A New Anti-Inflammatory Alkaloid from Roots of Heracleum dissectum

Chem Biodivers. 2017 Sep;14(9). doi: 10.1002/cbdv.201700184. Epub 2017 Aug 20.

Abstract

Using various chromatographic methods, a new piperidinone alkaloid, (3S)-3-{4-[(1E)-3-hydroxyprop-1-en-1-yl]-2-methoxyphenoxy}piperidin-2-one (1), together with 10 known compounds, bergapten (2), xanthotoxol (3), isopimpinellin (4), isobergapten (5), heratomol-6-O-β-d-glucopyranoside (6), scopoletin (7), apterin (8), 3-methoxy-4-β-d-glucopyranosyloxypropiophenone, (praeroside; 9), tachioside (10) and coniferin (11), were isolated from roots of Heracleum dissectum Ledeb. Their structures were elucidated on the basis of physicochemical properties and the detailed interpretation of various spectroscopic data. All the isolated compounds were screened for anti-inflammatory activity in vitro. As the results, compound 1 and 8 showed significantly inhibitory activity on nitric oxide production in RAW264.7 cells.

Keywords: Heracleum dissectum; Alkaloids; Anti-inflammation; Ethnic herbs; Structure elucidation.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Heracleum / chemistry*
  • Macrophages / drug effects
  • Macrophages / immunology
  • Mice
  • Models, Molecular
  • Nitric Oxide / immunology
  • Piperidones / chemistry*
  • Piperidones / isolation & purification
  • Piperidones / pharmacology
  • Plant Extracts / chemistry
  • Plant Roots / chemistry*
  • RAW 264.7 Cells

Substances

  • Alkaloids
  • Anti-Inflammatory Agents
  • Piperidones
  • Plant Extracts
  • Nitric Oxide
  • 2-piperidone