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

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.

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Correspondence to Tohru Mitsunaga.

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Yamauchi, K., Mitsunaga, T. & Batubara, I. Novel quercetin glucosides from Helminthostachys zeylanica root and acceleratory activity of melanin biosynthesis. J Nat Med 67, 369–374 (2013). https://doi.org/10.1007/s11418-012-0672-9

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  • DOI: https://doi.org/10.1007/s11418-012-0672-9

Keywords

  • Quercetin glucoside
  • B16 melanoma cells
  • Tyrosinase
  • Helminthostachys zeylanica