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Different modes of DNA cleavage activity of dihydroxo-bridged dicopper(II) complexes having phenanthroline bases
Dihydroxo-bridged dicopper(II) complexes [{Cu(phen)} 2(μ-OH) 2](ClO 4) 2 ( 1), [{Cu(dpq)} 2(μ-OH) 2](ClO 4) 2 ( 2) and [{Cu(dppz)(DMF)} 2(μ-OH) 2](PF 6) 2 ( 3), where phen, dpq and dppz are 1,10-phenanthroline, dipyridoquinoxaline and dipyridophenazine, respectively, are prepared and their DNA bindi...
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| Published in: | Journal of inorganic biochemistry 2004-06, Vol.98 (6), p.1087-1094 |
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| container_title | Journal of inorganic biochemistry |
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| creator | Thomas, Anitha M. Nethaji, Munirathinam Chakravarty, Akhil R. |
| description | Dihydroxo-bridged dicopper(II) complexes [{Cu(phen)}
2(μ-OH)
2](ClO
4)
2 (
1), [{Cu(dpq)}
2(μ-OH)
2](ClO
4)
2 (
2) and [{Cu(dppz)(DMF)}
2(μ-OH)
2](PF
6)
2 (
3), where phen, dpq and dppz are 1,10-phenanthroline, dipyridoquinoxaline and dipyridophenazine, respectively, are prepared and their DNA binding and cleavage properties studied. Complex
3 has been structurally characterized by X-ray crystallography. The complexes have a {Cu
2(μ-OH)
2}
2+ core with an essentially planar arrangement of two CuN
2O
2 basal planes. The complexes are avid binder to calf thymus DNA (
K
app value of 4.8
×
10
6 and 5.9
×
10
6 M
−1 for
2 and
3, respectively, from ethidium displacement assay) and exhibits significant cleavage of supercoiled (SC) pUC19 DNA in dark in presence of mercaptopropionic acid. Besides, the dpq and dppz complexes display photo-induced DNA cleavage on UV (312 nm) and red light (632.8 nm) irradiations in absence of any additives. Mechanistic investigations reveal minor groove binding for the phen and dpq complexes, and major groove preference for the dppz species. The oxidative DNA cleavage reactions in presence of mercaptopropionic acid as a reducing agent involve hydroxyl radicals. The photo-cleavage reactions at UV light involve singlet oxygen as the reactive species, while similar reactions on red light irradiation (632.8 nm) proceed through the formation of hydroxyl radical. The complexes show significant DNA hydrolase activity in absence of any additives under dark reaction conditions. |
| doi_str_mv | 10.1016/j.jinorgbio.2004.02.029 |
| format | article |
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2(μ-OH)
2](ClO
4)
2 (
1), [{Cu(dpq)}
2(μ-OH)
2](ClO
4)
2 (
2) and [{Cu(dppz)(DMF)}
2(μ-OH)
2](PF
6)
2 (
3), where phen, dpq and dppz are 1,10-phenanthroline, dipyridoquinoxaline and dipyridophenazine, respectively, are prepared and their DNA binding and cleavage properties studied. Complex
3 has been structurally characterized by X-ray crystallography. The complexes have a {Cu
2(μ-OH)
2}
2+ core with an essentially planar arrangement of two CuN
2O
2 basal planes. The complexes are avid binder to calf thymus DNA (
K
app value of 4.8
×
10
6 and 5.9
×
10
6 M
−1 for
2 and
3, respectively, from ethidium displacement assay) and exhibits significant cleavage of supercoiled (SC) pUC19 DNA in dark in presence of mercaptopropionic acid. Besides, the dpq and dppz complexes display photo-induced DNA cleavage on UV (312 nm) and red light (632.8 nm) irradiations in absence of any additives. Mechanistic investigations reveal minor groove binding for the phen and dpq complexes, and major groove preference for the dppz species. The oxidative DNA cleavage reactions in presence of mercaptopropionic acid as a reducing agent involve hydroxyl radicals. The photo-cleavage reactions at UV light involve singlet oxygen as the reactive species, while similar reactions on red light irradiation (632.8 nm) proceed through the formation of hydroxyl radical. The complexes show significant DNA hydrolase activity in absence of any additives under dark reaction conditions.