DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands

Detalhes bibliográficos
Autor(a) principal: Martins, Nuno
Data de Publicação: 2017
Outros Autores: Sellamuthu, Anbu, Mahmudov, Kamran, Ravishankaran, Rajendran, Guedes Da Silva, M. Fátima C., Martins, Luisa, Karande, Anjali A., Pombeiro, Armando
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10400.21/6953
Resumo: Several known water soluble [Cu(1N,O2:2O-HL1)(S)]2 [S = CH3OH (1), (CH3)2NCHO (2)] and [Cu(N-HL1)(en)2]∙CH3OH∙H2O (3) CuII complexes were prepared by reaction of CuII nitrate hydrate with the new (E/Z)-4-(2-(1-cyano-2-ethoxy-2-oxoethylidene)hydrazinyl)-3-hydroxybenzoic acid (H3L1), in the presence (for 3) or absence (for 1 and 2) of ethylenediamine (en), while the FeIII complex [Fe(N3-HL2)2] (4) was synthesized by treatment of iron(III) chloride hexahydrate with the new (1E,1E)-N',2-di(1H-1,2,4-triazol-3-yl)diazenecarbohydrazonoyl cyanide (H3L2). The interaction of calf thymus DNA (CT DNA) and bovine serum albumin (BSA protein) with complexes 1−4 has been investigated by absorption and fluorescence titration methods. The observed DNA binding constants, number of DNA binding sites (s ≤ 1) for complexes and viscosity data suggest that the intercalative mode of binding to CT DNA. All the complexes show good binding propensity to the BSA, giving KBSA values of 0.97(±0.10) × 106 (1), 1.19(±0.09) × 106 (2), 0.50(±0.01) × 106 (3) and 1.06(±0.08) × 106 M-1 (4). The in vitro anti-proliferative study establishes the anticancer potency of complexes 1−4 and cisplatin against the human cervical (HeLa) and breast (MCF7) cancer cell lines; noncancer breast epithelial (MCF10) cells were also investigated. The observed IC50 values of the complexes 1 (8.3, 11.9 and 44.8 μM), 2 (7.0, 7.1 and 35.6 μM), 3 (18.1, 20.4 and 58.8 μM), 4 (13.2, 15.1 and 79.4 μM) and cisplatin (4.02, 3.42 and 89.5 μM) against the HeLa, MCF7 and MCF-10a cells, respectively, suggest that 2 can be explored further as a potential anticancer drug.
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spelling DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligandsSeveral known water soluble [Cu(1N,O2:2O-HL1)(S)]2 [S = CH3OH (1), (CH3)2NCHO (2)] and [Cu(N-HL1)(en)2]∙CH3OH∙H2O (3) CuII complexes were prepared by reaction of CuII nitrate hydrate with the new (E/Z)-4-(2-(1-cyano-2-ethoxy-2-oxoethylidene)hydrazinyl)-3-hydroxybenzoic acid (H3L1), in the presence (for 3) or absence (for 1 and 2) of ethylenediamine (en), while the FeIII complex [Fe(N3-HL2)2] (4) was synthesized by treatment of iron(III) chloride hexahydrate with the new (1E,1E)-N',2-di(1H-1,2,4-triazol-3-yl)diazenecarbohydrazonoyl cyanide (H3L2). The interaction of calf thymus DNA (CT DNA) and bovine serum albumin (BSA protein) with complexes 1−4 has been investigated by absorption and fluorescence titration methods. The observed DNA binding constants, number of DNA binding sites (s ≤ 1) for complexes and viscosity data suggest that the intercalative mode of binding to CT DNA. All the complexes show good binding propensity to the BSA, giving KBSA values of 0.97(±0.10) × 106 (1), 1.19(±0.09) × 106 (2), 0.50(±0.01) × 106 (3) and 1.06(±0.08) × 106 M-1 (4). The in vitro anti-proliferative study establishes the anticancer potency of complexes 1−4 and cisplatin against the human cervical (HeLa) and breast (MCF7) cancer cell lines; noncancer breast epithelial (MCF10) cells were also investigated. The observed IC50 values of the complexes 1 (8.3, 11.9 and 44.8 μM), 2 (7.0, 7.1 and 35.6 μM), 3 (18.1, 20.4 and 58.8 μM), 4 (13.2, 15.1 and 79.4 μM) and cisplatin (4.02, 3.42 and 89.5 μM) against the HeLa, MCF7 and MCF-10a cells, respectively, suggest that 2 can be explored further as a potential anticancer drug.Royal Society of ChemistryRCIPLMartins, NunoSellamuthu, AnbuMahmudov, KamranRavishankaran, RajendranGuedes Da Silva, M. Fátima C.Martins, LuisaKarande, Anjali A.Pombeiro, Armando2017-04-27T07:45:38Z2017-05-212017-05-21T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.21/6953engMARTINS, Nuno M. R.; [et al] – DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands. New Journal of Chemistry. ISSN 1144-0546. Vol. 41, N.º 10 (2017), pp.1-201144-054610.1039/C7NJ00420Fmetadata only accessinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-08-03T09:52:23Zoai:repositorio.ipl.pt:10400.21/6953Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:16:00.359978Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse
dc.title.none.fl_str_mv DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands
title DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands
spellingShingle DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands
Martins, Nuno
title_short DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands
title_full DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands
title_fullStr DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands
title_full_unstemmed DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands
title_sort DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands
author Martins, Nuno
author_facet Martins, Nuno
Sellamuthu, Anbu
Mahmudov, Kamran
Ravishankaran, Rajendran
Guedes Da Silva, M. Fátima C.
