Síntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureias

Detalhes bibliográficos
Ano de defesa: 2020
Autor(a) principal: Oliveira, Marcielli Indiara de lattes
Orientador(a): Santos, Sailer Santos dos lattes
Banca de defesa: Lang, Ernesto Schulz, Jauris, Carolina Ferreira de Matos, Schwade, Vânia Denise
Tipo de documento: Dissertação
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
Programa de Pós-Graduação: Programa de Pós-Graduação em Química
Departamento: Química
País: Brasil
Palavras-chave em Português:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://repositorio.ufsm.br/handle/1/23092
Resumo: This work describes the synthesis, structural characterization and biological applications of four new bismuth(III) compounds with aroylthioureas as ligands: 1 - [Bi(La-O,S)3(HLa-S)], 2 - [Bi2(Lb-O,S)4(-Lb-12O,S,2S)2]2(C3H6O), 3 - [Bi2(Lc-O,S)2(OMe)(NO3)(H2O)]∞ and 4 - [Bi6(-Ld)6(3-NO3)2(6-NO3)](NO3)34H2O, where HLa = N-benzoyl(N’,N’-diethylthiourea), HLb = N-benzoyl(N’,N’-morpholylthiourea), H2Lc = N,N’-isoftaloilbis(N’’,N’’-dietiltioureia) and H2Ld = 2,6-dipicolinoyl(N,N-diethylthiourea). The pro-ligands HLa and HLb are considered monopodal, while H2Lc and H2Ld are bipodal. All compounds were characterized by melting point determination, Fourier-transform infrared spectroscopy (FTIR), hydrogen and carbon-13 nuclear magnetic resonance spectroscopy (NMR), mass spectrometry (MS), elemental analysis (EA) and single crystal X-ray diffraction (SC-XRD), except compound 3, which was not possible to have its structure determinated by SC-XRD. Compound 1 is a heptacoordinated mononuclear complex with three anionic chelating O,S La ligands and a neutral monopodal HLa ligand S. Compound 2 is a binuclear complex with four terminal anionic O,S Lb ligands and two bridging Lb ligands. For compound 3, a coordination polymer structure is suggested, while compound 4 behaves as a hexanuclear cluster with the anionic ligands Ld intercalating the metal centers in a complex coordination environment.The pro-ligands, the new complexes and the Bi(NO3)35H2O salt had their biological activities evaluated against antimicrobial activity in E. coli (ATCC 25922), S. aureus (ATCC 25923) and P. aeruginosa (ATCC 27853). The in vitro disk-diffusion (DD) method showed the ability of compound 2 to inhibit two types of bacteria (P. aeruginosa and S. aureus). In the results of minimum inhibitory concentration (MIC), all compounds showed significant activity against the tested bacterias except for compound 1. Yet, compound 2 was more efficient. However, the inorganic salt showed only activity against P. aeruginosa and the ligands showed no apparent activity. Therefore, the cooperative effect of the coordination of bismuth(III) and the presence of the heterocyclic ring of morpholine in compound 2 causes a remarkable increase in antimicrobial activity. These factors may be decisive for the study of new antimicrobial compounds for a possible replacement of commercially available drugs.