</description><identifier>ISSN: 0162-0134</identifier><identifier>EISSN: 1873-3344</identifier><identifier>DOI: 10.1016/j.jinorgbio.2004.02.029</identifier><identifier>PMID: 15149819</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Animals ; Cattle ; Copper - chemistry ; Crystal structure ; Dicopper(II) complexes ; DNA - chemistry ; DNA cleavage ; Groove selectivity ; Molecular Structure ; Organometallic Compounds - chemical synthesis ; Organometallic Compounds - chemistry ; Oxidation-Reduction ; Phenanthroline bases ; Phenanthrolines - chemistry</subject><ispartof>Journal of inorganic biochemistry, 2004-06, Vol.98 (6), p.1087-1094</ispartof><rights>2004 Elsevier Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c433t-4f8470f8337b6017f00b14022be0cf494028ca62f7c04069e00e5f48795c04ad3</citedby><cites>FETCH-LOGICAL-c433t-4f8470f8337b6017f00b14022be0cf494028ca62f7c04069e00e5f48795c04ad3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,786,790,27957,27958</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15149819$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Thomas, Anitha M.</creatorcontrib><creatorcontrib>Nethaji, Munirathinam</creatorcontrib><creatorcontrib>Chakravarty, Akhil R.</creatorcontrib><title>Different modes of DNA cleavage activity of dihydroxo-bridged dicopper(II) complexes having phenanthroline bases</title><title>Journal of inorganic biochemistry</title><addtitle>J Inorg Biochem</addtitle><description>Dihydroxo-bridged dicopper(II) complexes [{Cu(phen)}
2(μ-OH)
2](ClO
4)
2 (
1), [{Cu(dpq)}
2(μ-OH)
2](ClO
4)
2 (
2) and [{Cu(dppz)(DMF)}
2(μ-OH)
2](PF
6)
2 (
3), where phen, dpq and dppz are 1,10-phenanthroline, dipyridoquinoxaline and dipyridophenazine, respectively, are prepared and their DNA binding and cleavage properties studied. Complex
3 has been structurally characterized by X-ray crystallography. The complexes have a {Cu
2(μ-OH)
2}
2+ core with an essentially planar arrangement of two CuN
2O
2 basal planes. The complexes are avid binder to calf thymus DNA (
K
app value of 4.8
×
10
6 and 5.9
×
10
6 M
−1 for
2 and
3, respectively, from ethidium displacement assay) and exhibits significant cleavage of supercoiled (SC) pUC19 DNA in dark in presence of mercaptopropionic acid. Besides, the dpq and dppz complexes display photo-induced DNA cleavage on UV (312 nm) and red light (632.8 nm) irradiations in absence of any additives. Mechanistic investigations reveal minor groove binding for the phen and dpq complexes, and major groove preference for the dppz species. The oxidative DNA cleavage reactions in presence of mercaptopropionic acid as a reducing agent involve hydroxyl radicals. The photo-cleavage reactions at UV light involve singlet oxygen as the reactive species, while similar reactions on red light irradiation (632.8 nm) proceed through the formation of hydroxyl radical. The complexes show significant DNA hydrolase activity in absence of any additives under dark reaction conditions.</description><subject>Animals</subject><subject>Cattle</subject><subject>Copper - chemistry</subject><subject>Crystal structure</subject><subject>Dicopper(II) complexes</subject><subject>DNA - chemistry</subject><subject>DNA cleavage</subject><subject>Groove selectivity</subject><subject>Molecular Structure</subject><subject>Organometallic Compounds - chemical synthesis</subject><subject>Organometallic Compounds - chemistry</subject><subject>Oxidation-Reduction</subject><subject>Phenanthroline bases</subject><subject>Phenanthrolines - chemistry</subject><issn>0162-0134</issn><issn>1873-3344</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNqFkMFu2zAMhoViRZt2e4XNp2E7OKUsObKPQbK1AYr10p4FWaISBbblSY7RvP0UJNiOAwiQID_-BH9CvlCYU6CLh_1873ofto3z8wKAz6FIUV-RGa0Eyxnj_AOZJbLIgTJ-S-5i3ANAWXJxQ25pSXld0XpGhrWzFgP2Y9Z5gzHzNlv_Wma6RTWpLWZKj25y4_E0MG53NMG_-7wJzmzRpI72w4Dh22bzPdO-G1p8TyI7Nbl-mw077FU_7oJvXY9ZoyLGj-Taqjbip0u-J28_f7yunvLnl8fNavmca87YmHNbcQG2Ykw0C6DCAjSUQ1E0CNryOpWVVovCCg0cFjUCYGl5JeoyNZRh9-TrWXcI_vcB4yg7FzW2rerRH6IUNGlUUCVQnEEdfIwBrRyC61Q4SgryZLbcy79my5PZEooUddr8fDlxaDo0__Yu7iZgeQYwPTo5DDJqh71G4wLqURrv_nvkD2c9lVw</recordid><startdate>20040601</startdate><enddate>20040601</enddate><creator>Thomas, Anitha M.</creator><creator>Nethaji, Munirathinam</creator><creator>Chakravarty, Akhil R.