Structure elucidation of anti-methicillin resistant Staphylococcus aureus (MRSA) flavonoids from balsam poplar buds.

François Simard 1 Charles Gauthier 2, 1 Jean Legault 1 Serge Lavoie 1 Vakhtang Mshvildadze 1 André Pichette 1
1 UQAC - Université du Québec [Chicoutimi]
2 INRS-IAF - Institut Armand Frappier
Abstract : There is nowadays an urgent need for developing novel generations of antibiotic agents due to the increased resistance of pathogenic bacteria. As a rich reservoir of structurally diverse compounds, plant species hold promise in this regard. Within this framework, we isolated a unique series of antibacterial flavonoids, named balsacones N-U, featuring multiple cinnamyl chains on the flavan skeleton. The structures of these compounds, isolated as racemates, were determined using extensive 1D and 2D NMR analysis in tandem with HRMS. Balsacones N-U along with previously isolated balsacones A-M were evaluated for their antibacterial activity against clinical isolates of methicillin resistant Staphylococcus aureus (MRSA). Several of the tested balsacones were potent anti-MRSA agents showing MIC values in the low micromolar range. Structure-activity relationships study highlighted some important parameters involved in the antibacterial activity of balsacones such as the presence of cinnamyl and cinnamoyl chains at the C-3 and C-8 positions of the flavan skeleton, respectively. These results suggest that balsacones could represent a potential novel class of naturally occurring anti-MRSA agents.
Keywords : Dihydrochalcone... Antibacterial a... Anti-MRSA Balsacones Structure–activ... Flavonoids
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Article dans une revue
Bioorganic & medicinal chemistry, Elsevier, 2016, 24 (18), pp.4188-4198. 〈10.1016/j.bmc.2016.07.009 〉
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Soumis le : mercredi 3 août 2016 - 22:45:20
Dernière modification le : lundi 5 février 2018 - 15:22:10

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François Simard, Charles Gauthier, Jean Legault, Serge Lavoie, Vakhtang Mshvildadze, et al.. Structure elucidation of anti-methicillin resistant Staphylococcus aureus (MRSA) flavonoids from balsam poplar buds.. Bioorganic & medicinal chemistry, Elsevier, 2016, 24 (18), pp.4188-4198. 〈10.1016/j.bmc.2016.07.009 〉. 〈pasteur-01351550〉

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