N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes with significant antifungal activity: crystal structure of N(4)-para-tolyl-2-benzoylpyridine thiosemicarbazone

Abstract

Três complexos inéditos do tipo [Cu(HL)Cl 2 ] foram obtidos com N(4)-orto (H2Bz4oT, HL1), N(4)-meta (H2Bz4mT, HL2) e N(4)-para-toluil-2-benzoilpiridina tiossemicarbazona (H2Bz4pT, HL3), nos quais a tiossemicarbazona coordena-se ao metal por meio do sistema quelante N py -N-S. H2Bz4pT (HL3) cristaliza-se no grupo espacial P1 -, a = 9,509(3) Å, b = 9,807(4) Å, c = 11,564(4) Å; α = 100,76(2)°, β = 105,99(2)°, γ = 114,59(2)°. Tanto as tiossemicarbazonas quanto seus complexos de cobre(II) apresentaram atividade antifúngica pronunciada contra Candida albicans, com valores baixos de concentração inibitória mínima (CIM), entre 8 e 0,3 μg mL -1 (23 a 0,7 μmol L -1 ) para as tiossemicarbazonas e entre 1 e 0,1 μg mL -1 (2 a 0,3 μmol L -1 ) para os complexos. Nossos resultados sugerem que a coordenação ao cobre constitui estratégia interessante de redução da dose necessária à atividade.

Synthesis, crystal structure, characterization of zinc(II), cadmium(II) complexes with 3-thiophene aldehyde thiosemicarbazone (3TTSCH). Biological activities of 3TTSCH and its complexes

“…N(4)-tolyl-2-benzoylpyridine thiosemicarbazones and their copper(II) complexes were tested as antifungal on Candida albicans [6]. 5-Methyl-2-furfural thiosemicarbazone and its nickel and copper complexes were used as antifungal against on Aspergillus fumigatus and C. albicans [7].…”

Synthesis, spectral characterization and crystal structure of a novel trinuclear di-n-butyltin(IV) complex with pyruvic acid-N(4)-cyclohexylthiosemicarbazone (H2PACT)

“…For tin(IV) complex 1, the medium stretching band at 3322 cm À1 correspond to the eOH group in the spectrum of ligand is disappeared in the spectrum of complex 1 due to the deprotonation,indicates metal-ligand bond formation through the site. The stretching and bending frequency of the n(CeS) band observed at 1249 and 873 cm À1 in the spectrum of the ligand are shifted to lower frequency at 1219 cm À1 and 827 cm À1 in the spectrum of tin(IV) complex 1, indicating coordination of sulfur atom in the thiolate form [22,23]. The (nCOOH) band observed at 1692 cm À1 in infrared spectrum of the free ligand, was absent in the IR spectrum of the complex 1.…”

Chelating Competency and Electrochemical Response of a Heterocyclic Phenylhydrazone and its Copper Chelate

“…A confirmatory evidence for the coordination of heterocyclic nitrogen was also obtained from the IR spectral data. The in-plane deformation modes of pyridine ring shown by the ligand at 621 and 667cm -1 respectively shifted to 625 and 687cm -1 in chelate, suggesting the coordination of the hetero aromatic nitrogen to the metal [19][20] . Appearance of new bands at 434 and 411cm -1 respectively, is an indication of coordination of the heteroaromatic nitrogen and azomethine nitrogen of the ligand APPH to the central metal ion.…”