X-ray characterization and in vitro biological evaluation of 1-(4-amidophenyl)-3-(4-acetylphenyl)triazene and the gold(I) triazenide complex {Au(I)[RPhNNNPhR′][PPh3]} [R = (CO)NH2, R′ = (CO)CH3]

Add time:07/14/2019    Source:sciencedirect.com

The asymmetric 1,3-disubstituted biaryl triazene 1-(4-amidophenyl)-3-(4-acetylphenyl)triazene (1) and the corresponding complex [1-(4-amidophenyl)-3-(4-acetylphenyl)triazenido-κN3](triphenylphosphane-κP)gold(I) (2) were characterized by single-crystal X-ray structure analysis and, the antibacterial and the cytotoxic activities of both compounds were investigated. In the solid state the free molecule 1 shows a 2-D arrangement via classical N–H⋯N and N–H⋯O hydrogen bonds, while the linear coordinated gold(I) complex 2 reveals a 1-D arrangement via centrosymmetric pairs of molecules generated by classical N–H⋯O bifurcated hydrogen bonding. The cytotoxic potential of 1 and 2 on the bone marrow of patients with a clinical suspicion of leukemia compared with samples of an healthy patient was evaluated. Complex 2 exhibited expressive antiproliferative effects, especially on cells from patient with myelodysplastic syndrome. Antibacterial activities (minimum inhibitory concentration, MIC) of 1 and 2 against 16 bacteria were evaluated. Compound 2 presented an high level activity (MIC = 8 μg × mL−1) against Enterococcus faecalis ATCC 29212, E. faecalis ATCC 51288 and Staphylococcus epidermidis ATCC 12228.

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