Structures and bioactivities of seven flavonoids from Osmanthus fragrans 'Jinqiu' essential oil extraction residues

Nat Prod Res. 2018 Mar;32(5):588-591. doi: 10.1080/14786419.2017.1318387. Epub 2017 Apr 21.

Abstract

Osmanthus fragrans are well-known for their fragrance, but it is wasteful if to discard O. fragrans flower after extracting their essential oils. In this paper, we found that O. fragrans flower residues were rich in flavonoids. Six flavonoids and one phenylethanoid glycoside were isolated from the ethanol extract of O. fragrans flower residues, identified as quercetin (1), rutin (2), verbascoside (3), genistin (4), kaempferol (5), isorhamnetin (6) and naringin (7). In bioactivity study, kaempferol (IC50 = 1.43 μg/mL) showed the best anti-inflammatory activity. Isorhamnetin, quercetin, kaempferol, verbascoside and rutin (the values of IC50 were 18.30, 11.05, 16.88, 20.21 and 22.76 μg/mL, respectively) showed excellent DPPH free radical scavenging activity. Verbascoside performed relatively well at inhibiting the growth of both CT26 colonic carcinoma cells (IC50 = 46.87 μg/mL) and HepG2 hepatocarcinoma cells (IC50 = 30.58 μg/mL). In addition, quercetin and kaempferol showed strong anti-proliferation activity against HepG2 cells.

Keywords: O. fragrans flower residues; anti-inflammatory; antioxidant; antitumour; flavonoid monomers.

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Line
  • Chemical Fractionation
  • Drug Evaluation, Preclinical / methods
  • Flavonoids / chemistry*
  • Flavonoids / pharmacology*
  • Flowers / chemistry
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology
  • Hep G2 Cells
  • Humans
  • Inhibitory Concentration 50
  • Kaempferols / chemistry
  • Kaempferols / pharmacology
  • Mice
  • Molecular Structure
  • Nitric Oxide / metabolism
  • Oils, Volatile / analysis
  • Oils, Volatile / chemistry*
  • Oleaceae / chemistry*
  • Quercetin / chemistry
  • Quercetin / pharmacology
  • Rutin / chemistry
  • Rutin / pharmacology

Substances

  • Antineoplastic Agents, Phytogenic
  • Flavonoids
  • Free Radical Scavengers
  • Kaempferols
  • Oils, Volatile
  • Nitric Oxide
  • Rutin
  • kaempferol
  • Quercetin