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Increasing the antibacterial activity of gallium(III) against Pseudomonas aeruginosa upon coordination to pyridine-derived thiosemicarbazones
Authors:Jeferson G. da Silva  Lucas S. Azzolini  Solange M.S.V. Wardell  James L. Wardell  Heloisa Beraldo
Affiliation:1. Departamento de Química, Universidade Federal de Minas Gerais, Av. Antonio Carlos 6627, Pampulha, 31270-901 Belo Horizonte, MG, Brazil;2. Departamento de Síntese Orgânica, Farmanguinhos – Fiocruz, Instituto de Tecnologia em Fármacos, Far-Manguinhos, FIOCRUZ, CEP 21041-250 Rio de Janeiro, RJ, Brazil
Abstract:Reaction of N(4)-phenyl-2-formylpyridine thiosemicarbazone (H2Fo4Ph), N(4)-phenyl-2-acetylpyridine thiosemicarbazone (H2Ac4Ph) and N(4)-phenyl-2-benzoylpyridine thiosemicarbazone (H2Bz4Ph) with gallium nitrate gave [Ga(H2Fo4Ph)2](NO3)3 (1), [Ga(2Ac4Ph)2]NO3 (2) and [Ga(2Bz4Ph)2]NO3 (3). In all complexes coordination of the thiosemicarbazone via the Npy–N–S chelating system occurs. In 1 the thiosemicarbazone acts as a neutral ligand while in 2 and 3 the ligand is anionic. Upon slow diffusion of 2 in DMSO [Ga(2Ac4Ph)2]NO3·DMSO (2a) was formed. The crystal structure of 2a was determined. Upon coordination the antibacterial activity of both gallium and thiosemicarbazones against Pseudomonas aeruginosa significantly increases.
Keywords:Thiosemicarbazones   Gallium(III) complexes   Antibacterial   Pseudomonas aeruginosa
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