NDA@SZTAKI

Phenanthrenes from Juncus inflexus with Antimicrobial Activity against Methicillin-Resistant Staphylococcus aureus

TĂłth, Barbara

Liktor-Busa, Erika

KĂşsz, Norbert

Szappanos, Ádåm

MĂĄndi, Attila

KurtĂĄn, Tibor

ZsoldinĂŠ UrbĂĄn, Edit

Hohmann, Judit

Vasas, Andrea

American Chemical Society

2016

QD04 Organic chemistry / szerves kĂŠmia

QR Microbiology / mikrobiolĂłgia

RS Pharmacy and materia medica / gyĂłgyszerĂŠszet, gyĂłgyĂĄszati eszkĂśzĂśk

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.

angol

Article

PeerReviewed

info:eu-repo/semantics/article

text

http://real.mtak.hu/66881/1/vasasa_tth2016.pdf

Tóth, Barbara and Liktor-Busa, Erika and Kúsz, Norbert and Szappanos, Ádåm and Måndi, Attila and Kurtån, Tibor and ZsoldinÊ Urbån, Edit and Hohmann, Judit and Vasas, Andrea (2016) Phenanthrenes from Juncus inflexus with Antimicrobial Activity against Methicillin-Resistant Staphylococcus aureus. JOURNAL OF NATURAL PRODUCTS, 79 (11). pp. 2814-2823. ISSN 0163-3864

http://real.mtak.hu/66881/

https://doi.org/10.1021/acs.jnatprod.6b00581

MTMT:3143290; doi:10.1021/acs.jnatprod.6b00581