Structural determination and DPPH radical-scavenging activity of two acylated flavonoid tetraglycosides in oolong tea (Camellia sinensis)

Chem Pharm Bull (Tokyo). 2008 Jun;56(6):851-3. doi: 10.1248/cpb.56.851.

Abstract

Two major acylated flavonoid tetraglycosides were isolated from the methanol extract of oolong tea. Their structures were elucidated by spectroscopic methods as quercetin 3-O-[2(G)-(E)-coumaroyl-3(G)-O-beta-D-glucosyl-3(R)-O-beta-D-glucosylrutinoside] (1) and kaempferol 3-O-[2(G)-(E)-coumaroyl-3(G)-O-beta-D-glucosyl-3(R)-O-beta-D-glucosylrutinoside] (2). Compounds 1 and 2 exhibited scavenging activity against DPPH radical with EC(50) values of 30.5 and 487.2 microM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Biphenyl Compounds
  • Camellia / chemistry*
  • Carbohydrate Conformation
  • Flavonoids / chemistry*
  • Flavonoids / isolation & purification
  • Free Radical Scavengers / chemistry*
  • Glucosides / chemistry*
  • Glucosides / isolation & purification
  • Glycosides / chemistry
  • Glycosides / isolation & purification
  • Hydrolysis
  • Kaempferols / chemistry*
  • Kaempferols / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Picrates / chemistry*
  • Quercetin / analogs & derivatives*
  • Quercetin / chemistry
  • Quercetin / isolation & purification
  • Saponins / chemistry
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Biphenyl Compounds
  • Flavonoids
  • Free Radical Scavengers
  • Glucosides
  • Glycosides
  • Kaempferols
  • Picrates
  • Saponins
  • kaempferol 3-O-(2(G)-(E)-coumaroyl-3(G)-O-beta-D-glucosyl-3(R)-O-beta-D-glucosylrutinoside)
  • quercetin 3-O-(2(G)-(E)-coumaroyl-3(G)-O-beta-D-glucosyl-3(R)-O-beta-D-glucosylrutinoside)
  • Quercetin
  • 1,1-diphenyl-2-picrylhydrazyl