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Mixed Ternary Mononuclear Copper(II) Complexes Based on Valproic Acid with 1,10-Phenanthroline and 2,2’-Bipyridine Ligands: DNA Interaction and Cytotoxicity in V79 Cells
This paper reports the DNA interaction and cytotoxicity of binary and ternary copper(II) complexes of valproic acid with phenanthroline or bipyridine and the complementary characterization of Cu(Valp)2Bipy by crystallography. Circular dichroism, plasmid and oligonucleotide assays have shown that the...
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Published in: | Journal of the Brazilian Chemical Society 2019-03, Vol.30 (3), p.597-613 |
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creator | Pich, Claus dos Santos, Paulo Fortunato, Tatiana Chiarello, Marilda de Oliveira, Iuri Soares, Bárbara Ghermani, Nour Machado, Miriana Roesch-Ely, Mariana Dumas, Françoise Terenzi, Hernan Henriques, João Moura, Sidnei |
description | This paper reports the DNA interaction and cytotoxicity of binary and ternary copper(II) complexes of valproic acid with phenanthroline or bipyridine and the complementary characterization of Cu(Valp)2Bipy by crystallography. Circular dichroism, plasmid and oligonucleotide assays have shown that the complexes interact with DNA in different manners and are able to cleave plasmid DNA and oligonucleotides at concentrations from 10 to 1000 mol L-1. The plasmid DNA cleavage is enhanced 650, 375 and 285 times by photo activation with UVB light for the complexes Cu(Valp)2Phen, Cu(Valp)2Bipy and Cu2(Valp)4, respectively. Cytotoxicity assays demonstrated that V79 cells were more sensitive to CuII derivatives than sodium valproate as evaluated by 3-(4,5-dimethylthiazol-2yl)-2,5-diphenyl tetrazolium bromide (MTT) and clonogenic assays, where the cytotoxic profile of the compounds was: Cu(Valp)2Phen higher than Cu(Valp)2Bipy, higher than Cu2(Valp)4. Therefore, we report two copper complexes, which interact with DNA and promote its cleavage, leading to an enhanced cytotoxicity when compared to valproic acid. |
doi_str_mv | 10.21577/0103-5053.20180229 |
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Circular dichroism, plasmid and oligonucleotide assays have shown that the complexes interact with DNA in different manners and are able to cleave plasmid DNA and oligonucleotides at concentrations from 10 to 1000 mol L-1. The plasmid DNA cleavage is enhanced 650, 375 and 285 times by photo activation with UVB light for the complexes Cu(Valp)2Phen, Cu(Valp)2Bipy and Cu2(Valp)4, respectively. Cytotoxicity assays demonstrated that V79 cells were more sensitive to CuII derivatives than sodium valproate as evaluated by 3-(4,5-dimethylthiazol-2yl)-2,5-diphenyl tetrazolium bromide (MTT) and clonogenic assays, where the cytotoxic profile of the compounds was: Cu(Valp)2Phen higher than Cu(Valp)2Bipy, higher than Cu2(Valp)4. Therefore, we report two copper complexes, which interact with DNA and promote its cleavage, leading to an enhanced cytotoxicity when compared to valproic acid.</description><identifier>ISSN: 0103-5053</identifier><identifier>ISSN: 1678-4790</identifier><identifier>EISSN: 1678-4790</identifier><identifier>DOI: 10.21577/0103-5053.20180229</identifier><language>eng ; por</language><publisher>Sociedade Brasileira de Química</publisher><subject>CHEMISTRY, MULTIDISCIPLINARY</subject><ispartof>Journal of the Brazilian Chemical Society, 2019-03, Vol.30 (3), p.597-613</ispartof><rights>This work is licensed under a Creative Commons Attribution 4.0 International License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c333t-de06fd827fb3b91420e1e98c84f07d9410a27b83e87ff7c31492baf67f1058bd3</citedby><orcidid>0000-0002-2828-3124 ; 0000-0002-6415-6800 ; 0000-0002-5298-932X ; 0000-0003-1903-6735</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,315,786,790,891,24178,27957,27958</link.rule.ids></links><search><creatorcontrib>Pich, Claus</creatorcontrib><creatorcontrib>dos Santos, Paulo</creatorcontrib><creatorcontrib>Fortunato, Tatiana</creatorcontrib><creatorcontrib>Chiarello, Marilda</creatorcontrib><creatorcontrib>de Oliveira, Iuri</creatorcontrib><creatorcontrib>Soares, Bárbara</creatorcontrib><creatorcontrib>Ghermani, Nour</creatorcontrib><creatorcontrib>Machado, Miriana</creatorcontrib><creatorcontrib>Roesch-Ely, Mariana</creatorcontrib><creatorcontrib>Dumas, Françoise</creatorcontrib><creatorcontrib>Terenzi, Hernan</creatorcontrib><creatorcontrib>Henriques, João</creatorcontrib><creatorcontrib>Moura, Sidnei</creatorcontrib><title>Mixed Ternary Mononuclear Copper(II) Complexes Based on Valproic Acid with 1,10-Phenanthroline and 2,2’-Bipyridine Ligands: DNA Interaction and Cytotoxicity in V79 Cells</title><title>Journal of the Brazilian Chemical Society</title><addtitle>J. Braz. Chem. Soc</addtitle><description>This paper reports the DNA interaction and cytotoxicity of binary and ternary copper(II) complexes of valproic acid with phenanthroline or bipyridine and the complementary characterization of Cu(Valp)2Bipy by crystallography. Circular dichroism, plasmid and oligonucleotide assays have shown that the complexes interact with DNA in different manners and are able to cleave plasmid DNA and oligonucleotides at concentrations from 10 to 1000 mol L-1. The plasmid DNA cleavage is enhanced 650, 375 and 285 times by photo activation with UVB light for the complexes Cu(Valp)2Phen, Cu(Valp)2Bipy and Cu2(Valp)4, respectively. Cytotoxicity assays demonstrated that V79 cells were more sensitive to CuII derivatives than sodium valproate as evaluated by 3-(4,5-dimethylthiazol-2yl)-2,5-diphenyl tetrazolium bromide (MTT) and clonogenic assays, where the cytotoxic profile of the compounds was: Cu(Valp)2Phen higher than Cu(Valp)2Bipy, higher than Cu2(Valp)4. 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Braz. Chem. Soc</addtitle><date>2019-03-01</date><risdate>2019</risdate><volume>30</volume><issue>3</issue><spage>597</spage><epage>613</epage><pages>597-613</pages><issn>0103-5053</issn><issn>1678-4790</issn><eissn>1678-4790</eissn><abstract>This paper reports the DNA interaction and cytotoxicity of binary and ternary copper(II) complexes of valproic acid with phenanthroline or bipyridine and the complementary characterization of Cu(Valp)2Bipy by crystallography. Circular dichroism, plasmid and oligonucleotide assays have shown that the complexes interact with DNA in different manners and are able to cleave plasmid DNA and oligonucleotides at concentrations from 10 to 1000 mol L-1. The plasmid DNA cleavage is enhanced 650, 375 and 285 times by photo activation with UVB light for the complexes Cu(Valp)2Phen, Cu(Valp)2Bipy and Cu2(Valp)4, respectively. 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title | Mixed Ternary Mononuclear Copper(II) Complexes Based on Valproic Acid with 1,10-Phenanthroline and 2,2’-Bipyridine Ligands: DNA Interaction and Cytotoxicity in V79 Cells |
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