Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation

Detalhes bibliográficos
Autor(a) principal: Rocha, Josias S.
Data de Publicação: 2021
Outros Autores: Pereira, George B.S., Oliveira, Gabriela P., Lima, Mauro A., Araujo-Neto, João H., Pinto, Luciano S., Forim, Moacir R., Zanetti, Renan D. [UNESP], Netto, Adelino V.G. [UNESP], Castellano, Eduardo E., Rocha, Fillipe V.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1016/j.inoche.2021.108757
http://hdl.handle.net/11449/229049
Resumo: In this work, three new silver(I) complexes, [Ag(NO2-NN)(tu)]NO3 (1), [Ag(NON-NN)(tu)]NO3 (2), and [Ag(CN-NN)(tu)]NO3 (3) and (R-N'N”= extended phenanthroline ligand with aromatic diamines replaced with R = NO2; NON (furazan); CN (nitrile); tu = thiourea) were synthesized and fully characterized by the techniques of UV–Vis spectroscopy; Infrared spectroscopy; 1H and 13C{1H} NMR; molar conductivity; elemental analysis (CHN); high-resolution electrospray ionization mass spectrometry (HRMS-ESI); and X-ray diffraction (compound 3). The compounds showed themselves to be stable to light, air, and the DMSO solution. The DNA interaction assays indicated that compounds 2 and 3 interacted with the DNA, by interaction via the minor groove. Compounds 2 and 3 showed outstanding cytotoxicity towards the human cell lines A2780cis (cisplatin-resistant ovarian carcinoma), the DU-145 (prostate cancer) cells, and MRC-5 (human lung fibroblasts). The IC50 (concentration of a compound that is required for 50% inhibition of the cell viability, in vitro) values substantially overcome that of cisplatin. This data has suggested that such a molecular design is promising to develop silver(I) complexes, with high anticancer activities.
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spelling Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluationComplexes of silver(I)CytotoxicityDNA interactionsPhenanthroline derivativesIn this work, three new silver(I) complexes, [Ag(NO2-NN)(tu)]NO3 (1), [Ag(NON-NN)(tu)]NO3 (2), and [Ag(CN-NN)(tu)]NO3 (3) and (R-N'N”= extended phenanthroline ligand with aromatic diamines replaced with R = NO2; NON (furazan); CN (nitrile); tu = thiourea) were synthesized and fully characterized by the techniques of UV–Vis spectroscopy; Infrared spectroscopy; 1H and 13C{1H} NMR; molar conductivity; elemental analysis (CHN); high-resolution electrospray ionization mass spectrometry (HRMS-ESI); and X-ray diffraction (compound 3). The compounds showed themselves to be stable to light, air, and the DMSO solution. The DNA interaction assays indicated that compounds 2 and 3 interacted with the DNA, by interaction via the minor groove. Compounds 2 and 3 showed outstanding cytotoxicity towards the human cell lines A2780cis (cisplatin-resistant ovarian carcinoma), the DU-145 (prostate cancer) cells, and MRC-5 (human lung fibroblasts). The IC50 (concentration of a compound that is required for 50% inhibition of the cell viability, in vitro) values substantially overcome that of cisplatin. This data has suggested that such a molecular design is promising to develop silver(I) complexes, with high anticancer activities.Departamento de Química Univ. Federal de São CarlosUNESP – Univ. Estadual Paulista Instituto de Química Departamento de Química Analítica Físico-Química e InorgânicaInstituto de Física de São Carlos Universidade de São Paulo Avenida Trabalhador São-Carlense 400UNESP – Univ. Estadual Paulista Instituto de Química Departamento de Química Analítica Físico-Química e InorgânicaUniversidade Federal de São Carlos (UFSCar)Universidade Estadual Paulista (UNESP)Universidade de São Paulo (USP)Rocha, Josias S.Pereira, George B.S.Oliveira, Gabriela P.Lima, Mauro A.Araujo-Neto, João H.Pinto, Luciano S.Forim, Moacir R.Zanetti, Renan D. [UNESP]Netto, Adelino V.G. [UNESP]Castellano, Eduardo E.Rocha, Fillipe V.2022-04-29T08:30:07Z2022-04-29T08:30:07Z2021-09-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1016/j.inoche.2021.108757Inorganic Chemistry Communications, v. 131.1387-7003http://hdl.handle.net/11449/22904910.1016/j.inoche.2021.1087572-s2.0-85108795735Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengInorganic Chemistry Communicationsinfo:eu-repo/semantics/openAccess2022-04-29T08:30:07Zoai:repositorio.unesp.br:11449/229049Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T16:45:25.347915Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation
title Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation
spellingShingle Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation
Rocha, Josias S.