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spelling 2021-12-01T15:25:11Z2021-12-01T15:25:11Z2020-03-06http://repositorio.ufsm.br/handle/1/23092This work describes the synthesis, structural characterization and biological applications of four new bismuth(III) compounds with aroylthioureas as ligands: 1 - [Bi(La-O,S)3(HLa-S)], 2 - [Bi2(Lb-O,S)4(-Lb-12O,S,2S)2]2(C3H6O), 3 - [Bi2(Lc-O,S)2(OMe)(NO3)(H2O)]∞ and 4 - [Bi6(-Ld)6(3-NO3)2(6-NO3)](NO3)34H2O, where HLa = N-benzoyl(N’,N’-diethylthiourea), HLb = N-benzoyl(N’,N’-morpholylthiourea), H2Lc = N,N’-isoftaloilbis(N’’,N’’-dietiltioureia) and H2Ld = 2,6-dipicolinoyl(N,N-diethylthiourea). The pro-ligands HLa and HLb are considered monopodal, while H2Lc and H2Ld are bipodal. All compounds were characterized by melting point determination, Fourier-transform infrared spectroscopy (FTIR), hydrogen and carbon-13 nuclear magnetic resonance spectroscopy (NMR), mass spectrometry (MS), elemental analysis (EA) and single crystal X-ray diffraction (SC-XRD), except compound 3, which was not possible to have its structure determinated by SC-XRD. Compound 1 is a heptacoordinated mononuclear complex with three anionic chelating O,S La ligands and a neutral monopodal HLa ligand S. Compound 2 is a binuclear complex with four terminal anionic O,S Lb ligands and two bridging Lb ligands. For compound 3, a coordination polymer structure is suggested, while compound 4 behaves as a hexanuclear cluster with the anionic ligands Ld intercalating the metal centers in a complex coordination environment.The pro-ligands, the new complexes and the Bi(NO3)35H2O salt had their biological activities evaluated against antimicrobial activity in E. coli (ATCC 25922), S. aureus (ATCC 25923) and P. aeruginosa (ATCC 27853). The in vitro disk-diffusion (DD) method showed the ability of compound 2 to inhibit two types of bacteria (P. aeruginosa and S. aureus). In the results of minimum inhibitory concentration (MIC), all compounds showed significant activity against the tested bacterias except for compound 1. Yet, compound 2 was more efficient. However, the inorganic salt showed only activity against P. aeruginosa and the ligands showed no apparent activity. Therefore, the cooperative effect of the coordination of bismuth(III) and the presence of the heterocyclic ring of morpholine in compound 2 causes a remarkable increase in antimicrobial activity. These factors may be decisive for the study of new antimicrobial compounds for a possible replacement of commercially available drugs.Este trabalho descreve a síntese, caracterização estrutural, e aplicação biológica de quatro novos compostos de bismuto(III) com ligantes do tipo aroiltioureias: 1 - [Bi(La-O,S)3(HLa-S)], 2 - [Bi2(Lb-O,S)4(-Lb-12O,S,2S)2]2(C3H6O), 3 - [Bi2(Lc-O,S)2(OMe)(NO3)(H2O)]∞ e 4 - [Bi6(-Ld)6(3-NO3)2(6-NO3)](NO3)34H2O, onde HLa = N-benzoil(N’,N’-dietiltioureia), HLb = N-benzoil(N’,N’-morfoliltioureia), H2Lc = N,N’-isoftaloilbis(N’’,N’’-dietiltioureia) e H2Ld = 2,6-dipicolinoil(N,N-dietiltioureia). Os pré-ligantes HLa e HLb são considerados monopodais, enquanto que H2Lc e H2Ld são bipodais. Todos os compostos foram caracterizados por técnicas de ponto de fusão, espectroscopia vibracional na região do infravermelho com transformada de Fourier (FTIR), espectroscopia de ressonância magnética nuclear (RMN) de hidrogênio e carbono-13, espectrometria de massas (EM), análise elementar (AE) e difração de raios X em monocristal (SC-XRD), à exceção do composto 3 para o qual não foi possível ter a estrutura elucidada por SC-XRD. O composto 1 é um complexo mononuclear heptacoordenado com três ligantes aniônicos La em quelato O,S e um ligante neutro HLa monopodal S. O composto 2 é um complexo binuclear com quatro ligantes aniônicos Lb terminais O,S, e dois ligantes Lb em ponte. Para o composto 3 é sugerida uma estrutura de polímero de coordenação, enquanto que o composto 4 comporta-se como um cluster hexanuclear com os ligantes aniônicos Ld intercalando