Sesquiterpene lactones and phenylpropanoids from Cosmos pringlei

J Nat Prod. 2002 Jul;65(7):1030-2. doi: 10.1021/np010615p.

Abstract

Activity-directed fractionation of a phytotoxic extract from Cosmos pringlei led to the isolation of three new compounds, namely, 1'-isovaleroyloxy-4-O-isobutyryleugenol (1), zaluzanin C isobutyrate (2), and zaluzanin C isovalerate (3). In addition, mokko lactone, 1'-isobutiroyloxy-4-O-isobutyryleugenol (4), dehydrocostus lactone (5), costunolide (6), 15-isovaleroyloxycostunolide (7), 15-isobutiroyloxycostunolide (8), 1',2'-epoxy-3',4'-di-isobutyryl-Z-coniferyl alcohol, and 3beta-hydroxy-5alpha-pregn-16-en-20-one were obtained. The structures of the new compounds were established by spectral methods. Compounds 5-7 caused inhibition of radicle growth of seedlings of Amaranthus hypochondriacus.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amaranthus* / drug effects
  • Amaranthus* / embryology
  • Amaranthus* / growth & development
  • Asteraceae / chemistry*
  • Asteraceae / metabolism
  • Chromatography, High Pressure Liquid
  • Inhibitory Concentration 50
  • Lactones / chemistry
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Mexico
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Phenylpropionates / chemistry
  • Phenylpropionates / isolation & purification*
  • Phenylpropionates / pharmacology
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Structure-Activity Relationship

Substances

  • 1'-isovaleroyloxy-4-O-isobutyryleugenol
  • Lactones
  • Phenylpropionates
  • Sesquiterpenes
  • zaluzanin C isobutyrate
  • zaluzanin C isovalerate