- Nevadensin glycosides from Lysionotus pauciflorus
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Two new flavone glucosides, nevadensin 5-O-β-D-glucoside and nevadensin 5-O-β-D-glucosyl(1 → 6)β-D-glucoside, have been isolated from the aerial parts of Lysionotus pauciflorus. The structures have been determined by means of UV, mass spectral and one- and two-dimensional 1H and 13C NMR techniques.
- Liu, Yong,Wagner, Hildebert,Bauer, Rudolf
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- Synthesis of Polymethoxyflavonoids from Hesperidin and Naringin and their Antiproliferative Activity
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[Figure not available: see fulltext.] A series of polymethoxyflavonoids were synthesized via cleavage of the glycosidic bond, dehydrogenation, selective methylation, bromination, nucleophilic aromatic substitution, O-prenylation, Claisen–Schmidt aldol condensation, cyclization, and oxidation from very abundant and inexpensive natural flavonoids hesperidin and naringin. The in vitro antiproliferative activity of the synthesized compounds was evaluated against a panel of four human cancer cell lines (Aspc-1, HCT-116, HepG-2, and SUN-5) by the CellTiter-Glo assay. The results showed that some of synthesized compounds exhibited moderate to high antiproliferative activity. Among them, (2E)-1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)-3-(7-methoxy-1,3-benzodioxol-5-yl)prop-2-en-1-one was revealed to be the most active with IC50 values ranging from 10.35 to 13.89 μM against all four cancer cell lines, the IC50 value (10.35 μM) being below positive control cisplatin (12.36 μM) against HepG-2 cells.
- Su, Liang,Jin, Zhizhong,Liu, Kexiong,Wang, Qiuan
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p. 100 - 105
(2022/03/27)
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- Lysionotin preparation method
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The invention provides a lysionotin preparation method. The lysionotin preparation method is characterized by including preparation steps: step one, adopting phloroglucinol and acetic anhydride as reaction materials, and performing Friedel-Crafts reaction under catalysis of boron trifluoride diethyl etherate to obtain 2,4,6-trihydroxyacetophone; step two, subjecting 2,4,6-trihydroxyacetophone obtained at the step one to annulation reaction with p-anisoyl chloride under catalysis of potassium carbonate to obtain 5,7-dyhydroxy-4'-methoxyflavone; step three, subjecting 5,7-dyhydroxy-4'-methoxyflavone to free radical reaction under catalysis of NBS to obtain 5,7-dyhydroxy-6,8-dibromo-4'-methoxyflavone; step four, subjecting 5,7-dyhydroxy-6,8-dibromo-4'-methoxyflavone obtained at the step three to methoxylation reaction with sodium methylate under catalysis of cuprous bromide to obtain lysionotin.
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