A new flavonol glycoside from the medicinal halophyte Suaeda fruticosa

Nat Prod Res. 2014;28(13):960-6. doi: 10.1080/14786419.2014.900771. Epub 2014 Jun 19.

Abstract

A new flavonol glycoside, namely 3-(α-rhamnopyranosyl-(1 → 2)-[β-xylopyranosyl-(1 → 6)]-β-glucopyranosyloxy) isorhamnetin was reported from methanol extracts of aerial parts of Suaeda fruticosa for the first time. In this work, liquid chromatography coupled to atmospheric pressure chemical ionisation mass spectrometry, high-resolution mass spectrometry and nuclear magnetic resonance spectroscopy were used to identify this new compound. Structure was elucidated on the basis of extensive spectroscopic analysis, including HSQC, HMBC and (1)H-(1)H COSY. Antioxidant potentialities of a pure compound were evaluated. The estimation of antioxidant capacities using oxygen radical absorbance capacity (ORAC method) and a cell based-assay (WS1) indicated that this new flavonol exhibited the highest antioxidant activities with an ORAC value of 5.0 ± 0.3 μmol Trolox/μmol and inhibited the tBH-induced oxidation of 2',7'-dichlorofluorescin with an IC50 value of 4.9 ± 0.6 μM.

Keywords: Suaeda fruticosa; flavonol glycoside; high-performance liquid chromatography; mass spectrometry; nuclear magnetic resonance; oxygen radical absorbance capacity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Chenopodiaceae / chemistry*
  • Flavonols / chemistry
  • Flavonols / isolation & purification*
  • Flavonols / pharmacology
  • Fluoresceins / metabolism
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oxidation-Reduction
  • Plants, Medicinal / chemistry*
  • Salt-Tolerant Plants / chemistry*
  • Tunisia

Substances

  • 3-(alpha-rhamnopyranosyl-(1-2)-(beta-xylopyranosyl-(1-6))-beta-glucopyranosyloxy)isorhamnetin
  • Antioxidants
  • Flavonols
  • Fluoresceins
  • Glycosides
  • 2',7'-dichlorofluorescein