Martins, Luisa
Karande, Anjali A.
Pombeiro, Armando
author_role author
author2 Sellamuthu, Anbu
Mahmudov, Kamran
Ravishankaran, Rajendran
Guedes Da Silva, M. Fátima C.
Martins, Luisa
Karande, Anjali A.
Pombeiro, Armando
author2_role author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv RCIPL
dc.contributor.author.fl_str_mv Martins, Nuno
Sellamuthu, Anbu
Mahmudov, Kamran
Ravishankaran, Rajendran
Guedes Da Silva, M. Fátima C.
Martins, Luisa
Karande, Anjali A.
Pombeiro, Armando
description Several known water soluble [Cu(1N,O2:2O-HL1)(S)]2 [S = CH3OH (1), (CH3)2NCHO (2)] and [Cu(N-HL1)(en)2]∙CH3OH∙H2O (3) CuII complexes were prepared by reaction of CuII nitrate hydrate with the new (E/Z)-4-(2-(1-cyano-2-ethoxy-2-oxoethylidene)hydrazinyl)-3-hydroxybenzoic acid (H3L1), in the presence (for 3) or absence (for 1 and 2) of ethylenediamine (en), while the FeIII complex [Fe(N3-HL2)2] (4) was synthesized by treatment of iron(III) chloride hexahydrate with the new (1E,1E)-N',2-di(1H-1,2,4-triazol-3-yl)diazenecarbohydrazonoyl cyanide (H3L2). The interaction of calf thymus DNA (CT DNA) and bovine serum albumin (BSA protein) with complexes 1−4 has been investigated by absorption and fluorescence titration methods. The observed DNA binding constants, number of DNA binding sites (s ≤ 1) for complexes and viscosity data suggest that the intercalative mode of binding to CT DNA. All the complexes show good binding propensity to the BSA, giving KBSA values of 0.97(±0.10) × 106 (1), 1.19(±0.09) × 106 (2), 0.50(±0.01) × 106 (3) and 1.06(±0.08) × 106 M-1 (4). The in vitro anti-proliferative study establishes the anticancer potency of complexes 1−4 and cisplatin against the human cervical (HeLa) and breast (MCF7) cancer cell lines; noncancer breast epithelial (MCF10) cells were also investigated. The observed IC50 values of the complexes 1 (8.3, 11.9 and 44.8 μM), 2 (7.0, 7.1 and 35.6 μM), 3 (18.1, 20.4 and 58.8 μM), 4 (13.2, 15.1 and 79.4 μM) and cisplatin (4.02, 3.42 and 89.5 μM) against the HeLa, MCF7 and MCF-10a cells, respectively, suggest that 2 can be explored further as a potential anticancer drug.
publishDate 2017
dc.date.none.fl_str_mv 2017-04-27T07:45:38Z
2017-05-21
2017-05-21T00:00:00Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
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status_str publishedVersion
dc.identifier.uri.fl_str_mv http://hdl.handle.net/10400.21/6953
url http://hdl.handle.net/10400.21/6953
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv MARTINS, Nuno M. R.; [et al] – DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands. New Journal of Chemistry. ISSN 1144-0546. Vol. 41, N.º 10 (2017), pp.1-20
1144-0546
10.1039/C7NJ00420F
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