Pd(II) and Zn(II) compounds derivatives of N-R-sulphonyldithiocarbimates: Synthesis, characterization and evaluation of antimicrobial activity

Autor: Oliveira, Alexandre Almeida
Přispěvatelé: Menezes, Daniele Cristiane, Rubinger, Mayura Marques Magalhães, Oliveira, Marcelo Ribeiro Leite de, Teixeira, Róbson Ricardo, Zambolim, Laércio
Jazyk: portugalština
Rok vydání: 2013
Předmět:
Zdroj: LOCUS Repositório Institucional da UFV
Universidade Federal de Viçosa (UFV)
instacron:UFV
Popis: Conselho Nacional de Desenvolvimento Científico e Tecnológico Aiming to increase the knowledge on the structure of complexes based on N-Rsulphonyldithiocarbimate ligands, in the present work are discussed the syntheses and characterization of seven new heteroleptic palladium(II) complexes [Pd(RSO2N=CS2)(PPh3)2] (R = C2H5, C4H9, C8H17, 4-FC6H4, 4-ClC6H4, 4-BrC6H4 and 4-IC6H4), four new salts of homoleptic palladium(II) complexes [PPh3R]2[Pd(4- FC6H4SO2N=CS2)2] (R = CH3, C2H5, C4H9, C6H5) and three new salts of homoleptic zinc(II) complexes [PPh3R]2[Zn(4-FC6H4SO2N=CS2)2] (R = CH3, C2H5, C4H9). The compounds were characterized by their melting points, elemental analyses, vibrational spectroscopy, eletronic spectroscopy, 1H, 13C and 31P NMR spectroscopy, as well as X ray diffraction. The data collected are in agreement with the proposed structures. The synthesized compounds, the parent potassium N-R-sulphonyldithiocarbimates and Rtriphenylphosphonium halides had their antimicrobial activities evaluated against Escherichia coli and Staphylococcus aureus. Except for the Pd(II) complexes, all compounds were active. The in vitro antifungal activity of the R-triphenylphosphonium bis(4-fluorophenylsulphonyldithiocarbimate)zincate(II) compounds was investigated against Botrytis cinerea. Some of the tested compounds presented IC50 values which were inferior to those observed for bis(dimethyldithiocarbimato)zinc(II), active ingredient with known action fungicide, thus indicating a great agrochemical potential of the new compounds. It was also verified that the nature of the R group in the Rtriphenylphosphonium cation influences the activity of the bis(4- fluorophenylsulphonyldithiocarbimate)zincate(II) salts, which decrease in the following sequence: PPh+4>C4H9PPh+3>C2H5PPH+3>CH3PPH+3 . Com o objetivo de ampliar o conhecimento relacionado à natureza estrutural dos complexos baseados em ligantes N-R-sulfonilditiocarbimatos, no presente trabalho são discutidos a síntese e a caracterização de sete novos complexos heterolépticos de paládio(II) [Pd(RSO2N=CS2)(PPh3)2] (R = C2H5, C4H9, C8H17, 4-FC6H4, 4-ClC6H4, 4- BrC6H4,4-IC6H4), quatro novos sais de complexos homolépticos de paládio(II) (PPh3R)2[Pd(4-FC6H4SO2N=CS2)2] (R = CH3, C2H5, C4H9, C6H5) e três novos sais de complexos homolépticos de zinco(II) (PPh3R)2[Zn(4-FC6H4SO2N=CS2)2] (R = CH3, C2H5 e C4H9). Os compostos foram caracterizados por temperaturas de fusão, análises elementares, espectroscopia vibracional, espectroscopia eletrônica, ressonância magnética nuclear de 1H, 13C e 31P, bem como por análises de difração de raios X. Os dados obtidos estão de acordo com as estruturas propostas. Os compostos sintetizados, os sais N-R-sulfonilditiocarbimatos de potássio e os haletos de R-trifenilfosfônio tiveram suas atividades antimicrobianas avaliadas contra as bactérias Escherichia coli e Staphylococcus aureus. Exceto os complexos de Pd(II), todos os compostos se mostraram ativos. A atividade fungicida in vitro dos compostos bis(4- fluorofenilsulfonilditio-carbimato)zincato(II) de R-trifenilfosfônio foi investigada contra Botrytis cinerea. Alguns dos compostos testados apresentaram valores IC50 menores do que o composto bis(dimetilditiocarbimato)zinco(II), princípio ativo com conhecida ação fungicida, o que indica um grande potencial agroquímico dos novos compostos. Verificou-se, ainda, que a natureza dos grupos R no cátion Rtrifenilfosfônio influencia a atividade dos sais bis(4- fluorofenilsulfonilditiocarbimato)zincato(II) de R-trifenilfosfônio, com ordem decrescente de atividade PPh+4>C4H9PPh+3>C2H5PPH+3>CH3PPH+3 .
Databáze: OpenAIRE
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