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Cu( ii ) complexes of a tridentate N,N,O-donor Schiff base of pyridoxal: synthesis, X-ray structures, DNA-binding properties and catecholase activity
Two new Cu( ii ) complexes [Cu(L 1 )(N 3 )] ( 1 ) and [Cu(L 1 )(NCS)] n ( 2 ), where HL 1 (( E )-4-((2(dimethylamino)ethylimino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol) is an N,N,O-donor Schiff base ligand, have been synthesized. These complexes were characterized on the basis of their spectr...
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Published in: | New journal of chemistry 2018, Vol.42 (12), p.9588-9597 |
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container_issue | 12 |
container_start_page | 9588 |
container_title | New journal of chemistry |
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creator | Mondal, Satyajit Chakraborty, Moumita Mondal, Antu Pakhira, Bholanath Blake, Alexander J. Sinn, Ekkehard Chattopadhyay, Shyamal Kumar |
description | Two new Cu(
ii
) complexes [Cu(L
1
)(N
3
)] (
1
) and [Cu(L
1
)(NCS)]
n
(
2
), where HL
1
((
E
)-4-((2(dimethylamino)ethylimino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol) is an N,N,O-donor Schiff base ligand, have been synthesized. These complexes were characterized on the basis of their spectroscopic, electrochemical, and other physicochemical properties. X-ray crystal structure determination reveals that in complex
1
, Cu(
ii
) is in a square planar geometry with the N,N,O-donor ligand and a terminally coordinated azide ion. In complex
2
, however, Cu(
ii
) has a square pyramidal geometry, and apart from the tridentate Schiff base ligand there is a thiocyanate ion, which acts in a μ
1,3
-bridging mode, connecting the adjacent Cu(
ii
) atoms in an axial–equatorial fashion forming a one dimensional chain. Cyclic voltammetry shows that the complexes undergo Cu(
ii
)/Cu(
i
) reductions at −0.40 to −0.55 V followed by imine reduction at around −0.7 V. Cu(
i
)/Cu(0) reduction is observed at approximately −0.9 V. Complex
1
also shows appreciable catalytic activity for the aerial oxidation of 3,5 DTBCH
2
to DTBQ (catecholase activity). Both the complexes also show strong binding affinity towards calf-thymus DNA. |
doi_str_mv | 10.1039/C8NJ00418H |
format | article |
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ii
) complexes [Cu(L
1
)(N
3
)] (
1
) and [Cu(L
1
)(NCS)]
n
(
2
), where HL
1
((
E
)-4-((2(dimethylamino)ethylimino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol) is an N,N,O-donor Schiff base ligand, have been synthesized. These complexes were characterized on the basis of their spectroscopic, electrochemical, and other physicochemical properties. X-ray crystal structure determination reveals that in complex
1
, Cu(
ii
) is in a square planar geometry with the N,N,O-donor ligand and a terminally coordinated azide ion. In complex
2
, however, Cu(
ii
) has a square pyramidal geometry, and apart from the tridentate Schiff base ligand there is a thiocyanate ion, which acts in a μ
1,3
-bridging mode, connecting the adjacent Cu(
ii
) atoms in an axial–equatorial fashion forming a one dimensional chain. Cyclic voltammetry shows that the complexes undergo Cu(
ii
)/Cu(
i
) reductions at −0.40 to −0.55 V followed by imine reduction at around −0.7 V. Cu(
i
)/Cu(0) reduction is observed at approximately −0.9 V. Complex
1
also shows appreciable catalytic activity for the aerial oxidation of 3,5 DTBCH
2
