Design and Synthesis of Novel Amino and Acetamidoaurones with Antimicrobial Activities - Biomarqueurs, Environnement, Santé Accéder directement au contenu
Article Dans Une Revue Antibiotics Année : 2024

Design and Synthesis of Novel Amino and Acetamidoaurones with Antimicrobial Activities

Hamza Olleik
Elise Courvoisier-Dezord
Sophie Guillier
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Fabienne Neulat-Ripoll
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Romain Haudecoeur
Jean-Michel Bolla
Yolande Charmasson
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Elias Baydoun
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Akram Hijazi
Marc Maresca

Résumé

The development of new and effective antimicrobial compounds is urgent due to the emergence of resistant bacteria. Natural plant flavonoids are known to be effective molecules, but their activity and selectivity have to be increased. Based on previous aurone potency, we designed new aurone derivatives bearing acetamido and amino groups at the position 5 of the A ring and managing various monosubstitutions at the B ring. A series of 31 new aurone derivatives were first evaluated for their antimicrobial activity with five derivatives being the most active (compounds 10, 12, 15, 16, and 20). The evaluation of their cytotoxicity on human cells and of their therapeutic index (TI) showed that compounds 10 and 20 had the highest TI. Finally, screening against a large panel of pathogens confirmed that compounds 10 and 20 possess large spectrum antimicrobial activity, including on bioweapon BSL3 strains, with MIC values as low as 0.78 µM. These results demonstrate that 5-acetamidoaurones are far more active and safer compared with 5-aminoaurones, and that benzyloxy and isopropyl substitutions at the B ring are the most promising strategy in the exploration of new antimicrobial aurones.
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hal-04588387 , version 1 (27-05-2024)

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Attilio Di Maio, Hamza Olleik, Elise Courvoisier-Dezord, Sophie Guillier, Fabienne Neulat-Ripoll, et al.. Design and Synthesis of Novel Amino and Acetamidoaurones with Antimicrobial Activities. Antibiotics, 2024, 13, ⟨10.3390/antibiotics13040300⟩. ⟨hal-04588387⟩
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