Synthesis of 3-Aryl-3-(Furan-2-yl)Propanoic Acid Derivatives, and Study of Their Antimicrobial Activity.
Mikhail V KalyaevDmitry S RyabukhinMarina A BorisovaAlexander Yu IvanovIrina A BoyarskayaKristina E BorovkovaLia R NikiforovaJulia V SalmovaNikolay V Ul'yanovskiiDmitry S KosyakovAleksander V VasilyevPublished in: Molecules (Basel, Switzerland) (2022)
Reactions of 3-(furan-2-yl)propenoic acids and their esters with arenes in Brønsted superacid TfOH affords products of hydroarylation of the carbon-carbon double bond, 3-aryl-3-(furan-2-yl)propenoic acid derivatives. According to NMR and DFT studies, the corresponding O,C-diprotonated forms of the starting furan acids and esters should be reactive electrophilic species in these transformations. Starting compounds and their hydroarylation products, at a concentration of 64 µg/mL, demonstrate good antimicrobial activity against yeast-like fungi Candida albicans . Apart from that, these compounds suppress Escherichia coli and Staphylococcus aureus .
Keyphrases
- candida albicans
- biofilm formation
- staphylococcus aureus
- escherichia coli
- magnetic resonance
- high resolution
- pseudomonas aeruginosa
- density functional theory
- mass spectrometry
- cystic fibrosis
- saccharomyces cerevisiae
- genetic diversity
- molecular dynamics simulations
- methicillin resistant staphylococcus aureus
- crystal structure