New dianthramide and cinnamic ester glucosides from the roots of Aconitum carmichaelii

J Asian Nat Prod Res. 2019 Jun;21(6):507-515. doi: 10.1080/10286020.2018.1454436. Epub 2018 Mar 30.

Abstract

Four new compounds N-salicyl-3-hydroxyanthranilic acid methyl ester (1), N-(2'-dehydroxysalicyl)-3-hydroxyanthranilic acid methyl ester (2), methyl-4-β-D-allopyranosyl-ferulate (3), and methyl-4-β-D-gulopyranosyl-cinnamate (4), along with six known compounds (5-10), were isolated from the roots of Aconitum carmichelii Debx. Their structures were elucidated on the basis of spectral data analysis, including 1D, 2D-NMR, and HR-ESI-MS. Compounds 1 and 2 showed the inhibition of nitric oxide (NO) production with IC50 values of 9.13 and 19.94 μM, respectively.

Keywords: NO production inhibition; Ranunculaceae; cinnamic ester glucoside; dianthramide.

MeSH terms

  • Aconitum / chemistry*
  • Animals
  • Cinnamates / chemistry*
  • Cinnamates / pharmacology
  • Drugs, Chinese Herbal
  • Glucosides / chemistry
  • Glucosides / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Structure
  • Nitric Oxide / antagonists & inhibitors
  • Nitric Oxide / biosynthesis
  • Plant Roots / chemistry*
  • RAW 264.7 Cells
  • Spectrometry, Mass, Electrospray Ionization
  • ortho-Aminobenzoates / chemistry*
  • ortho-Aminobenzoates / pharmacology

Substances

  • Cinnamates
  • Drugs, Chinese Herbal
  • Glucosides
  • ortho-Aminobenzoates
  • anthranilic acid
  • Nitric Oxide