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Alkamide Content and Localization in Heliopsis longipes Cypselae, Obtained via Fluorescence and Double-Multiphoton
Juan Vázquez-Martínez1, Jorge Molina-Torres2
1Departamento de Ingeniería Química, TecNM/ITS Irapuato, Silao-Irapuato Km 12.5 El Copal, Irapuato CP 36821, GTO, Mexico.
Molecules (Basel, Switzerland)
|December 17, 2024
Summary
This study identifies alkamides, including affinin, in Heliopsis longipes cypselae. Alkamide compounds are precisely located within lipid bodies in the cotyledons, offering new insights into plant chemistry.
Area of Science:
- Plant biochemistry
- Natural product chemistry
- Analytical chemistry
Background:
- Heliopsis longipes is a plant known for its medicinal properties.
- Alkamides are bioactive compounds found in various plant species.
- Understanding the distribution of these compounds is crucial for their potential applications.
Purpose of the Study:
- To determine the alkamide content in Heliopsis longipes cypselae.
- To investigate the specific tissue localization of these alkamides.
- To characterize the autofluorescence properties of affinin.
Main Methods:
- Gas chromatography-electron ionization mass spectrometry (GC-EIMS) for alkamide identification.
- Multiphoton fluorescence microscopy (MPFM) for tissue localization.
- Fluorescence emission fingerprint analysis for affinin characterization.
Main Results:
- Two olefinic alkamides, affinin (spilanthol) and N-2-methylbutyl-2E,6Z,8E-decatrienamide, were identified.
- Alkamides are localized within the cotyledons of H. longipes cypselae.
- Alkamides are specifically compartmentalized in lipid bodies, and affinin shows red autofluorescence at 693 nm.
Conclusions:
- This research provides the first report on the presence and precise localization of alkamides in Heliopsis longipes cypselae.
- The findings highlight the spatial organization of alkamides within lipid bodies.
- The autofluorescence of affinin is linked to its conjugated double bonds.