to DTBQ (catecholase activity). Both the complexes also show strong binding affinity towards calf-thymus DNA.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/C8NJ00418H</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Binding ; Catalysis ; Catalytic activity ; Crystal structure ; Deoxyribonucleic acid ; DNA ; Imines ; Ligands ; Oxidation ; Reduction</subject><ispartof>New journal of chemistry, 2018, Vol.42 (12), p.9588-9597</ispartof><rights>Copyright Royal Society of Chemistry 2018</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c295t-61c8f3d8ff5ba019614105dd69fff9d471b1ff2c7028994eeb8bcac82d5687c43</citedby><cites>FETCH-LOGICAL-c295t-61c8f3d8ff5ba019614105dd69fff9d471b1ff2c7028994eeb8bcac82d5687c43</cites><orcidid>0000-0002-9726-922X ; 0000-0003-2257-8332</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids></links><search><creatorcontrib>Mondal, Satyajit</creatorcontrib><creatorcontrib>Chakraborty, Moumita</creatorcontrib><creatorcontrib>Mondal, Antu</creatorcontrib><creatorcontrib>Pakhira, Bholanath</creatorcontrib><creatorcontrib>Blake, Alexander J.</creatorcontrib><creatorcontrib>Sinn, Ekkehard</creatorcontrib><creatorcontrib>Chattopadhyay, Shyamal Kumar</creatorcontrib><title>Cu( ii ) complexes of a tridentate N,N,O-donor Schiff base of pyridoxal: synthesis, X-ray structures, DNA-binding properties and catecholase activity</title><title>New journal of chemistry</title><description>Two new Cu(
ii
) complexes [Cu(L
1
)(N
3
)] (
1
) and [Cu(L
1
)(NCS)]
n
(
2
), where HL
1
((
E
)-4-((2(dimethylamino)ethylimino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol) is an N,N,O-donor Schiff base ligand, have been synthesized. These complexes were characterized on the basis of their spectroscopic, electrochemical, and other physicochemical properties. X-ray crystal structure determination reveals that in complex
1
, Cu(
ii
) is in a square planar geometry with the N,N,O-donor ligand and a terminally coordinated azide ion. In complex
2
, however, Cu(
ii
) has a square pyramidal geometry, and apart from the tridentate Schiff base ligand there is a thiocyanate ion, which acts in a μ
1,3
-bridging mode, connecting the adjacent Cu(
ii
) atoms in an axial–equatorial fashion forming a one dimensional chain. Cyclic voltammetry shows that the complexes undergo Cu(
ii
)/Cu(
i
) reductions at −0.40 to −0.55 V followed by imine reduction at around −0.7 V. Cu(
i
)/Cu(0) reduction is observed at approximately −0.9 V. Complex
1
also shows appreciable catalytic activity for the aerial oxidation of 3,5 DTBCH
2
to DTBQ (catecholase activity). Both the complexes also show strong binding affinity towards calf-thymus DNA.</description><subject>Binding</subject><subject>Catalysis</subject><subject>Catalytic activity</subject><subject>Crystal structure</subject><subject>Deoxyribonucleic acid</subject><subject>DNA</subject><subject>Imines</subject><subject>Ligands</subject><subject>Oxidation</subject><subject>Reduction</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpFkMtKAzEUhgdRsFY3PkHAjUqjOXOPuzJeqpTpQgV3QyYXm9JOxiQjnQfxfZ1SwdU5HD7-7_AHwTmQGyARvS3y8oWQGPLZQTCCKKWYhikcDjvEMSZJnB4HJ86tCAHIUhgFP0V3ibRGV4ibTbuWW-mQUYghb7WQjWdeonJSThZYmMZY9MqXWilUMyd3XNsPmNmy9R1yfeOX0mk3QR_Ysh45bzvuOyuHy305xbVuhG4-UWtNK63Xg4k1AvFBwZdmvUtk3Otv7fvT4EixtZNnf3McvD8-vBUzPF88PRfTOeYhTTxOgecqErlSSc0I0BRiIIkQKVVKURFnUINSIc9ImFMaS1nnNWc8D0WS5hmPo3Fwsc8dfvrqpPPVynS2GZRVSJKIZCEADNT1nuLWOGelqlqrN8z2FZBqV3v1X3v0CxGnddg</recordid><startdate>2018</startdate><enddate>2018</enddate><creator>Mondal, Satyajit</creator><creator>Chakraborty, Moumita</creator><creator>Mondal, Antu</creator><creator>Pakhira, Bholanath</creator><creator>Blake, Alexander J.