iron (III) -tetrakis (carboxyl) porphyrin, were synthesized and characterized. Their interactions with ct-DNA were investigated by UV-Vis titration, fluorescence spectra, viscosity measurement and CD...
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| Veröffentlicht in: | Molecules (Basel, Switzerland) Switzerland), 2017-06, Vol.22 (7), p.1084 |
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| creator | Shi, Lei Jiang, Yi-Yu Jiang, Tao Yin, Wei Yang, Jian-Ping Cao, Man-Li Fang, Yu-Qi Liu, Hai-Yang |
| description | Two new water-soluble metal carboxyl porphyrins, manganese (III)
-tetrakis (carboxyl) porphyrin and iron (III)
-tetrakis (carboxyl) porphyrin, were synthesized and characterized. Their interactions with ct-DNA were investigated by UV-Vis titration, fluorescence spectra, viscosity measurement and CD spectra. The results showed they can strongly bind to ct-DNA via outside binding mode. Electrophoresis experiments revealed that both complexes can cleave pBR322 DNA efficiently in the presence of hydrogen peroxide, albeit
exhibited a little higher efficiency. The inhibitor tests suggest the oxidative DNA cleavage by these two complexes may involve hydroxyl radical active intermediates. Notably,
exhibited considerable photocytotoxicity against Hep G2 cell via triggering a significant generation of ROS and causing disruption of MMP after irradiation. |
| doi_str_mv | 10.3390/molecules22071084 |
| format | Article |
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-tetrakis (carboxyl) porphyrin and iron (III)
-tetrakis (carboxyl) porphyrin, were synthesized and characterized. Their interactions with ct-DNA were investigated by UV-Vis titration, fluorescence spectra, viscosity measurement and CD spectra. The results showed they can strongly bind to ct-DNA via outside binding mode. Electrophoresis experiments revealed that both complexes can cleave pBR322 DNA efficiently in the presence of hydrogen peroxide, albeit
exhibited a little higher efficiency. The inhibitor tests suggest the oxidative DNA cleavage by these two complexes may involve hydroxyl radical active intermediates. Notably,
exhibited considerable photocytotoxicity against Hep G2 cell via triggering a significant generation of ROS and causing disruption of MMP after irradiation.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules22071084</identifier><identifier>PMID: 28661455</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Apoptosis - drug effects ; Binding ; Cadmium ; Cell Line, Tumor ; Cleavage ; Cytotoxicity ; Deoxyribonucleic acid ; Disruption ; DNA ; DNA - chemistry ; DNA - metabolism ; DNA-Binding Proteins - chemistry ; DNA-Binding Proteins - metabolism ; DNA-Binding Proteins - pharmacology ; Electrophoresis ; Fluorescence ; Humans ; Hydrogen peroxide ; Hydroxyl radicals ; Intermediates ; Iron ; Iron - chemistry ; Irradiation ; Manganese ; Manganese - chemistry ; Metalloporphyrins - chemistry ; Metalloporphyrins - metabolism ; Metalloporphyrins - pharmacology ; Oxidation-Reduction - drug effects ; Oxidative Stress ; Porphyrins ; Protein Binding ; Proteolysis ; Reactive Oxygen Species ; Solubility ; Spectrum Analysis ; Titration ; Viscosity ; Viscosity measurement ; Water - chemistry</subject><ispartof>Molecules (Basel, Switzerland), 2017-06, Vol.22 (7), p.1084</ispartof><rights>2017. This work is licensed under https://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2017 by the authors. 2017</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c427t-bd8380f71992a181549badf5a5c7b3ec89cd3e20c879753a7260b960dee3f0043</citedby><cites>FETCH-LOGICAL-c427t-bd8380f71992a181549badf5a5c7b3ec89cd3e20c879753a7260b960dee3f0043</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152243/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152243/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,864,885,27924,27925,53791,53793</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28661455$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Shi, Lei</creatorcontrib><creatorcontrib>Jiang, Yi-Yu</creatorcontrib><creatorcontrib>Jiang, Tao</creatorcontrib><creatorcontrib>Yin, Wei</creatorcontrib><creatorcontrib>Yang, Jian-Ping</creatorcontrib><creatorcontrib>Cao, Man-Li</creatorcontrib><creatorcontrib>Fang, Yu-Qi</creatorcontrib><creatorcontrib>Liu, Hai-Yang</creatorcontrib><title>Water-soluble Manganese and Iron Mesotetrakis(carboxyl)porphyrin: DNA Binding, Oxidative Cleavage, and Cytotoxic Activities</title><title>Molecules (Basel, Switzerland)</title><addtitle>Molecules</addtitle><description>Two new water-soluble metal carboxyl porphyrins, manganese (III)
