Novel quercetin glucosides from Helminthostachys zeylanica root and acceleratory activity of melanin biosynthesis

J Nat Med. 2013 Apr;67(2):369-74. doi: 10.1007/s11418-012-0672-9. Epub 2012 May 13.

Abstract

Two novel quercetin glucosides, namely 4'-O-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside (compound 1) and 4'-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-quercetin-3-O-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside (compound 2), were isolated from Helminthostachys zeylanica root 50 % EtOH extract. Structural analysis of isolated compounds was achieved mainly by 600 MHz and 800 MHz NMR, UPLC-TOFMS and GC-MS. Of the two quercetin glucosides, compound 1 showed a high melanogenic acceleratory effect, 2.7 times higher than control, at 10 μM concentration in murine B16 melanoma cells, with no cytotoxic effect.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Ferns / chemistry*
  • Glucosides / chemistry*
  • Magnetic Resonance Spectroscopy
  • Melanins / metabolism*
  • Mice
  • Molecular Structure
  • Plant Roots / chemistry*
  • Quercetin / chemistry*

Substances

  • Glucosides
  • Melanins
  • Quercetin