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Structural Requirements of Benzofuran Derivatives Dehydro-?- and Dehydro-?-Viniferin for Antimicrobial Activity Against the Foodborne Pathogen Listeria monocytogenes.


ABSTRACT: 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-?-viniferin and dehydro-?-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 µg/mL, minimal bactericidal concentration (MBC) >512 µg/mL) led to the analogue 7 with increased activity (MIC 8 µg/mL, MBC 64 µg/mL).

SUBMITTER: Catinella G 

PROVIDER: S-EPMC7139904 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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Structural Requirements of Benzofuran Derivatives Dehydro-<i>δ</i>- and Dehydro-<i>ε</i>-Viniferin for Antimicrobial Activity Against the Foodborne Pathogen <i>Listeria monocytogenes</i>.

Catinella Giorgia G   Mattio Luce M LM   Musso Loana L   Arioli Stefania S   Mora Diego D   Beretta Giovanni Luca GL   Zaffaroni Nadia N   Pinto Andrea A   Dallavalle Sabrina S  

International journal of molecular sciences 20200321 6


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-<i>δ</i>-viniferin and dehydro-<i>ε</i>-viniferin emerged as the most promising derivatives. To define the structural elements essential to the antimicrobial activity against the foodborne pathogen <i>L. monocytogenes</i> Scott A as a model Gram-positive microorganism, the synthesis of a series of si  ...[more]

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