Antibacterial and Antibiofilm Activity of Flavonoid and Saponin Derivatives from Atriplex tatarica against Pseudomonas aeruginosa.
2019
Authors:
Stanković, JovanaGođevac, Dejan
Tešević, Vele
Dajić-Stevanović, Zora
Ćirić, Ana
Soković, Marina
Novaković, Miroslav
Document Type:
Article (Published version)
,
© 2019 American Chemical Society and American Society of Pharmacognosy.
Metadata
Show full item recordAbstract:
A new flavonoid glucoside derivative, patuletin 3 -O-(2- O-feruloyl)-β-d-glucuronopyranosyl-(1→2)-β-d-glucopyranoside, named atriplexin IV (1), and three new triterpenoid saponin derivatives, two sulfonylated, β-d-glucopyranosyl-3 -O-(2- O-sulfo-β-d-galactopyranosyl)-(1→2)-α-l-arabinopyranoside-30-alolean-12-en-28-oate (2), named atriplexogenin I, β-d-glucopyranosyl-3- O-(2- O-sulfo-β-d-galactopyranosyl)-(1→2)-α-l-arabinopyranoside)-30-hydroxyolean-12-en-28-oate (3), named atriplexogenin II, and β-d-glucopyranosyl-3 -O-(β-d-glucopyranosyl-(1→2)-β-d-galactopyranosyl-(1→2)-α-l-arabinopyranoside)-30-alolean-12-en-28-oate (4), named atriplexogenin III, were isolated by silica gel column and semipreparative HPLC chromatography from the n-butanol extract of the salt marsh plant Atriplex tatarica. In addition, two known secondary metabolites, patuletin3 -O-β-d-apiofuranosyl-(1‴→2″)-β-d-glucopyranoside (5) and patuletin 3 -O-5‴- O-feruloyl-β-d-apiofuranosyl-(1‴→2″)-β-d-glucopyranoside (6), were isolated for the first time from A. tatarica. The structures of the isolated compounds were elucidated by 1D and 2D NMR, HRESIMS, IR, and UV data. Antibacterial activity by the microdilution method and antibiofilm activity against P. aeruginosa were assessed. Compound 5 possesses significant antibacterial activity, while the most potent antibiofilm agent is compound 2.
Keywords:
m21Source:
Journal of Natural Products, 2019, 82, 6, 1487-1495Funding / projects:
- Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-MESTD-Basic Research (BR or ON)-172053)
- Characterization and application of fungal metabolites and assessment of new biofungicides potential (RS-MESTD-Basic Research (BR or ON)-173032)
- Morphological, chemical, pharmacological and agronomic characterization of the Pannonian Thyme (Thymus pannonicus All., Lamiaceae), with the purpose of sustainable production in intensive cropping system (RS-MESTD-Technological Development (TD or TR)-31089)
DOI: 10.1021/acs.jnatprod.8b00970
PubMed: 31181926
WoS: 000473827300011
Scopus: 2-s2.0-85067065776
URI
http://pubs.acs.org/doi/10.1021/acs.jnatprod.8b00970https://radar.ibiss.bg.ac.rs/handle/123456789/3397