Síntese, caracterização e avaliação da atividade antimicrobiana de complexos derivados de ligantes (N, S, O) ambidentados
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2012-02-03
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Universidade Federal de Viçosa
Resumo
No presente trabalho foram sintetizados os ligantes mercaptopirimidilmetano (mpm), mercaptopirimidiletano (mpe), mercaptopirimidilbutano (mpb) e mercaptopirimidilexano (mph). A partir destes ligantes foram obtidos complexos de cobre(II). Os complexos obtidos com os três primeiros ligantes apresentaram estequiometria 1:1(M:L) e geometria bipiramidal trigonal distorcida, e o complexo obtido com o mph apresentou estequiometria 2:3 (M:L). Dois compostos de zinco(II) foram sintetizados com os ligantes mpb e mercaptopiridilexan-N-óxido (mpoh). Estes compostos apresentaram estequiometria 1:1 (M:L) e geometria octaédrica. Os compostos de bismuto foram obtidos das reações de cloreto de bismuto(III) com os ligantes mpb, mpoh e mercaptopiridilbutan-N-óxido (mpob), em acetonitrila. O bismuto(III) nestes compostos está pentacoordenado apresentando uma geometria bipiramidal-trigonal distorcida em várias estequiometrias. Foi obtido um composto de gálio(III) com o ligante dehidroacetato de sódio (DHAS) em água e etanol, formando um composto com geometria de pirâmide de base quadrada e estequiometria 1:2 (M:L). Os ligantes e os compostos foram caracterizados por espectroscopia no infravermelho, RMN de 13C e 1H, análise elementar (CHN), ponto de fusão e difração de raios X. A atividade dos compostos foi testada contra bactérias (Escherichia coli e Staphylococcus aureus), leveduras (Candida albicans e C. tropicalis) e, fungos fitopatogênicos (Bipolaris maydis, B. sorokiniana, Colletotrichum gloeosporioides, C. musae, Alternaria alternata e Fusarium graminearum). Os testes de atividade inibitória mostraram resultados interessantes, ocorrendo casos de seletividade para os microrganismos testados. Os compostos de cobre(II) foram mais ativos contra bactérias do que leveduras, enquanto que os compostos de zinco e gálio mostraram maior atividade contra os fungos. Os maiores potenciais fungitóxicos foram obtidos pelos compostos de zinco. Os compostos de bismuto apresentaram atividade moderada contra os microrganismos testados.
In this work the ligands mercaptopyrimidylmethane (mpm), mercaptopyrimidylethane (mpe), mercaptopyrimidylbutane (mpb) and mercaptopyrimidylhexane (mph) were synthesized. Complexes of copper(II) were obtained from these ligands. The complexes obtained from the first three ligands showed 1:1 (M: L) stoichiometry and distorted trigonal-bipyramidal geometry. The complex derivative of mph showed a 2:3 (M:L) stoichiometry. Two zinc compounds were synthesized using the mpb and mercaptopyridylhexan-N-oxide (mpoh) as ligands. These compounds showed 1:1 (M:L) stoichiometry and an octahedral geometry. Bismuth compounds were prepared from the reactions between bismuth(III) chloride and the ligands mpb, mpoh and mercaptopyridylbutan-N-oxide (mpob) in acetonitrile. The bismuth(III) is pentacoordinated in these compounds presenting a distorted trigonal-bipyramidal geometry by means of different stoichiometries. A gallium(III) derivative of sodium dehydroacetate was also synthesized in a mixture of water and ethanol, leading to a square pyramidal geometry with 1:2 (M:L) stoichiometry. The ligands and the metal compounds were characterized by infrared spectroscopy, 13C and 1H NMR, elemental analysis (CHN), melting point and X-rays. The activity of the compounds were tested against bacteria (Escherichia coli and Staphylococcus aureus), yeast (Candida albicans and C. tropicalis) and phytopathogenic fungi (Bipolaris maydis, B. sorokiniana, Colletotrichum gloeosporioides, C. musae, Alternaria alternata and Fusarium graminearum). The inhibitory activity assays showed interesting results, highlighting cases of selectivity for these microorganisms. The compounds of copper(II) were more active against bacteria than yeasts, while the zinc and gallium compounds showed higher activity against fungi. The greatest potential of fungitoxicity was obtained with zinc compounds. The bismuth compounds showed moderate activity against the microorganisms tested.
In this work the ligands mercaptopyrimidylmethane (mpm), mercaptopyrimidylethane (mpe), mercaptopyrimidylbutane (mpb) and mercaptopyrimidylhexane (mph) were synthesized. Complexes of copper(II) were obtained from these ligands. The complexes obtained from the first three ligands showed 1:1 (M: L) stoichiometry and distorted trigonal-bipyramidal geometry. The complex derivative of mph showed a 2:3 (M:L) stoichiometry. Two zinc compounds were synthesized using the mpb and mercaptopyridylhexan-N-oxide (mpoh) as ligands. These compounds showed 1:1 (M:L) stoichiometry and an octahedral geometry. Bismuth compounds were prepared from the reactions between bismuth(III) chloride and the ligands mpb, mpoh and mercaptopyridylbutan-N-oxide (mpob) in acetonitrile. The bismuth(III) is pentacoordinated in these compounds presenting a distorted trigonal-bipyramidal geometry by means of different stoichiometries. A gallium(III) derivative of sodium dehydroacetate was also synthesized in a mixture of water and ethanol, leading to a square pyramidal geometry with 1:2 (M:L) stoichiometry. The ligands and the metal compounds were characterized by infrared spectroscopy, 13C and 1H NMR, elemental analysis (CHN), melting point and X-rays. The activity of the compounds were tested against bacteria (Escherichia coli and Staphylococcus aureus), yeast (Candida albicans and C. tropicalis) and phytopathogenic fungi (Bipolaris maydis, B. sorokiniana, Colletotrichum gloeosporioides, C. musae, Alternaria alternata and Fusarium graminearum). The inhibitory activity assays showed interesting results, highlighting cases of selectivity for these microorganisms. The compounds of copper(II) were more active against bacteria than yeasts, while the zinc and gallium compounds showed higher activity against fungi. The greatest potential of fungitoxicity was obtained with zinc compounds. The bismuth compounds showed moderate activity against the microorganisms tested.
Descrição
Palavras-chave
Ligantes ambidentados, Fungicida, Bactericida, Ambidentate ligands, Fungicide, bactericide
Citação
BERLINI, Lilian. Synthesis, characterization and evaluation of antimicrobial activity of complexes derived of (N, S, O) ambidentate ligands. 2012. 117 f. Dissertação (Mestrado em Agroquímica analítica; Agroquímica inorgânica e Físico-química; Agroquímica orgânica) - Universidade Federal de Viçosa, Viçosa, 2012.