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

Simard François, Gauthier Charles, Legault Jean, Lavoie Serge, Mshvildadze Vakhtang et Pichette André. (2016). Structure elucidation of anti-methicillin resistant Staphylococcus aureus (MRSA) flavonoids from balsam poplar buds. Bioorganic & Medicinal Chemistry, 24, (18), p. 4188-4198.

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URL officielle: http://dx.doi.org/doi:10.1016/j.bmc.2016.07.009

Résumé

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.

Type de document:Article publié dans une revue avec comité d'évaluation
ISSN:09680896
Volume:24
Numéro:18
Pages:p. 4188-4198
Version évaluée par les pairs:Oui
Date:2016
Identifiant unique:10.1016/j.bmc.2016.07.009
Sujets:Sciences naturelles et génie > Sciences naturelles > Biologie et autres sciences connexes
Sciences naturelles et génie > Sciences naturelles > Chimie
Sciences de la santé > Sciences médicales > Pharmacologie
Département, module, service et unité de recherche:Départements et modules > Département des sciences fondamentales
Mots-clés:Anti-MRSA, antibacterial activity, salsacones, dihydrochalcones, flavonoids, structure–activity relationships
Déposé le:01 sept. 2021 19:35
Dernière modification:01 sept. 2021 19:35
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