1. Phenanthrenes from Juncus inflexus with Antimicrobial Activity against Methicillin-Resistant Staphylococcus aureus.
- Author
-
Tóth B, Liktor-Busa E, Kúsz N, Szappanos Á, Mándi A, Kurtán T, Urbán E, Hohmann J, Chang FR, and Vasas A
- Subjects
- Acinetobacter baumannii drug effects, Anti-Bacterial Agents chemistry, Anti-Bacterial Agents pharmacology, Anti-Infective Agents chemistry, Anti-Infective Agents pharmacology, Escherichia coli drug effects, Hexanes chemistry, Hungary, Klebsiella pneumoniae drug effects, Methicillin pharmacology, Microbial Sensitivity Tests, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Pseudomonas aeruginosa drug effects, beta-Lactamases metabolism, Magnoliopsida chemistry, Methicillin-Resistant Staphylococcus aureus drug effects, Phenanthrenes chemistry, Phenanthrenes isolation & purification, Phenanthrenes pharmacology
- Abstract
The present study has focused on an investigation of the antibacterial effects of Juncus inflexus and the isolation and identification of its active compounds. Eleven phenanthrenes were isolated from a methanolic extract of the roots. Four compounds (jinflexins A-D, 1-4) are new natural products, while seven phenanthrenes [juncuenins A (5), B (6), and D (8), juncusol (7), dehydrojuncuenins A (9) and B (11), and dehydrojuncusol (10)] were isolated for the first time from the plant. Jinflexin D (4) is a dimer with an unprecedented heptacyclic ring system. The absolute configurations of the new compounds were determined by TDDFT-ECD calculations, and their enantiomeric purity was checked by chiral HPLC analysis. Extracts of different polarity (n-hexane, dichloromethane, and ethyl acetate) were evaluated for their antimicrobial effects against methicillin-resistant Staphylococcus aureus, extended-spectrum β-lactamase (ESBL)-producing Citrobacter freundii, Escherichia coli, Enterobacter cloacae, Klebsiella pneumoniae, multiresistant Acinetobacter baumannii, and Pseudomonas aeruginosa. The MIC values of the isolated compounds were determined by a microdilution method. Jinflexin B (2), juncusol (7), juncuenin D (8), and dehydrojuncuenin B (11) showed significant activity (MIC value range 12.5-100 μg/mL) against MRSA strains.
- Published
- 2016
- Full Text
- View/download PDF