Isolation and evaluation of kaempferol glycosides from the fern Neocheiropteris palmatopedata
| Autor: | Ying Liu, Harry H. S. Fong, Hongjie Zhang, Ye-Gao Chen, Jian Hong Yang, Andrew D. Mesecar, Yongsoo Choi, Rui Yu, John M. Pezzuto, Scott D. Pegan, Laura Marler, Megan Sturdy, Richard B. van Breemen, Li Qin Wang, Xi Qiu, Hongmei Cao, Tamara P. Kondratyuk |
|---|---|
| Rok vydání: | 2010 |
| Předmět: |
Stereochemistry
Flavonoid Plant Science Horticulture Reductase Nitric Oxide Plant Roots Biochemistry Article Cell Line Inhibitory Concentration 50 chemistry.chemical_compound Polypodiaceae Cell Line Tumor NAD(P)H Dehydrogenase (Quinone) Humans Cyclooxygenase Inhibitors Glycosides Afzelin Kaempferols Molecular Biology chemistry.chemical_classification biology Aromatase Inhibitors Plant Extracts Tumor Necrosis Factor-alpha Chemistry NF-kappa B Glycoside General Medicine Antineoplastic Agents Phytogenic Enzyme assay Enzyme biology.protein Kaempferol |
| Zdroj: | Phytochemistry. 71:641-647 |
| ISSN: | 0031-9422 |
| DOI: | 10.1016/j.phytochem.2010.01.002 |
| Popis: | Three new kaempferol glycosides, named palmatosides A (1), B (2) and C (3), together with three known kaempferol glycosides, multiflorins A (4) and B (5), and afzelin (6), were isolated from the roots of the fern Neocheiropteris palmatopedata. Palmatosides A (1) and B (2) were determined to be novel kaempferol glycosides, each possessing an unusual sugar moiety containing a 4, 4-dimethyl-3-oxo-butoxy substituent group. The isolated compounds were evaluated for their cancer chemopreventive potential based on their ability to inhibit tumor necrosis factor alpha (TNF-α)-induced NF-κB activity, nitric oxide (NO) production, aromatase, quinone reductase 2 (QR-2) and COX-1/-2 activities. Palmatosides B (2) and C (3) inhibited TNF-α-induced NF-κB activity with IC50 values of 15.7 and 24.1 μM, respectively; multiflorin A (4) inhibited aromatase enzyme with an IC50 value of 15.5 μM; afzelin (6) showed 68.3% inhibition against QR2 at a concentration of 11.5 μg/ml; palmatoside A (1) showed 52 % inhibition against COX-1 enzyme at a concentration of 10 μg/ml; and multiflorin B (5) showed 52 % inhibition against nitric oxide production at a concentration of 20 μg/ml. In addition, compounds 3-6 were shown to bind QR2 enzyme using LC-MS ultrafiltration binding assay. |
| Databáze: | OpenAIRE |
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