</creator><creator>Sinn, Ekkehard</creator><creator>Chattopadhyay, Shyamal Kumar</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0002-9726-922X</orcidid><orcidid>https://orcid.org/0000-0003-2257-8332</orcidid></search><sort><creationdate>2018</creationdate><title>Cu( ii ) complexes of a tridentate N,N,O-donor Schiff base of pyridoxal: synthesis, X-ray structures, DNA-binding properties and catecholase activity</title><author>Mondal, Satyajit ; Chakraborty, Moumita ; Mondal, Antu ; Pakhira, Bholanath ; Blake, Alexander J. ; Sinn, Ekkehard ; Chattopadhyay, Shyamal Kumar</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c295t-61c8f3d8ff5ba019614105dd69fff9d471b1ff2c7028994eeb8bcac82d5687c43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Binding</topic><topic>Catalysis</topic><topic>Catalytic activity</topic><topic>Crystal structure</topic><topic>Deoxyribonucleic acid</topic><topic>DNA</topic><topic>Imines</topic><topic>Ligands</topic><topic>Oxidation</topic><topic>Reduction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mondal, Satyajit</creatorcontrib><creatorcontrib>Chakraborty, Moumita</creatorcontrib><creatorcontrib>Mondal, Antu</creatorcontrib><creatorcontrib>Pakhira, Bholanath</creatorcontrib><creatorcontrib>Blake, Alexander J.</creatorcontrib><creatorcontrib>Sinn, Ekkehard</creatorcontrib><creatorcontrib>Chattopadhyay, Shyamal Kumar</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mondal, Satyajit</au><au>Chakraborty, Moumita</au><au>Mondal, Antu</au><au>Pakhira, Bholanath</au><au>Blake, Alexander J.</au><au>Sinn, Ekkehard</au><au>Chattopadhyay, Shyamal Kumar</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cu( ii ) complexes of a tridentate N,N,O-donor Schiff base of pyridoxal: synthesis, X-ray structures, DNA-binding properties and catecholase activity</atitle><jtitle>New journal of chemistry</jtitle><date>2018</date><risdate>2018</risdate><volume>42</volume><issue>12</issue><spage>9588</spage><epage>9597</epage><pages>9588-9597</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>Two new Cu(
ii
) complexes [Cu(L
1
)(N
3
)] (
1
) and [Cu(L
1
)(NCS)]
n
(
2
), where HL
1
((
E
)-4-((2(dimethylamino)ethylimino)methyl)-5-(hydroxymethyl)-2-methylpyridin-3-ol) is an N,N,O-donor Schiff base ligand, have been synthesized. These complexes were characterized on the basis of their spectroscopic, electrochemical, and other physicochemical properties. X-ray crystal structure determination reveals that in complex
1
, Cu(
ii
) is in a square planar geometry with the N,N,O-donor ligand and a terminally coordinated azide ion. In complex
2
, however, Cu(
ii
) has a square pyramidal geometry, and apart from the tridentate Schiff base ligand there is a thiocyanate ion, which acts in a μ
1,3
-bridging mode, connecting the adjacent Cu(
ii
) atoms in an axial–equatorial fashion forming a one dimensional chain. Cyclic voltammetry shows that the complexes undergo Cu(
ii
)/Cu(
i
) reductions at −0.40 to −0.55 V followed by imine reduction at around −0.7 V. Cu(
i
)/Cu(0) reduction is observed at approximately −0.9 V. Complex
1
also shows appreciable catalytic activity for the aerial oxidation of 3,5 DTBCH
2
to DTBQ (catecholase activity). Both the complexes also show strong binding affinity towards calf-thymus DNA.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/C8NJ00418H</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0002-9726-922X</orcidid><orcidid>https://orcid.org/0000-0003-2257-8332</orcidid><oa>free_for_read</oa></addata></record> |
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issn | 1144-0546 1369-9261 |
language | eng |
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source | Royal Society of Chemistry |
subjects | Binding Catalysis Catalytic activity Crystal structure Deoxyribonucleic acid DNA Imines Ligands Oxidation Reduction |
title | Cu( ii ) complexes of a tridentate N,N,O-donor Schiff base of pyridoxal: synthesis, X-ray structures, DNA-binding properties and catecholase activity |
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