Synthesis, Crystal Structure, DNA‐binding Properties and Antioxidant Activity of a Copper(II) Complex with Naphthalimide Schiff Base
The Schiff N‐allylamine‐4‐(ethylenediamine‐5‐methylsalicylidene)‐1,8‐naphthalimide (H2L) and its copper(II) complex, [Cu(HL)2]·0.5DMF, were synthesized and characterized. The crystal structure of the CuII complex reveals a slightly distorted square‐planar arrangement provided by two N and O donors f...
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Veröffentlicht in: | Zeitschrift für anorganische und allgemeine Chemie (1950) 2017-10, Vol.643 (18), p.1182-1190 |
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creator | Chen, Ying Mao, Shanshan Shi, Xinkui Shen, Kesheng Wu, Huilu |
description | The Schiff N‐allylamine‐4‐(ethylenediamine‐5‐methylsalicylidene)‐1,8‐naphthalimide (H2L) and its copper(II) complex, [Cu(HL)2]·0.5DMF, were synthesized and characterized. The crystal structure of the CuII complex reveals a slightly distorted square‐planar arrangement provided by two N and O donors from two deprotonated ligands. In addition, the DNA‐binding properties of the ligand and CuII complex were investigated by fluorescence spectra, electronic absorption, and viscosity measurements. The experimental studies of the DNA‐binding properties indicated that the ligand and CuII complex reacted with DNA via intercalation binding mode, and binding affinity for DNA takes the order: ligand > CuII complex. The antioxidant assay in vitro suggested that both exhibited potential intensely antioxidant properties, and the ligand is more effective than its CuII complex. |
doi_str_mv | 10.1002/zaac.201700207 |
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The crystal structure of the CuII complex reveals a slightly distorted square‐planar arrangement provided by two N and O donors from two deprotonated ligands. In addition, the DNA‐binding properties of the ligand and CuII complex were investigated by fluorescence spectra, electronic absorption, and viscosity measurements. The experimental studies of the DNA‐binding properties indicated that the ligand and CuII complex reacted with DNA via intercalation binding mode, and binding affinity for DNA takes the order: ligand > CuII complex. The antioxidant assay in vitro suggested that both exhibited potential intensely antioxidant properties, and the ligand is more effective than its CuII complex.</description><identifier>ISSN: 0044-2313</identifier><identifier>EISSN: 1521-3749</identifier><identifier>DOI: 10.1002/zaac.201700207</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Antioxidant activity ; Antioxidants ; Binding ; Coordination compounds ; Copper ; Copper compounds ; Crystal structure ; Deoxyribonucleic acid ; DNA ; DNA‐binding property ; Donors (electronic) ; Ethylenediamine ; Fluorescence ; Imines ; Ligands ; Naphthalimide Schiff base ; Properties (attributes)</subject><ispartof>Zeitschrift für anorganische und allgemeine Chemie (1950), 2017-10, Vol.643 (18), p.1182-1190</ispartof><rights>2017 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3177-d34cc13f53881dbfe05421d2fee37baf5a2e3bfc8c7a136812ecba828c7655873</citedby><cites>FETCH-LOGICAL-c3177-d34cc13f53881dbfe05421d2fee37baf5a2e3bfc8c7a136812ecba828c7655873</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fzaac.201700207$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fzaac.201700207$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids></links><search><creatorcontrib>Chen, Ying</creatorcontrib><creatorcontrib>Mao, Shanshan</creatorcontrib><creatorcontrib>Shi, Xinkui</creatorcontrib><creatorcontrib>Shen, Kesheng</creatorcontrib><creatorcontrib>Wu, Huilu</creatorcontrib><title>Synthesis, Crystal Structure, DNA‐binding Properties and Antioxidant Activity of a Copper(II) Complex with Naphthalimide Schiff Base</title><title>Zeitschrift für anorganische und allgemeine Chemie (1950)</title><description>The Schiff N‐allylamine‐4‐(ethylenediamine‐5‐methylsalicylidene)‐1,8‐naphthalimide (H2L) and its copper(II) complex, [Cu(HL)2]·0.5DMF, were synthesized and characterized. The crystal structure of the CuII complex reveals a slightly distorted square‐planar arrangement provided by two N and O donors from two deprotonated ligands. In addition, the DNA‐binding properties of the ligand and CuII complex were investigated by fluorescence spectra, electronic absorption, and viscosity measurements. The experimental studies of the DNA‐binding properties indicated that the ligand and CuII complex reacted with DNA via intercalation binding mode, and binding affinity for DNA takes the order: ligand > CuII complex. The antioxidant assay in vitro suggested that both exhibited potential intensely antioxidant properties, and the ligand is more effective than its CuII complex.