Chemical constituents from Valeriana polystachya Smith and evaluation of their effects on the acetylcholinesterase and prolyl oligopeptidase activities

Fitoterapia. 2018 Nov:131:80-85. doi: 10.1016/j.fitote.2018.10.013. Epub 2018 Oct 16.

Abstract

Two new iridoids (1-2) and a new decomposition product of valepotriates (3), together with fifteen known compounds (4-18) were isolated from the roots and rhizomes of Valeriana polystachya Smith, a native species from the Pampa Biome. Their structures were elucidated by means of NMR spectroscopy, mass spectrometry and optical rotation. The structures of 3 and 18 were further confirmed by single crystal X-ray diffraction analysis. In the group of the isolated compounds, 6β-hydroxysitostenone, hydroxymaltol and isovillosol were isolated from the Valeriana genus for the first time. The extracts and isolated compounds were evaluated for their in vitro activities against acetylcholinesterase (AChE) and prolyloligopeptidase (POP). Compounds 7, 9 and 11 showed weak inhibitory activity against AChE, while 3 and 5 displayed exceptional POP inhibitory activity, with IC50 values of 5.3 ± 0.07 and 7.9 ± 0.4 μM, respectively.

Keywords: Acetylcholinesterase inhibition; Caprifoliaceae; Iridoids; Prolyl oligopeptidase inhibition; Valeriana polystachya Smith.

MeSH terms

  • Acetylcholinesterase
  • Brazil
  • Cholinesterase Inhibitors / isolation & purification*
  • Cholinesterase Inhibitors / pharmacology
  • Iridoids / isolation & purification*
  • Iridoids / pharmacology
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Roots / chemistry
  • Prolyl Oligopeptidases
  • Rhizome / chemistry
  • Serine Endopeptidases
  • Serine Proteinase Inhibitors / isolation & purification*
  • Serine Proteinase Inhibitors / pharmacology
  • Valerian / chemistry*

Substances

  • Cholinesterase Inhibitors
  • Iridoids
  • Phytochemicals
  • Serine Proteinase Inhibitors
  • valtrates (combination)
  • Acetylcholinesterase
  • Serine Endopeptidases
  • Prolyl Oligopeptidases