-tetrakis (carboxyl) porphyrin and iron (III)
-tetrakis (carboxyl) porphyrin, were synthesized and characterized. Their interactions with ct-DNA were investigated by UV-Vis titration, fluorescence spectra, viscosity measurement and CD spectra. The results showed they can strongly bind to ct-DNA via outside binding mode. Electrophoresis experiments revealed that both complexes can cleave pBR322 DNA efficiently in the presence of hydrogen peroxide, albeit
exhibited a little higher efficiency. The inhibitor tests suggest the oxidative DNA cleavage by these two complexes may involve hydroxyl radical active intermediates. Notably,
exhibited considerable photocytotoxicity against Hep G2 cell via triggering a significant generation of ROS and causing disruption of MMP after irradiation.</description><subject>Apoptosis - drug effects</subject><subject>Binding</subject><subject>Cadmium</subject><subject>Cell Line, Tumor</subject><subject>Cleavage</subject><subject>Cytotoxicity</subject><subject>Deoxyribonucleic acid</subject><subject>Disruption</subject><subject>DNA</subject><subject>DNA - chemistry</subject><subject>DNA - metabolism</subject><subject>DNA-Binding Proteins - chemistry</subject><subject>DNA-Binding Proteins - metabolism</subject><subject>DNA-Binding Proteins - pharmacology</subject><subject>Electrophoresis</subject><subject>Fluorescence</subject><subject>Humans</subject><subject>Hydrogen peroxide</subject><subject>Hydroxyl radicals</subject><subject>Intermediates</subject><subject>Iron</subject><subject>Iron - chemistry</subject><subject>Irradiation</subject><subject>Manganese</subject><subject>Manganese - chemistry</subject><subject>Metalloporphyrins - chemistry</subject><subject>Metalloporphyrins - metabolism</subject><subject>Metalloporphyrins - pharmacology</subject><subject>Oxidation-Reduction - drug effects</subject><subject>Oxidative Stress</subject><subject>Porphyrins</subject><subject>Protein Binding</subject><subject>Proteolysis</subject><subject>Reactive Oxygen Species</subject><subject>Solubility</subject><subject>Spectrum Analysis</subject><subject>Titration</subject><subject>Viscosity</subject><subject>Viscosity measurement</subject><subject>Water - chemistry</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><recordid>eNplUctu1DAUjRAVfcAHsEGW2BSpKX7GdhdIwwBtpZZuQCwtx7mZunjswU5GM-rPE2ipCqzulc5D99xTVS8JPmZM47fLFMCNAQqlWBKs-JNqj3CKa4a5fvpo3632S7nBmBJOxLNql6qmIVyIver2mx0g1yWFsQ2ALm1c2AgFkI0dOs8poksoaYAh2---HDqb27TZhjerlFfX2-zjCfrweYbe-9j5uDhCVxvf2cGvAc0D2LVdwNFvq_l2SEPaeIdmboL94KE8r3Z6Gwq8uJ8H1ddPH7_Mz-qLq9Pz-eyidpzKoW47xRTuJdGaWqKI4Lq1XS-scLJl4JR2HQOKnZJaCmYlbXCrG9wBsB5jzg6qd3e-q7FdQucgTmmCWWW_tHlrkvXmbyT6a7NIa9MQQSlnk8HhvUFOP0Yog1n64iCE6VVpLIZowhWXWumJ-vof6k0ac5ziGTo1JAShkk4scsdyOZWSoX84hmDzq1rzX7WT5tXjFA-KP12yn6JLo6s</recordid><startdate>20170629</startdate><enddate>20170629</enddate><creator>Shi, Lei</creator><creator>Jiang, Yi-Yu</creator><creator>Jiang, Tao</creator><creator>Yin, Wei</creator><creator>Yang, Jian-Ping</creator><creator>Cao, Man-Li</creator><creator>Fang, Yu-Qi</creator><creator>Liu, Hai-Yang</creator><general>MDPI AG</general><general>MDPI</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>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20170629</creationdate><title>Water-soluble Manganese and Iron Mesotetrakis(carboxyl)porphyrin: DNA Binding, Oxidative Cleavage, and Cytotoxic Activities</title><author>Shi, Lei ; Jiang, Yi-Yu ; Jiang, Tao ; Yin, Wei ; Yang, Jian-Ping ; Cao, Man-Li ; Fang, Yu-Qi ; Liu, Hai-Yang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c427t-bd8380f71992a181549badf5a5c7b3ec89cd3e20c879753a7260b960dee3f0043</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Apoptosis - drug effects</topic><topic>Binding</topic><topic>Cadmium</topic><topic>Cell Line, Tumor</topic><topic>Cleavage</topic><topic>Cytotoxicity</topic><topic>Deoxyribonucleic acid</topic><topic>Disruption</topic><topic>DNA</topic><topic>DNA - chemistry</topic><topic>DNA - metabolism</topic><topic>DNA-Binding Proteins - chemistry</topic><topic>DNA-Binding Proteins - metabolism</topic><topic>DNA-Binding Proteins - pharmacology</topic><topic>Electrophoresis</topic><topic>Fluorescence</topic><topic>Humans</topic><topic>Hydrogen peroxide</topic><topic>Hydroxyl radicals</topic><topic>Intermediates</topic><topic>Iron</topic><topic>Iron - chemistry</topic><topic>Irradiation</topic><topic>Manganese</topic><topic>Manganese - chemistry</topic><topic>Metalloporphyrins - chemistry</topic><topic>Metalloporphyrins - metabolism</topic><topic>Metalloporphyrins - pharmacology</topic><topic>Oxidation-Reduction - drug effects</topic><topic>Oxidative Stress</topic><topic>Porphyrins</topic><topic>Protein Binding</topic><topic>Proteolysis</topic><topic>Reactive Oxygen Species</topic><topic>Solubility</topic><topic>Spectrum Analysis</topic><topic>Titration</topic><topic>Viscosity</topic><topic>Viscosity measurement</topic><topic>Water - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shi, Lei</creatorcontrib><creatorcontrib>Jiang, Yi-Yu</creatorcontrib><creatorcontrib>Jiang, Tao</creatorcontrib><creatorcontrib>Yin, Wei</creatorcontrib><creatorcontrib>Yang, Jian-Ping</creatorcontrib><creatorcontrib>Cao, Man-Li</creatorcontrib><creatorcontrib>Fang, Yu-Qi</creatorcontrib><creatorcontrib>Liu, Hai-Yang</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Access via ProQuest (Open Access)</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shi, Lei</au><au>Jiang, Yi-Yu</au><au>Jiang, Tao</au><au>Yin, Wei</au><au>Yang, Jian-Ping</au><au>Cao, Man-Li</au><au>Fang, Yu-Qi</au><au>Liu, Hai-Yang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Water-soluble Manganese and Iron Mesotetrakis(carboxyl)porphyrin: DNA Binding, Oxidative Cleavage, and Cytotoxic Activities</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><addtitle>Molecules</addtitle><date>2017-06-29</date><risdate>2017</risdate><volume>22</volume><issue>7</issue><spage>1084</spage><pages>1084-</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>Two new water-soluble metal carboxyl porphyrins, manganese (III)
-tetrakis (carboxyl) porphyrin and iron (III)
-tetrakis (carboxyl) porphyrin, were synthesized and characterized. Their interactions with ct-DNA were investigated by UV-Vis titration, fluorescence spectra, viscosity measurement and CD spectra. The results showed they can strongly bind to ct-DNA via outside binding mode. Electrophoresis experiments revealed that both complexes can cleave pBR322 DNA efficiently in the presence of hydrogen peroxide, albeit
exhibited a little higher efficiency. The inhibitor tests suggest the oxidative DNA cleavage by these two complexes may involve hydroxyl radical active intermediates. Notably,
exhibited considerable photocytotoxicity against Hep G2 cell via triggering a significant generation of ROS and causing disruption of MMP after irradiation.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>28661455</pmid><doi>10.3390/molecules22071084</doi><oa>free_for_read</oa></addata></record> |
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| source | MEDLINE; DOAJ Directory of Open Access Journals; MDPI - Multidisciplinary Digital Publishing Institute; EZB-FREE-00999 freely available EZB journals; PubMed Central; Free Full-Text Journals in Chemistry |
| subjects | Apoptosis - drug effects Binding Cadmium Cell Line, Tumor Cleavage Cytotoxicity Deoxyribonucleic acid Disruption DNA DNA - chemistry DNA - metabolism DNA-Binding Proteins - chemistry DNA-Binding Proteins - metabolism DNA-Binding Proteins - pharmacology Electrophoresis Fluorescence Humans Hydrogen peroxide Hydroxyl radicals Intermediates Iron Iron - chemistry Irradiation Manganese Manganese - chemistry Metalloporphyrins - chemistry Metalloporphyrins - metabolism Metalloporphyrins - pharmacology Oxidation-Reduction - drug effects Oxidative Stress Porphyrins Protein Binding Proteolysis Reactive Oxygen Species Solubility Spectrum Analysis Titration Viscosity Viscosity measurement Water - chemistry |
| title | Water-soluble Manganese and Iron Mesotetrakis(carboxyl)porphyrin: DNA Binding, Oxidative Cleavage, and Cytotoxic Activities |
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