[A new eremophilane derivative from Ligularia intermedia]

Area of Science:

• Natural Product Chemistry
• Phytochemistry
• Organic Chemistry

Background:

• Ligularia intermedia is a plant species known for its diverse secondary metabolites.
• Eremophilane derivatives are a class of sesquiterpenes with various biological activities.
• Understanding the chemical constituents of medicinal plants is crucial for drug discovery.

Purpose of the Study:

• To isolate and characterize chemical compounds from Ligularia intermedia.
• To identify a new eremophilane derivative and known related compounds.
• To contribute to the phytochemical knowledge of the Ligularia genus.

Main Methods:

• Isolation of compounds using column chromatography on silica gel and Sephadex LH-20.
• Structure elucidation of isolated compounds through comprehensive spectral analyses, including Mass Spectrometry (MS), Proton Nuclear Magnetic Resonance (1H-NMR), and Carbon-13 Nuclear Magnetic Resonance (13C-NMR).

Main Results:

• A new eremophilane derivative, (3aR,4R,5S,7S,7aS)-2-acetyl-7,7a-dihydroxy-3a,4-dimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-5-yl acetate (1), was successfully isolated.
• Three known compounds, 10beta-hydroxy-eremophil-7 (11)-en-12,8alpha-olide (2), beta-sitosterol (3), and beta-daucosterol (4), were also identified.
• The structural characterization was confirmed by detailed analysis of MS and NMR spectroscopic data.

Conclusions:

• The study successfully identified a novel eremophilane derivative and three known compounds from Ligularia intermedia.
• The findings expand the understanding of the chemical diversity within the Ligularia genus.
• This research provides valuable data for potential chemotaxonomic and pharmacological investigations of Ligularia intermedia.