Changes in flavonoid content and tyrosinase inhibitory activity in kenaf leaf extract after far-infrared treatment

Bioorg Med Chem Lett. 2010 Dec 15;20(24):7534-6. doi: 10.1016/j.bmcl.2010.09.082. Epub 2010 Oct 1.

Abstract

The tyrosinase inhibitory activity of ethanolic extract of kenaf (Hibiscus cannabinus L.) leaf was evaluated before and after subjecting it to far-infrared (FIR) irradiation. The main component of the extract was analyzed as kaempferitrin (kaempferol-3,7-O-α-dirhamnoside). Prior to FIR irradiation, no inhibitory activity of the extract was detected in a tyrosinase assay. However, after FIR irradiation for 1h at 60°C, significant tyrosinase inhibitory activity (IC(50)=3500 ppm) was observed in it. In HPLC analysis, derhamnosylation products (kaempferol, afzelin, and α-rhamnoisorobin) were detected. The inhibitory activity may be due to the existence of derhamnosylation products. This study demonstrated that FIR irradiation can be used as a convenient tool for deglycosylation of flavonoid glycoside.

MeSH terms

  • Flavonoids / chemistry
  • Flavonoids / metabolism*
  • Hibiscus / chemistry*
  • Infrared Rays*
  • Kaempferols / chemistry
  • Kaempferols / isolation & purification
  • Kaempferols / pharmacology
  • Mannosides / chemistry
  • Mannosides / isolation & purification
  • Mannosides / pharmacology
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / metabolism
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Proanthocyanidins / chemistry
  • Proanthocyanidins / isolation & purification
  • Proanthocyanidins / pharmacology

Substances

  • Flavonoids
  • Kaempferols
  • Mannosides
  • Plant Extracts
  • Proanthocyanidins
  • afzelin
  • kaempferol
  • Monophenol Monooxygenase
  • lespenefril