Stability of valeriana-type iridoid glycosides from rhizomes of Nardostachys jatamansi and their protection against H2O2-induced oxidative stress in SH-SY5Y cells

Phytochemistry. 2022 Nov:203:113375. doi: 10.1016/j.phytochem.2022.113375. Epub 2022 Aug 13.

Abstract

Nardostachys jatamansi is close to Valerian in consideration of their same psychoactive effects, such as sedation and neuroprotection. Valeriana-type iridoids are major active components of Valerian, but few valeriana-type iridoids have been isolated from N. jatamansi. Iridoid-targeting chemical investigation of the rhizomes of N. jatamansi resulted in the isolation of seven valeriana-type iridoid glycosides, four of which are previously undescribed. Their structures were determined through NMR spectroscopy, high-resolution mass spectrometry, and optical rotation experiments. In addition, the inaccurate configurations of patrinalloside and 6″-acetylpatrinalloside from previous reports were corrected. These compounds, unstable due to alcoholic solvents, were more stable in the mixtures than in purified forms, as monitored by the qNMR method, supporting the use of natural products as mixtures. Furthermore, the isolates, as well as crude and solvent partition extracts, were found to have a protective effect against hydrogen-peroxide-induced toxicity in human neuroblastoma cells, as confirmed by assays for cell viability and antioxidation. These findings suggest the potential therapeutic application of the valeriana-type iridoid glycosides isolated herein with improved biochemical stability.

Keywords: Caprifoliaceae; Nardostachys jatamansi (D.Don) DC.; Oxidative stress; SH-SY5Y cells; Stability; Valeriana-type iridoid glycosides; qNMR.

MeSH terms

  • Biological Products*
  • Humans
  • Hydrogen / analysis
  • Hydrogen Peroxide / analysis
  • Iridoid Glycosides / pharmacology
  • Iridoids / chemistry
  • Nardostachys*
  • Neuroblastoma*
  • Oxidative Stress
  • Plant Extracts / chemistry
  • Plant Roots / chemistry
  • Rhizome
  • Solvents
  • Valerian* / chemistry

Substances

  • Biological Products
  • Iridoid Glycosides
  • Iridoids
  • Plant Extracts
  • Solvents
  • Hydrogen
  • Hydrogen Peroxide