Bioactive N-isobutylamides from the flower buds of Spilanthes acmella

The hexane extract of dried flower buds of Spilanthes acmella afforded three N-isobutyl amides: spilanthol, undeca-2 E,7 Z,9 E-trienoic acid isobutylamide and undeca-2 E-en-8,10-diynoic acid isobutylamide. Their structures were determined by 1 H and 13 C NMR, MS and GC–MS spectroscopic methods. All...

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Bibliographic Details
Published in:Phytochemistry (Oxford) 1999-07, Vol.51 (6), p.729-732
Main Authors: Ramsewak, Russel S, Erickson, Andrew J, Nair, Muraleedharan G
Format: Article
Language:English
Subjects:
Acetylenic compounds
amides
Amides - chemistry
Amides - isolation & purification
Amides - pharmacology
Animals
application rate
Asteraceae - chemistry
Biological and medical sciences
buds
chemical constituents of plants
Chemical control
chemical structure
Chromatography, High Pressure Liquid
Chromatography, Thin Layer
Compositae
Control
Culicidae - drug effects
flowers
Fundamental and applied biological sciences. Psychology
Heliantheae
Helicoverpa zea
insecticidal properties
Magnetic Resonance Spectroscopy
Mass Spectrometry - methods
Molecular Structure
N-isobutyl amides
Phytopathology. Animal pests. Plant and forest protection
plant extracts
Protozoa. Invertebrates
spectral analysis
Spilanthes
Spilanthes acmella
Spilanthol
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Summary:The hexane extract of dried flower buds of Spilanthes acmella afforded three N-isobutyl amides: spilanthol, undeca-2 E,7 Z,9 E-trienoic acid isobutylamide and undeca-2 E-en-8,10-diynoic acid isobutylamide. Their structures were determined by 1 H and 13 C NMR, MS and GC–MS spectroscopic methods. All were active against Aedes aegyptii larvae and Helicoverpa zea neonates at 12.5 and 250 μg/mL concentrations, respectively.
ISSN:0031-9422
1873-3700
DOI:10.1016/S0031-9422(99)00101-6