Two new naphthalene glucosides and other bioactive compounds from the carnivorous plant Nepenthes mirabilis

Arch Pharm Res. 2015 Oct;38(10):1774-82. doi: 10.1007/s12272-015-0576-9. Epub 2015 Feb 28.

Abstract

Two new naphthalene diglucosides named nepenthosides A (1) and B (2), together with eleven known compounds (3-13), were isolated from the carnivorous plant Nepenthes mirabilis. The structures of these compounds were elucidated based on extensive spectroscopic analysis, including 1D- and 2D-NMR, and MS. The antioxidant activities of compounds 1-13 were evaluated in terms of their peroxyl radical-scavenging (trolox equivalent, TE) and reducing capacities. All isolates showed peroxyl radical-scavenging and reducing activities at concentrations of 1.0 and 10.0 μM. Anti-osteoporotic activities were investigated using murine osteoclastic RAW 264.7 cells. Compounds 1-7 and 9-12 significantly suppressed tartrate-resistant acid phosphatase activity down to 91.13 ± 1.18 to 42.39 ± 1.11%, relative to the control (100%) in nuclear factor-κB ligand (RANκL)-induced osteoclastic RAW 264.7 macrophage cells.

Keywords: Anti-osteoporosis activity; Antioxidant activity; Nepenthaceae; Nepenthes mirabilis; Nepenthoside A; Nepenthoside B.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Dose-Response Relationship, Drug
  • Free Radical Scavengers / administration & dosage
  • Free Radical Scavengers / isolation & purification
  • Free Radical Scavengers / pharmacology
  • Glucosides / chemistry
  • Glucosides / isolation & purification
  • Glucosides / pharmacology*
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Magnetic Resonance Spectroscopy
  • Magnoliopsida / chemistry*
  • Mass Spectrometry
  • Mice
  • Naphthalenes / chemistry
  • Naphthalenes / isolation & purification
  • Naphthalenes / pharmacology*
  • Osteoclasts / drug effects
  • Osteoclasts / metabolism
  • Peroxides / metabolism
  • Plant Extracts / administration & dosage
  • Plant Extracts / pharmacology*

Substances

  • Free Radical Scavengers
  • Glucosides
  • Naphthalenes
  • Peroxides
  • Plant Extracts
  • perhydroxyl radical