Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligand

Detalhes bibliográficos
Autor(a) principal: Jana, Abhimanyu
Data de Publicação: 2018
Outros Autores: Brandão, Paula, Mondal, Gopinath, Bera, Pradip, Santra, Ananyakumari, Jana, Atish Dipankar, Mokhamatam, Raveendra Babu, Manna, Sunil Kumar, Bhattacharyya, Nandan, Bera, Pulakesh
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10773/37534
Resumo: Symmetric dinuclear chloro copper(II) complex [Cu(L)(Cl)(µ-Cl)]2 (1) and azo dinuclear azido copper(II) complex [Cu2(L)2(N3)3(µ2-N3)]n (2) [where L represents (5-methyl-pyrazol-1-ylmethyl)-napthalen-1-ylmethyl-amine] have been synthesized to examine the effect of napthyl group in the structure of pyrazole based dinuclear copper(II) complexes in DNA nuclease activity. The structure of 1 and 2 are characterized by X-ray crystallography, electrochemistry and various spectroscopic techniques. Coordinating ligand L is generated in situ from bis(3,5-dimethyl-pyrazol-1-ylmethyl)-napthalen-1-ylmethyl-amine (A) during complexation. Cytotoxic potential of free ligand (A), synthesized complexes 1, 2 and one cobalt(II) complex derived from ligand A, CoII(A)Cl2 (3) are analyzed using MTT cytotoxicity assay in U937 human monocytic cell line. Complexes 1 and 2 show very potent cytotoxicity (IC50 = 13–17 μM); the best IC50 value is found for 1. LDH assay revealed that A and 3 has greater necrotic activity than the copper complexes. However, the results of DNA cleavage study clearly demonstrated that symmetric bridged dinuclear complexes with napthyl group lead to high level of nuclease activity 72–75% in the presence of glutathione. The bridged dinuclear copper(II) complexes undergo facile transformation to Cu(I) centre through inner sphere electron transfer mechanism (ISET) in presence of glutathione which facilitate the formation of free radicals/ions for DNA cleavage. Lacking of any reducible metal center in mononuclear cobalt(II) complex make it inactive towards free radicals generation in DNA cleavage activity.
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spelling Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligandBridged dinuclearCopper(II) complexesNapthyl pyrazoleDNA cleavageCytotoxicitySymmetric dinuclear chloro copper(II) complex [Cu(L)(Cl)(µ-Cl)]2 (1) and azo dinuclear azido copper(II) complex [Cu2(L)2(N3)3(µ2-N3)]n (2) [where L represents (5-methyl-pyrazol-1-ylmethyl)-napthalen-1-ylmethyl-amine] have been synthesized to examine the effect of napthyl group in the structure of pyrazole based dinuclear copper(II) complexes in DNA nuclease activity. The structure of 1 and 2 are characterized by X-ray crystallography, electrochemistry and various spectroscopic techniques. Coordinating ligand L is generated in situ from bis(3,5-dimethyl-pyrazol-1-ylmethyl)-napthalen-1-ylmethyl-amine (A) during complexation. Cytotoxic potential of free ligand (A), synthesized complexes 1, 2 and one cobalt(II) complex derived from ligand A, CoII(A)Cl2 (3) are analyzed using MTT cytotoxicity assay in U937 human monocytic cell line. Complexes 1 and 2 show very potent cytotoxicity (IC50 = 13–17 μM); the best IC50 value is found for 1. LDH assay revealed that A and 3 has greater necrotic activity than the copper complexes. However, the results of DNA cleavage study clearly demonstrated that symmetric bridged dinuclear complexes with napthyl group lead to high level of nuclease activity 72–75% in the presence of glutathione. The bridged dinuclear copper(II) complexes undergo facile transformation to Cu(I) centre through inner sphere electron transfer mechanism (ISET) in presence of glutathione which facilitate the formation of free radicals/ions for DNA cleavage. Lacking of any reducible metal center in mononuclear cobalt(II) complex make it inactive towards free radicals generation in DNA cleavage activity.Elsevier2023-05-05T10:57:17Z2018-10-01T00:00:00Z2018-10-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10773/37534eng0020-169310.1016/j.ica.2018.06.054Jana, AbhimanyuBrandão, PaulaMondal, GopinathBera, PradipSantra, AnanyakumariJana, Atish DipankarMokhamatam, Raveendra BabuManna, Sunil KumarBhattacharyya, NandanBera, Pulakeshinfo: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:RCAAP2024-02-22T12:12:35Zoai:ria.ua.pt:10773/37534Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-20T03:08:09.401255Repositório 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 Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligand
title Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligand
spellingShingle Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligand
Jana, Abhimanyu
Bridged dinuclear
Copper(II) complexes
Napthyl pyrazole
DNA cleavage
Cytotoxicity
title_short Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligand
title_full Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligand
title_fullStr Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligand
title_full_unstemmed Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligand
title_sort Synthesis, characterization, cytotoxicity effect and DNA cleavage study of symmetric dinuclear chloro and azido bridged copper(II) complexes of napthyl-pyrazole based ligand
author Jana, Abhimanyu
author_facet Jana, Abhimanyu
Brandão, Paula
Mondal, Gopinath
Bera, Pradip
Santra, Ananyakumari
Jana, Atish Dipankar
Mokhamatam, Raveendra Babu
Manna, Sunil Kumar
Bhattacharyya, Nandan
Bera, Pulakesh
author_role author
author2 Brandão, Paula
Mondal, Gopinath
Bera, Pradip
Santra, Ananyakumari
Jana, Atish Dipankar
Mokhamatam, Raveendra Babu
Manna, Sunil Kumar
Bhattacharyya, Nandan
Bera, Pulakesh
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Jana, Abhimanyu
Brandão, Paula
Mondal, Gopinath
Bera, Pradip
Santra, Ananyakumari
Jana, Atish Dipankar
Mokhamatam, Raveendra Babu
Manna, Sunil Kumar
Bhattacharyya, Nandan
Bera, Pulakesh
dc.subject.por.fl_str_mv Bridged dinuclear
Copper(II) complexes
Napthyl pyrazole
DNA cleavage
Cytotoxicity
topic Bridged dinuclear
Copper(II) complexes
Napthyl pyrazole
DNA cleavage
Cytotoxicity
description Symmetric dinuclear chloro copper(II) complex [Cu(L)(Cl)(µ-Cl)]2 (1) and azo dinuclear azido copper(II) complex [Cu2(L)2(N3)3(µ2-N3)]n (2) [where L represents (5-methyl-pyrazol-1-ylmethyl)-napthalen-1-ylmethyl-amine] have been synthesized to examine the effect of napthyl group in the structure of pyrazole based dinuclear copper(II) complexes in DNA nuclease activity. The structure of 1 and 2 are characterized by X-ray crystallography, electrochemistry and various spectroscopic techniques. Coordinating ligand L is generated in situ from bis(3,5-dimethyl-pyrazol-1-ylmethyl)-napthalen-1-ylmethyl-amine (A) during complexation. Cytotoxic potential of free ligand (A), synthesized complexes 1, 2 and one cobalt(II) complex derived from ligand A, CoII(A)Cl2 (3) are analyzed using MTT cytotoxicity assay in U937 human monocytic cell line. Complexes 1 and 2 show very potent cytotoxicity (IC50 = 13–17 μM); the best IC50 value is found for 1. LDH assay revealed that A and 3 has greater necrotic activity than the copper complexes. However, the results of DNA cleavage study clearly demonstrated that symmetric bridged dinuclear complexes with napthyl group lead to high level of nuclease activity 72–75% in the presence of glutathione. The bridged dinuclear copper(II) complexes undergo facile transformation to Cu(I) centre through inner sphere electron transfer mechanism (ISET) in presence of glutathione which facilitate the formation of free radicals/ions for DNA cleavage. Lacking of any reducible metal center in mononuclear cobalt(II) complex make it inactive towards free radicals generation in DNA cleavage activity.
publishDate 2018
dc.date.none.fl_str_mv 2018-10-01T00:00:00Z
2018-10-01
2023-05-05T10:57:17Z
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/10773/37534
url http://hdl.handle.net/10773/37534
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 0020-1693
10.1016/j.ica.2018.06.054
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
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