2786-80-3Relevant academic research and scientific papers
Structure modification of an active azo-compound as a route to new antimicrobial compounds
Concilio, Simona,Sessa, Lucia,Petrone, Anna Maria,Porta, Amalia,Diana, Rosita,Iannelli, Pio,Piotto, Stefano
, (2017/06/20)
Some novel (phenyl-diazenyl)phenols 3a-g were designed and synthesized to be evaluated for their antimicrobial activity. A previously synthesized molecule, active against bacteria and fungi, was used as lead for modifications and optimization of the structure, by introduction/removal or displacement of hydroxyl groups on the azobenzene rings. The aim of this work was to evaluate the consequent changes of the antimicrobial activity and to validate the hypothesis that, for these compounds, a plausible mechanism could involve an interaction with protein receptors, rather than an interaction with membrane. All newly synthesized compounds were analyzed by 1H-NMR, DSC thermal analysis and UV-Vis spectroscopy. The in vitro minimal inhibitory concentrations (MIC) of each compound was determined against Gram-positive and Gram-negative bacteria and Candida albicans. Compounds 3b and 3g showed the highest activity against S. aureus and C. albicans, with remarkable MIC values of 10 μg/mL and 3 μg/mL, respectively. Structure-activity relationship studies were capable to rationalize the effect of different substitutions on the phenyl ring of the azobenzene on antimicrobial activity.
Binding properties of p-(phenylazo)calixarenes for metal ions
Nomura,Taniguchi,Otsuji
, p. 3797 - 3801 (2007/10/02)
The binding properties of p-(phenylzao)calis[n]arenes (n=6 and n=4) for metal ions have been studied. The calixarenes show a highly selective binding ability toward Ag+, Hg+, and Hg2+. This property can be explained in terms of a metal ion-induced azo/hydrazone tautomerism. The Ag+ ion forms complexes with the azocalixarenes by binding with their hydrazone tautomers.
