DNA and BSA binding and cytotoxic properties of copper(II) and iron(III) complexes with arylhydrazone of ethyl 2-cyanoacetate or formazan ligands
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , , |
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(1N,O2:2O-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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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(1N,O2:2O-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(1N,O2:2O-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 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
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 |
dc.rights.driver.fl_str_mv |
metadata only access info:eu-repo/semantics/openAccess |
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metadata only access |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Royal Society of Chemistry |
publisher.none.fl_str_mv |
Royal Society of Chemistry |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
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Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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RCAAP |
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RCAAP |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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1799133419082350592 |