Terpenoids from Melampodium perfoliatum

J Nat Prod. 2016 Nov 23;79(11):2780-2787. doi: 10.1021/acs.jnatprod.6b00321. Epub 2016 Oct 27.

Abstract

The phytochemical study of the aerial parts of Melampodium perfoliatum afforded six melampolides (1, 3, 5-8), a eudesmanolide (9), two diterpene lactones (10, 11), and two ent-kaurane derivatives (12, 13), together with the known melampodin (2) and polymatin A (4). The structures of the compounds were elucidated by physical data analysis and chemical reactions. Compounds 2, 4, 5, and 10 exhibited dose-dependent anti-inflammatory activity on the 12-O-tetradecanoylphorbol-13-acetate-induced ear edema model, with ID50 values of 1.14, 0.56, 1.15, and 1.49 μmol/ear, respectively, compared to the reference compound indomethacin (0.24 μmol/ear).

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / pharmacology
  • Asteraceae / chemistry*
  • Dose-Response Relationship, Drug
  • Edema / chemically induced
  • Indomethacin / pharmacology
  • Inhibitory Concentration 50
  • Lactones / chemistry
  • Lactones / isolation & purification
  • Lactones / pharmacology
  • Mexico
  • Mice
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plant Components, Aerial / chemistry
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology
  • Terpenes / chemistry
  • Terpenes / isolation & purification*
  • Terpenes / pharmacology
  • Tetradecanoylphorbol Acetate / pharmacology

Substances

  • Anti-Inflammatory Agents
  • Lactones
  • Sesquiterpenes
  • Terpenes
  • eudesmanolide
  • Tetradecanoylphorbol Acetate
  • Indomethacin