os centros metálicos num complexo sistema de coordenação. Os pré-ligantes, os complexos sintetizados e o sal Bi(NO3)35H2O tiveram suas atividades biológicas avaliadas frente à atividade antimicrobiana em E. coli (ATCC 25922), S. aureus (ATCC 25923), e P. aeruginosa (ATCC 27853). O método de disco-difusão (DD) in vitro mostrou a capacidade de inibição do composto 2 a dois tipos de bactérias (P. aeruginosa e S.aureus). Nos resultados de concentração inibitória mínima (CIM), com exceção do composto 1, os demais compostos apresentaram atividade significativa contra as bactérias testados, porém o composto 2 se mostrou mais eficiente. Contudo, o sal sozinho demonstrou somente atividade contra P. aeruginosa e os ligantes não demostraram atividade aparente. Portanto, o efeito cooperativo da coordenação do bismuto(III) e a presença do anel heterocíclico da morfolina no composto 2 causa pronunciado aumento sobre a atividade antimicrobiana, fatores que podem ser decisivos para o estudo de novos compostos antimicrobianos para uma possível substituição dos fármacos já existentes.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPESporUniversidade Federal de Santa MariaCentro de Ciências Naturais e ExatasPrograma de Pós-Graduação em QuímicaUFSMBrasilQuímicaAttribution-NonCommercial-NoDerivatives 4.0 Internationalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessAroiltioureiasBismuto(III)Atividade antimicrobianaAroylthioureasBismuth(III)Antimicrobial activityCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureiasSynthesis, characterization and biological applications of bismuth(III) complexes with aroylthiourea ligandsinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisSantos, Sailer Santos doshttp://lattes.cnpq.br/2079205451835841Lang, Ernesto SchulzJauris, Carolina Ferreira de MatosSchwade, Vânia Denisehttp://lattes.cnpq.br/1322147529670751Oliveira, Marcielli Indiara de1006000000006006006003000c9d7568-d5c4-466d-b807-0125a7d37b978016f1c0-263b-496d-b7e7-9907b7d189f983488007-ca3b-4196-b7b8-fb811194aede1318b048-8b9b-40b1-a03e-c5d5ad763f42355f0381-96b2-4923-8b83-47f93e588d02reponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMCC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; 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dc.title.por.fl_str_mv Síntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureias
dc.title.alternative.eng.fl_str_mv Synthesis, characterization and biological applications of bismuth(III) complexes with aroylthiourea ligands
title Síntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureias
spellingShingle Síntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureias
Oliveira, Marcielli Indiara de
Aroiltioureias
Bismuto(III)
Atividade antimicrobiana
Aroylthioureas
Bismuth(III)
Antimicrobial activity
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Síntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureias
title_full Síntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureias
title_fullStr Síntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureias
title_full_unstemmed Síntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureias
title_sort Síntese, caracterização e aplicação biológica de complexos derivados de bismuto(III) com ligantes do tipo aroiltioureias
author Oliveira, Marcielli Indiara de
author_facet Oliveira, Marcielli Indiara de
author_role author
dc.contributor.advisor1.fl_str_mv Santos, Sailer Santos dos
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/2079205451835841
dc.contributor.referee1.fl_str_mv Lang, Ernesto Schulz
dc.contributor.referee2.fl_str_mv Jauris, Carolina Ferreira de Matos
dc.contributor.referee3.fl_str_mv Schwade, Vânia Denise
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/1322147529670751
dc.contributor.author.fl_str_mv Oliveira, Marcielli Indiara de
contributor_str_mv Santos, Sailer Santos dos
Lang, Ernesto Schulz
Jauris, Carolina Ferreira de Matos
Schwade, Vânia Denise
dc.subject.por.fl_str_mv Aroiltioureias
