Isobutylamides of unsaturated fatty acids from Chrysanthemum morifolium associated with host-plant resistance against the western flower thrips

J Nat Prod. 2003 Sep;66(9):1229-31. doi: 10.1021/np0301745.

Abstract

Three unsaturated fatty acid isobutylamides, N-isobutyl-2E,4E,10E,12Z-tetradecatetraen-8-ynamide (1, new), N-isobutyl-2E,4E,12Z-tetradecatrien-8,10-diynamide (2), and N-isobutyl-2E,4E,12E-tetradecatrien-8,10-diynamide (3), were isolated from the leaves and flowers of Chrysanthemum morifolium. The structure of 1 was determined by spectral data interpretation. The concentration of 1 in chrysanthemum varieties was previously positively correlated with host-plant resistance against the western flower thrips, Frankliniella occidentalis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes
  • Amides / chemistry
  • Amides / isolation & purification*
  • Amides / pharmacology
  • Animals
  • Canada
  • Chrysanthemum / chemistry*
  • Chrysanthemum / parasitology*
  • Fatty Acids, Unsaturated / chemistry
  • Fatty Acids, Unsaturated / isolation & purification*
  • Fatty Acids, Unsaturated / pharmacology
  • Feeding Behavior
  • Flowers / chemistry
  • Host-Parasite Interactions
  • Insect Control*
  • Insecta / physiology*
  • Molecular Structure
  • Plant Leaves / chemistry
  • Polyunsaturated Alkamides
  • Stereoisomerism

Substances

  • Alkynes
  • Amides
  • Fatty Acids, Unsaturated
  • N-isobutyl-2E,4E,10E,12Z-tetradecatetraen-8-ynamide
  • N-isobutyl-2E,4E,12E-tetradecatrien-8,10-diynamide
  • N-isobutyl-2E,4E,12Z-tetradecatrien-8,10-diynamide
  • Polyunsaturated Alkamides