</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></search><sort><creationdate>20040601</creationdate><title>Different modes of DNA cleavage activity of dihydroxo-bridged dicopper(II) complexes having phenanthroline bases</title><author>Thomas, Anitha M. ; Nethaji, Munirathinam ; Chakravarty, Akhil R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c433t-4f8470f8337b6017f00b14022be0cf494028ca62f7c04069e00e5f48795c04ad3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Animals</topic><topic>Cattle</topic><topic>Copper - chemistry</topic><topic>Crystal structure</topic><topic>Dicopper(II) complexes</topic><topic>DNA - chemistry</topic><topic>DNA cleavage</topic><topic>Groove selectivity</topic><topic>Molecular Structure</topic><topic>Organometallic Compounds - chemical synthesis</topic><topic>Organometallic Compounds - chemistry</topic><topic>Oxidation-Reduction</topic><topic>Phenanthroline bases</topic><topic>Phenanthrolines - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Thomas, Anitha M.</creatorcontrib><creatorcontrib>Nethaji, Munirathinam</creatorcontrib><creatorcontrib>Chakravarty, Akhil R.</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><jtitle>Journal of inorganic biochemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Thomas, Anitha M.</au><au>Nethaji, Munirathinam</au><au>Chakravarty, Akhil R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Different modes of DNA cleavage activity of dihydroxo-bridged dicopper(II) complexes having phenanthroline bases</atitle><jtitle>Journal of inorganic biochemistry</jtitle><addtitle>J Inorg Biochem</addtitle><date>2004-06-01</date><risdate>2004</risdate><volume>98</volume><issue>6</issue><spage>1087</spage><epage>1094</epage><pages>1087-1094</pages><issn>0162-0134</issn><eissn>1873-3344</eissn><notes>ObjectType-Article-1</notes><notes>SourceType-Scholarly Journals-1</notes><notes>ObjectType-Feature-2</notes><notes>content type line 23</notes><abstract>Dihydroxo-bridged dicopper(II) complexes [{Cu(phen)}
2(μ-OH)
2](ClO
4)
2 (
1), [{Cu(dpq)}
2(μ-OH)
2](ClO
4)
2 (
2) and [{Cu(dppz)(DMF)}
2(μ-OH)
2](PF
6)
2 (
3), where phen, dpq and dppz are 1,10-phenanthroline, dipyridoquinoxaline and dipyridophenazine, respectively, are prepared and their DNA binding and cleavage properties studied. Complex
3 has been structurally characterized by X-ray crystallography. The complexes have a {Cu
2(μ-OH)
2}
2+ core with an essentially planar arrangement of two CuN
2O
2 basal planes. The complexes are avid binder to calf thymus DNA (
K
app value of 4.8
×
10
6 and 5.9
×
10
6 M
−1 for
2 and
3, respectively, from ethidium displacement assay) and exhibits significant cleavage of supercoiled (SC) pUC19 DNA in dark in presence of mercaptopropionic acid. Besides, the dpq and dppz complexes display photo-induced DNA cleavage on UV (312 nm) and red light (632.8 nm) irradiations in absence of any additives. Mechanistic investigations reveal minor groove binding for the phen and dpq complexes, and major groove preference for the dppz species. The oxidative DNA cleavage reactions in presence of mercaptopropionic acid as a reducing agent involve hydroxyl radicals. The photo-cleavage reactions at UV light involve singlet oxygen as the reactive species, while similar reactions on red light irradiation (632.8 nm) proceed through the formation of hydroxyl radical. The complexes show significant DNA hydrolase activity in absence of any additives under dark reaction conditions.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>15149819</pmid><doi>10.1016/j.jinorgbio.2004.02.029</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0162-0134 |
| ispartof | Journal of inorganic biochemistry, 2004-06, Vol.98 (6), p.1087-1094 |
| issn | 0162-0134 1873-3344 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_71940808 |
| source | ScienceDirect Freedom Collection |
| subjects | Animals Cattle Copper - chemistry Crystal structure Dicopper(II) complexes DNA - chemistry DNA cleavage Groove selectivity Molecular Structure Organometallic Compounds - chemical synthesis Organometallic Compounds - chemistry Oxidation-Reduction Phenanthroline bases Phenanthrolines - chemistry |
| title | Different modes of DNA cleavage activity of dihydroxo-bridged dicopper(II) complexes having phenanthroline bases |
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