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Molecules 2017, 22(8), 1372; doi:10.3390/molecules22081372

Synthesis and Antimicrobial Studies of New Antibacterial Azo-Compounds Active against Staphylococcus aureus and Listeria monocytogenes

1
Department of Pharmacy, University of Salerno, Via Giovanni Paolo II 132, 84084 Fisciano (SA), Italy
2
Department of Industrial Engineering, University of Salerno, Via Giovanni Paolo II 132, 84084 Fisciano (SA), Italy
3
Department of Chemical Science, University of Napoli “Federico II”, Cupa Nuova Cintia, Napoli 21-80126 , Italy
4
Servicio de Microbiología, Hospital Universitario Son Espases, Instituto de Investigación Sanitaria de Palma (IdISPa), Ctra. Valldemossa 79, 07010 Palma de Mallorca, Spain
*
Author to whom correspondence should be addressed.
Received: 24 July 2017 / Accepted: 18 August 2017 / Published: 19 August 2017
(This article belongs to the Special Issue Antibacterial Materials and Coatings)
View Full-Text   |   Download PDF [647 KB, uploaded 19 August 2017]   |  

Abstract

Some novel (phenyl-diazenyl)phenols (4am) were designed and synthesized to be evaluated for their antibacterial activity. Starting from an active previously-synthesized azobenzene chosen as lead compound, we introduced some modifications and optimization of the structure, in order to improve solubility and drug conveyance. Structures of all newly-synthesized compounds were confirmed by 1H nuclear magnetic resonance (NMR), mass spectrometry, and UV-Vis spectroscopy. Antibacterial activity of the new compounds was tested with the dilution method against the bacteria strains Listeria monocytogenes, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa PAO1. All the compounds were selectively active against Gram-positive bacteria. In particular, compounds 4d, 4h, and 4i showed the highest activity against S. aureus and Listeria monocytogenes, reaching remarkable MIC100 values of 4 μg/mL and 8 μg/mL. The relationship between antimicrobial activity and compound structure has suggested that the presence of hydroxyl groups seems to be essential for antimicrobial activity of phenolic compounds. View Full-Text
Keywords: azo-compound; Gram-positive antibacterial; listeria monocytogenes; synthesis azo-compound; Gram-positive antibacterial; listeria monocytogenes; synthesis
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MDPI and ACS Style

Piotto, S.; Concilio, S.; Sessa, L.; Diana, R.; Torrens, G.; Juan, C.; Caruso, U.; Iannelli, P. Synthesis and Antimicrobial Studies of New Antibacterial Azo-Compounds Active against Staphylococcus aureus and Listeria monocytogenes. Molecules 2017, 22, 1372.

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