In a recent study, we investigated the antimicrobial activity of a collection of resveratrol-derived monomers and dimers against a series of foodborne pathogens. Out of the tested molecules, dehydro-δ-viniferin and dehydro-ε-viniferin emerged as the most promising derivatives. To define the structural elements essential to the antimicrobial activity against the foodborne pathogen L. monocytogenes Scott A as a model Gram-positive microorganism, the synthesis of a series of simplified benzofuran-containing derivatives was carried out. The systematic removal of the aromatic moieties of the parent molecules allowed a deeper insight into the most relevant structural features affecting the activity. While the overall structure of compound 1 could not be altered without a substantial loss of antimicrobial activity, the structural simplification of compound 2 (minimal inhibitory concentration (MIC) 16 μµg/mL, minimal bactericidal concentration (MBC) >512 μµg/mL) led to the analogue 7 with increased activity (MIC 8 μµg/mL, MBC 64 μµg/mL).
Structural requirements of benzofuran derivatives dehydro-δ-and dehydro-ε-viniferin for antimicrobial activity against the foodborne pathogen listeria monocytogenes / G. Catinella, L.M. Mattio, L. Musso, S. Arioli, D. Mora, G.L. Beretta, N. Zaffaroni, A. Pinto, S. Dallavalle. - In: INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES. - ISSN 1661-6596. - 21:6(2020 Mar), pp. 2168.1-2168.10.
|Titolo:||Structural requirements of benzofuran derivatives dehydro-δ-and dehydro-ε-viniferin for antimicrobial activity against the foodborne pathogen listeria monocytogenes|
CATINELLA, GIORGIA (Co-primo)
MATTIO, LUCE MICHELA (Co-primo)
PINTO, ANDREA (Penultimo) [Conceptualization] (Corresponding)
DALLAVALLE, SABRINA (Ultimo)
|Parole Chiave:||Antimicrobials; Benzofuran nucleus; Listeria monocytogenes; Viniferin derivatives|
|Settore Scientifico Disciplinare:||Settore CHIM/10 - Chimica degli Alimenti|
Settore CHIM/08 - Chimica Farmaceutica
|Data di pubblicazione:||mar-2020|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.3390/ijms21062168|
|Appare nelle tipologie:||01 - Articolo su periodico|