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Antibacterial and Antibiofilm Activity of Flavonoid and Saponin Derivatives from <i>Atriplex tatarica</i> against <i>Pseudomonas aeruginosa</i>

Jovana StankovićInstitute of Chemistry, Technology and Metallurgy, National Institute, University of Belgrade, Studentski trg 12-16, 11000 Belgrade, SerbiaDejan GođevacInstitute of Chemistry, Technology and Metallurgy, National Institute, University of Belgrade, Studentski trg 12-16, 11000 Belgrade, SerbiaVele TeševićFaculty of Chemistry, University of Belgrade, Studentski trg 12-16, 11000 Belgrade, SerbiaZ. D. StevanovićFaculty of Agriculture, University of Belgrade, Nemanjina Street 6, 11080 Zemun, SerbiaAna ĆirićDepartment of Plant Physiology, Institute for Biological Research “Siniša Stanković”, University of Belgrade, Bulevar Despota Stefana 142, 11000 Belgrade, SerbiaMarina SokóvićDepartment of Plant Physiology, Institute for Biological Research “Siniša Stanković”, University of Belgrade, Bulevar Despota Stefana 142, 11000 Belgrade, SerbiaMiroslav NovakovićInstitute of Chemistry, Technology and Metallurgy, National Institute, University of Belgrade, Studentski trg 12-16, 11000 Belgrade, Serbia

2019en

ABI

Annotatsiya

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.

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DOI: 10.1021/acs.jnatprod.8b00970

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