Constituents of the Twigs of Hernandia ovigera that Inhibit the Transformation of JB6 Murine Epidermal Cells
| Autor: | John M. Pezzuto, A. Douglas Kinghorn, Jian-Qiao Gu, Harry H. S. Fong, Eun Jung Park, Soedarsono Riswan, Stephen Totura |
|---|---|
| Rok vydání: | 2002 |
| Předmět: |
Stereochemistry
Molecular Conformation Ethyl acetate Pharmaceutical Science Pharmacognosy Lignans Analytical Chemistry Inhibitory Concentration 50 Mice Structure-Activity Relationship chemistry.chemical_compound Drug Discovery Hernandiaceae Animals Anticarcinogenic Agents Nuclear Magnetic Resonance Biomolecular Cells Cultured Pharmacology Lignan chemistry.chemical_classification Plants Medicinal Molecular Structure biology Organic Chemistry Absolute configuration Stereoisomerism Biological activity biology.organism_classification Complementary and alternative medicine chemistry Indonesia Cell culture Molecular Medicine Epidermis Lactone |
| Zdroj: | Journal of Natural Products. 65:1065-1068 |
| ISSN: | 1520-6025 0163-3864 |
| Popis: | Activity-guided fractionation of an ethyl acetate extract of the twigs of Hernandia ovigera, using a soft agar assay with JB6 murine epidermal cells, led to the isolation of two new naturally occurring aryltetralin lignans, (7R,8S,7'R,8'R)-(+)-7'-acetyl-5'-methoxypicropodophyllin (1) and (7R,8S,7'R,8'R)-(+)-7'-acetylpicropodophyllin (2), of which 2 was previously identified as a synthetic product, along with eight known compounds, epiyangambin (3), caruilignan C, diasesartemin, (+)-epimagnolin A, N-methylcorydaldine, (-)-5'-methoxyyatein, (+)-syringaresinol dimethyl ether, and (-)-yatein. The structures and stereochemistry of 1 and 2 were determined using spectroscopic methods. Compounds 2 and 3 exhibited significant inhibition of the transformation of murine epidermal JB6 cells, with IC50 values of 0.15 and 0.4 microg/mL, respectively, while the other isolates were regarded as inactive (IC504 microg/mL). |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|