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Applications of Liquid-Chromatography Tandem Mass Spectrometry in Natural Products Research: Tropane Alkaloids as a Case Study
Published on: March 8, 2024
D-ring-opened phragmalin-type limonoids from Chukrasia tabularis var. velutina
Jun Luo1, Yi Li, Jun-Song Wang
1School of Traditional Chinese Medicine, China Pharmaceutical University, Nanjing, P R. China.
Chemistry & Biodiversity
|December 14, 2011
Summary
Five novel limonoids, tabulalins A-E, were isolated from Chukrasia tabularis var. velutina. These compounds exhibit inhibitory activity against nitric oxide production in macrophages.
Area of Science:
- Natural Products Chemistry
- Pharmacology
Background:
- Phragmalin-type limonoids are a class of complex natural products.
- Chukrasia tabularis var. velutina is a plant source of bioactive compounds.
Purpose of the Study:
- To isolate and characterize new limonoids from Chukrasia tabularis var. velutina.
- To evaluate the anti-inflammatory potential of the isolated compounds.
Main Methods:
- Isolation of compounds using chromatographic techniques.
- Structure elucidation via extensive spectroscopic analyses (1D/2D NMR, HR-ESI-MS).
- In vitro evaluation of inhibitory activity against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells.
Main Results:
- Five new D-ring-opened phragmalin-type limonoids, tabulalins A-E (1-5), were identified.
- Compounds 1-3 featured a rare C(16)/C(30) δ-lactone ring, while compounds 4 and 5 possessed a C(16)/C(8) γ-lactone ring.
- Compounds 2, 3, and 5 demonstrated significant inhibition of NO production with IC(50) values of 15.3±0.6, 13.0±0.5, and 17.1±0.7 μM, respectively.
Conclusions:
- The study successfully isolated and characterized novel limonoids with unique structural features.
- Tabulalins A-E represent new additions to the phragmalin-type limonoid family.
- Compounds 2, 3, and 5 show promising anti-inflammatory properties by inhibiting NO production.