Complexes of silver(I)
Cytotoxicity
DNA interactions
Phenanthroline derivatives
title_short Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation
title_full Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation
title_fullStr Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation
title_full_unstemmed Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation
title_sort Synthesis and characterization of silver(I) complexes bearing phenanthroline derivatives as ligands: Cytotoxicity and DNA interaction evaluation
author Rocha, Josias S.
author_facet Rocha, Josias S.
Pereira, George B.S.
Oliveira, Gabriela P.
Lima, Mauro A.
Araujo-Neto, João H.
Pinto, Luciano S.
Forim, Moacir R.
Zanetti, Renan D. [UNESP]
Netto, Adelino V.G. [UNESP]
Castellano, Eduardo E.
Rocha, Fillipe V.
author_role author
author2 Pereira, George B.S.
Oliveira, Gabriela P.
Lima, Mauro A.
Araujo-Neto, João H.
Pinto, Luciano S.
Forim, Moacir R.
Zanetti, Renan D. [UNESP]
Netto, Adelino V.G. [UNESP]
Castellano, Eduardo E.
Rocha, Fillipe V.
author2_role author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Federal de São Carlos (UFSCar)
Universidade Estadual Paulista (UNESP)
Universidade de São Paulo (USP)
dc.contributor.author.fl_str_mv Rocha, Josias S.
Pereira, George B.S.
Oliveira, Gabriela P.
Lima, Mauro A.
Araujo-Neto, João H.
Pinto, Luciano S.
Forim, Moacir R.
Zanetti, Renan D. [UNESP]
Netto, Adelino V.G. [UNESP]
Castellano, Eduardo E.
Rocha, Fillipe V.
dc.subject.por.fl_str_mv Complexes of silver(I)
Cytotoxicity
DNA interactions
Phenanthroline derivatives
topic Complexes of silver(I)
Cytotoxicity
DNA interactions
Phenanthroline derivatives
description In this work, three new silver(I) complexes, [Ag(NO2-NN)(tu)]NO3 (1), [Ag(NON-NN)(tu)]NO3 (2), and [Ag(CN-NN)(tu)]NO3 (3) and (R-N'N”= extended phenanthroline ligand with aromatic diamines replaced with R = NO2; NON (furazan); CN (nitrile); tu = thiourea) were synthesized and fully characterized by the techniques of UV–Vis spectroscopy; Infrared spectroscopy; 1H and 13C{1H} NMR; molar conductivity; elemental analysis (CHN); high-resolution electrospray ionization mass spectrometry (HRMS-ESI); and X-ray diffraction (compound 3). The compounds showed themselves to be stable to light, air, and the DMSO solution. The DNA interaction assays indicated that compounds 2 and 3 interacted with the DNA, by interaction via the minor groove. Compounds 2 and 3 showed outstanding cytotoxicity towards the human cell lines A2780cis (cisplatin-resistant ovarian carcinoma), the DU-145 (prostate cancer) cells, and MRC-5 (human lung fibroblasts). The IC50 (concentration of a compound that is required for 50% inhibition of the cell viability, in vitro) values substantially overcome that of cisplatin. This data has suggested that such a molecular design is promising to develop silver(I) complexes, with high anticancer activities.
publishDate 2021
dc.date.none.fl_str_mv 2021-09-01
2022-04-29T08:30:07Z
2022-04-29T08:30:07Z
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://dx.doi.org/10.1016/j.inoche.2021.108757
Inorganic Chemistry Communications, v. 131.
1387-7003
http://hdl.handle.net/11449/229049
10.1016/j.inoche.2021.108757
2-s2.0-85108795735
url http://dx.doi.org/10.1016/j.inoche.2021.108757
http://hdl.handle.net/11449/229049
identifier_str_mv Inorganic Chemistry Communications, v. 131.
1387-7003
10.1016/j.inoche.2021.108757
2-s2.0-85108795735
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Inorganic Chemistry Communications
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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