Two new flavone glycosides from the leaves of Ochna afzelii Oliv. (Ochnaceae)

Nat Prod Res. 2024 Jan-Feb;38(3):447-457. doi: 10.1080/14786419.2022.2126840. Epub 2022 Sep 23.

Abstract

Two new glycosylflavones, 6''-O-acetyl-8-C-β-D-galactopyranosylchrysoeriol (1) and 8-C-β-D-galactopyranosylchrysoeriol (2) were isolated from the methanol extract of the leaves of Ochna afzelii Oliv., along with four known compounds namely 8-C-β-D-galactopyranosylapigenin (3), ochnaflavone (4), sitosterol-3-O-β-D-glucopyranoside (5) and D-mannitol (6). Isolation was performed chromatographically and the structures of the purified compounds were elucidated by analyzing their spectroscopic and mass spectrometric data. The antibacterial activity of extract, fractions, and compounds 1 - 4 was evaluated using broth microdilution method against Gram-positive and Gram-negative bacteria while the antioxidant capacity was performed using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) and the ferric reducing antioxidant power (FRAP) methods. The new flavones (1 and 2) displayed moderate antibacterial activities (MIC = 32 - 64 µg/mL) and weak antioxidant properties.

Keywords: C-galactopyranosylflavonoids; Ochna afzelii; antibacterial activity; antioxidant capacity; medicinal plant.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Antioxidants
  • Flavones* / chemistry
  • Glycosides / chemistry
  • Gram-Negative Bacteria
  • Gram-Positive Bacteria
  • Ochnaceae* / chemistry
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry

Substances

  • Glycosides
  • Antioxidants
  • Anti-Bacterial Agents
  • Plant Extracts
  • Flavones