</description><subject>Antioxidant activity</subject><subject>Antioxidants</subject><subject>Binding</subject><subject>Coordination compounds</subject><subject>Copper</subject><subject>Copper compounds</subject><subject>Crystal structure</subject><subject>Deoxyribonucleic acid</subject><subject>DNA</subject><subject>DNA‐binding property</subject><subject>Donors (electronic)</subject><subject>Ethylenediamine</subject><subject>Fluorescence</subject><subject>Imines</subject><subject>Ligands</subject><subject>Naphthalimide Schiff base</subject><subject>Properties (attributes)</subject><issn>0044-2313</issn><issn>1521-3749</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkD1PwzAURS0EEqWwMltiAakp_kjqdAzhq1JVkAoLS-Q4NnGVJsF2aMPExMxv5JeQqghGpveudO570gHgGKMhRoicv3EuhgRh1gXEdkAPBwR7lPnjXdBDyPc9QjHdBwfWLhBCGAVBD3zM29Ll0mo7gLFpreMFnDvTCNcYOYCXs-jr_TPVZabLZ3hvqloap6WFvMxgVDpdrXXGSwcj4fSrdi2sFOQwruoOPJ1Mzrp1WRdyDVfa5XDG69zlvNBLnUk4F7lWCl5wKw_BnuKFlUc_sw8er68e4ltvencziaOpJyhmzMuoLwSmKqBhiLNUSRT4BGdESUlZylXAiaSpEqFgHNNRiIkUKQ9Jl0dBEDLaByfbu7WpXhppXbKoGlN2LxM89kc4DMcMddRwSwlTWWukSmqjl9y0CUbJxnWycZ38uu4K421hpQvZ_kMnT1EU_3W_AW5rhSE</recordid><startdate>20171004</startdate><enddate>20171004</enddate><creator>Chen, Ying</creator><creator>Mao, Shanshan</creator><creator>Shi, Xinkui</creator><creator>Shen, Kesheng</creator><creator>Wu, Huilu</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20171004</creationdate><title>Synthesis, Crystal Structure, DNA‐binding Properties and Antioxidant Activity of a Copper(II) Complex with Naphthalimide Schiff Base</title><author>Chen, Ying ; Mao, Shanshan ; Shi, Xinkui ; Shen, Kesheng ; Wu, Huilu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3177-d34cc13f53881dbfe05421d2fee37baf5a2e3bfc8c7a136812ecba828c7655873</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Antioxidant activity</topic><topic>Antioxidants</topic><topic>Binding</topic><topic>Coordination compounds</topic><topic>Copper</topic><topic>Copper compounds</topic><topic>Crystal structure</topic><topic>Deoxyribonucleic acid</topic><topic>DNA</topic><topic>DNA‐binding property</topic><topic>Donors (electronic)</topic><topic>Ethylenediamine</topic><topic>Fluorescence</topic><topic>Imines</topic><topic>Ligands</topic><topic>Naphthalimide Schiff base</topic><topic>Properties (attributes)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Ying</creatorcontrib><creatorcontrib>Mao, Shanshan</creatorcontrib><creatorcontrib>Shi, Xinkui</creatorcontrib><creatorcontrib>Shen, Kesheng</creatorcontrib><creatorcontrib>Wu, Huilu</creatorcontrib><collection>CrossRef</collection><jtitle>Zeitschrift für anorganische und allgemeine Chemie (1950)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Ying</au><au>Mao, Shanshan</au><au>Shi, Xinkui</au><au>Shen, Kesheng</au><au>Wu, Huilu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, Crystal Structure, DNA‐binding Properties and Antioxidant Activity of a Copper(II) Complex with Naphthalimide Schiff Base</atitle><jtitle>Zeitschrift für anorganische und allgemeine Chemie (1950)</jtitle><date>2017-10-04</date><risdate>2017</risdate><volume>643</volume><issue>18</issue><spage>1182</spage><epage>1190</epage><pages>1182-1190</pages><issn>0044-2313</issn><eissn>1521-3749</eissn><abstract>The Schiff N‐allylamine‐4‐(ethylenediamine‐5‐methylsalicylidene)‐1,8‐naphthalimide (H2L) and its copper(II) complex, [Cu(HL)2]·0.5DMF, were synthesized and characterized. The crystal structure of the CuII complex reveals a slightly distorted square‐planar arrangement provided by two N and O donors from two deprotonated ligands. In addition, the DNA‐binding properties of the ligand and CuII complex were investigated by fluorescence spectra, electronic absorption, and viscosity measurements. The experimental studies of the DNA‐binding properties indicated that the ligand and CuII complex reacted with DNA via intercalation binding mode, and binding affinity for DNA takes the order: ligand > CuII complex. The antioxidant assay in vitro suggested that both exhibited potential intensely antioxidant properties, and the ligand is more effective than its CuII complex.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/zaac.201700207</doi><tpages>9</tpages></addata></record> |
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subjects | Antioxidant activity Antioxidants Binding Coordination compounds Copper Copper compounds Crystal structure Deoxyribonucleic acid DNA DNA‐binding property Donors (electronic) Ethylenediamine Fluorescence Imines Ligands Naphthalimide Schiff base Properties (attributes) |
title | Synthesis, Crystal Structure, DNA‐binding Properties and Antioxidant Activity of a Copper(II) Complex with Naphthalimide Schiff Base |
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