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    Amphiphilic azobenzenes: Antibacterial activities and biophysical investigation of their interaction with bacterial membrane lipids

    Year: 2020

    Journal: Bioorganic Chem., Volume 94, JAN

    Authors: Franche, A; Fayeulle, A; Lins, L; Billamboz, M; Pezron, I; Deleu, M; Leonard, E

    Organizations: Wallonie-Bruxelles International; Fonds National de la Recherche Scientifique pour la communaute francaise de Belgique; Ministere des Affaires Etrangeres et du Developpement International (MAEDI); Ambassade de France en Belgique pour la France; Ministere de l'Education Nationale de la Recherche et de la Technologie

    Keywords: Azo amphiphile compounds; Organic synthesis; Antibacterial activity; Membrane interaction

    With the emergence of multi-drug resistant bacteria and hospital-acquired infections, there is an urgent need to develop new antibiotics. Here, we report the synthesis, physico-chemical characterizations, and antimicrobial activity assays of four Azo compounds that differ in their alkyl chain length. The molecular mechanism of their antibacterial activity was investigated by complementary in vitro and in silico biophysical studies. The compounds with alkyl chain lengths of four or six carbons showed a low MIC50 against Escherichia coli and Bacillus subtilis. Our investigations into the mechanism of their action revealed that phosphatidylethanolamine in the bacterial plasma membrane plays an important role in their antibacterial activity.
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