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- Title
Generation of potent antibacterial compounds through enzymatic and chemical modifications of the trans-δ-viniferin scaffold.
- Authors
Huber, Robin; Marcourt, Laurence; Héritier, Margaux; Luscher, Alexandre; Guebey, Laurie; Schnee, Sylvain; Michellod, Emilie; Guerrier, Stéphane; Wolfender, Jean-Luc; Scapozza, Leonardo; Köhler, Thilo; Gindro, Katia; Queiroz, Emerson Ferreira
- Abstract
Stilbene dimers are well-known for their diverse biological activities. In particular, previous studies have demonstrated the high antibacterial potential of a series of trans-δ-viniferin-related compounds against gram-positive bacteria such as Staphylococcus aureus. The trans-δ-viniferin scaffold has multiple chemical functions and can therefore be modified in various ways to generate derivatives. Here we report the synthesis of 40 derivatives obtained by light isomerization, O-methylation, halogenation and dimerization of other stilbene monomers. The antibacterial activities of all generated trans-δ-viniferin derivatives were evaluated against S. aureus and information on their structure–activity relationships (SAR) was obtained using a linear regression model. Our results show how several parameters, such as the O-methylation pattern and the presence of halogen atoms at specific positions, can determine the antibacterial activity. Taken together, these results can serve as a starting point for further SAR investigations.
- Subjects
STILBENE derivatives; GRAM-positive bacteria; STRUCTURE-activity relationships; ANTIBACTERIAL agents; STAPHYLOCOCCUS aureus; STILBENE
- Publication
Scientific Reports, 2023, Vol 13, Issue 1, p1
- ISSN
2045-2322
- Publication type
Article
- DOI
10.1038/s41598-023-43000-5