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Biosynthesis of a Flavonol from a Flavanone by Establishing a One-pot Bienzymatic Cascade
Published on: August 14, 2019
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Two new biflavanoids from Selaginella trichoclada Alsto
Yang Xie1, Ping-Sheng Xu1, Kang-Ping Xu2
1Xiangya Hospital of Central South University, Changsha, PR China.
Natural Product Research
|December 17, 2019
Summary
Two novel robustaflavones were isolated from Selaginella trichoclada, exhibiting moderate cytotoxicity against human cancer cell lines. These biflavanoids show potential for further investigation in cancer research.
Area of Science:
- Natural Product Chemistry
- Phytochemistry
- Medicinal Chemistry
Background:
- Selaginella species are a rich source of bioactive natural products.
- Biflavanoids are a class of compounds with diverse pharmacological activities.
- Previous research has indicated potential anticancer properties of Selaginella extracts.
Purpose of the Study:
- To isolate and characterize new biflavanoids from Selaginella trichoclada.
- To evaluate the cytotoxic activity of the isolated compounds against human cancer cell lines.
- To establish the structures and absolute configurations of novel compounds.
Main Methods:
- Extraction of Selaginella trichoclada using 70% ethanol.
- Isolation of compounds using chromatographic techniques.
- Structure elucidation via extensive spectroscopic analyses (NMR, MS) and circular dichroism (CD).
- Resolution of racemic compound into enantiomers using chiral-phase High-Performance Liquid Chromatography (HPLC).
- Cytotoxicity assays against A549 (lung carcinoma) and HepG2 (hepatocellular carcinoma) cell lines.
Main Results:
- Two new robustaflavones, (±)-trichocladabiflavone A (1) and uncinatabiflavone E (2), were identified.
- Seven known biflavanoids (3-9) were also isolated and characterized.
- The structures and absolute configurations of compounds 1 and 2 were confirmed.
- Compound 1 was successfully resolved into its enantiomers, (+)-1 and (-)-1.
- Compounds 1 and 2 demonstrated moderate cytotoxicity against A549 and HepG2 cancer cell lines.
Conclusions:
- Selaginella trichoclada is a valuable source of novel biflavanoids.
- The newly isolated compounds, (±)-trichocladabiflavone A and uncinatabiflavone E, possess moderate anticancer potential.
- Further research into the mechanism of action and structure-activity relationships of these biflavanoids is warranted.
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