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Bioactive terpenoids from sunflower leaves cv. Peredovick
Francisco A Macías1, Ascensión Torres, José L G Galindo
1Grupo de Alelopati;a, Departamento de Qui;mica Orgánica, Facultad de Ciencias, Universidad de Cádiz, C/. República Saharaui s/n, Apdo. 40, 11510-Puerto Real, Spain. famacias@uca.es
Phytochemistry
|November 9, 2002
Summary
Researchers discovered new compounds, annuionone E, heliannuol L, helibisabonol A, and helibisabonol B, from Helianthus annuus. Some of these compounds, including heliannuol A and helibisabonol A, inhibited wheat coleoptile growth.
Area of Science:
- Phytochemistry
- Natural Products Chemistry
- Plant Physiology
Background:
- Helianthus annuus L. (sunflower) is a source of diverse secondary metabolites.
- Previous studies have identified various sesquiterpene lactones and sesquiterpenes from this species.
Purpose of the Study:
- To isolate and characterize novel chemical constituents from the dichloromethane extract of Helianthus annuus L. cv. Peredovick(R) leaves.
- To evaluate the biological activity of isolated compounds on etiolated wheat coleoptile growth.
Main Methods:
- Extraction of dried Helianthus annuus L. cv. Peredovick(R) leaves using dichloromethane.
- Isolation and structural elucidation of compounds using extensive one and two-dimensional Nuclear Magnetic Resonance (NMR) experiments and theoretical studies.
- Bioassay to assess the effect of isolated compounds on etiolated wheat coleoptile growth.
Main Results:
- Isolation of known compounds: annuolide E, leptocarpin, heliannuols A, C, D, F, G, H, I.
- Isolation of new compounds: bisnorsesquiterpene annuionone E, sesquiterpenes heliannuol L, helibisabonol A, and helibisabonol B.
- Inhibitory effects on etiolated wheat coleoptile growth were observed for sesquiterpenes heliannuol A and helibisabonol A, and sesquiterpene lactone leptocarpin.
Conclusions:
- The dichloromethane extract of Helianthus annuus L. cv. Peredovick(R) is a rich source of novel and known sesquiterpenoids.
- The identified compounds, particularly heliannuol A, helibisabonol A, and leptocarpin, exhibit plant growth inhibitory properties, suggesting potential roles in plant defense or allelopathy.