Bismuto(III)
Atividade antimicrobiana
topic Aroiltioureias
Bismuto(III)
Atividade antimicrobiana
Aroylthioureas
Bismuth(III)
Antimicrobial activity
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv Aroylthioureas
Bismuth(III)
Antimicrobial activity
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description This work describes the synthesis, structural characterization and biological applications of four new bismuth(III) compounds with aroylthioureas as ligands: 1 - [Bi(La-O,S)3(HLa-S)], 2 - [Bi2(Lb-O,S)4(-Lb-12O,S,2S)2]2(C3H6O), 3 - [Bi2(Lc-O,S)2(OMe)(NO3)(H2O)]∞ and 4 - [Bi6(-Ld)6(3-NO3)2(6-NO3)](NO3)34H2O, where HLa = N-benzoyl(N’,N’-diethylthiourea), HLb = N-benzoyl(N’,N’-morpholylthiourea), H2Lc = N,N’-isoftaloilbis(N’’,N’’-dietiltioureia) and H2Ld = 2,6-dipicolinoyl(N,N-diethylthiourea). The pro-ligands HLa and HLb are considered monopodal, while H2Lc and H2Ld are bipodal. All compounds were characterized by melting point determination, Fourier-transform infrared spectroscopy (FTIR), hydrogen and carbon-13 nuclear magnetic resonance spectroscopy (NMR), mass spectrometry (MS), elemental analysis (EA) and single crystal X-ray diffraction (SC-XRD), except compound 3, which was not possible to have its structure determinated by SC-XRD. Compound 1 is a heptacoordinated mononuclear complex with three anionic chelating O,S La ligands and a neutral monopodal HLa ligand S. Compound 2 is a binuclear complex with four terminal anionic O,S Lb ligands and two bridging Lb ligands. For compound 3, a coordination polymer structure is suggested, while compound 4 behaves as a hexanuclear cluster with the anionic ligands Ld intercalating the metal centers in a complex coordination environment.The pro-ligands, the new complexes and the Bi(NO3)35H2O salt had their biological activities evaluated against antimicrobial activity in E. coli (ATCC 25922), S. aureus (ATCC 25923) and P. aeruginosa (ATCC 27853). The in vitro disk-diffusion (DD) method showed the ability of compound 2 to inhibit two types of bacteria (P. aeruginosa and S. aureus). In the results of minimum inhibitory concentration (MIC), all compounds showed significant activity against the tested bacterias except for compound 1. Yet, compound 2 was more efficient. However, the inorganic salt showed only activity against P. aeruginosa and the ligands showed no apparent activity. Therefore, the cooperative effect of the coordination of bismuth(III) and the presence of the heterocyclic ring of morpholine in compound 2 causes a remarkable increase in antimicrobial activity. These factors may be decisive for the study of new antimicrobial compounds for a possible replacement of commercially available drugs.
publishDate 2020
dc.date.issued.fl_str_mv 2020-03-06
dc.date.accessioned.fl_str_mv 2021-12-01T15:25:11Z
dc.date.available.fl_str_mv 2021-12-01T15:25:11Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
format masterThesis
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/23092
url http://repositorio.ufsm.br/handle/1/23092
dc.language.iso.fl_str_mv por
language por
dc.relation.cnpq.fl_str_mv 100600000000
dc.relation.confidence.fl_str_mv 600
600
600
300
dc.relation.authority.fl_str_mv 0c9d7568-d5c4-466d-b807-0125a7d37b97
8016f1c0-263b-496d-b7e7-9907b7d189f9
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1318b048-8b9b-40b1-a03e-c5d5ad763f42
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dc.rights.driver.fl_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.publisher.none.fl_str_mv Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
dc.publisher.program.fl_str_mv Programa de Pós-Graduação em Química
dc.publisher.initials.fl_str_mv UFSM
dc.publisher.country.fl_str_mv Brasil
dc.publisher.department.fl_str_mv Química
publisher.none.fl_str_mv Universidade Federal de Santa Maria
Centro de Ciências Naturais e Exatas
dc.source.none.fl_str_mv reponame:Biblioteca Digital de Teses e Dissertações do UFSM
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