Triterpene Glycosides from the Roots of Codonopsis lanceolata
| Autor: | Masanori Kuroyanagi, Mitsuyasu Ushijima, Makoto Ichikawa, Setsuko Sekita, Ikuko Mizuno, Yoshimi Sugizono, Osamu Shirota, Noriko Komoto, Nobuo Kawahara, Masanori Sumihiro, Takahisa Nakane, Minoru Hayama |
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| Rok vydání: | 2008 |
| Předmět: |
Spectrometry
Mass Electrospray Ionization Magnetic Resonance Spectroscopy Stereochemistry Molecular Conformation Saponin Plant Roots chemistry.chemical_compound Triterpene Drug Discovery Carbohydrate Conformation Glycosides Codonopsis lanceolata Sugar Oleanane chemistry.chemical_classification Codonopsis Korea Campanulaceae biology Hydrolysis Glycoside General Chemistry General Medicine Saponins biology.organism_classification Triterpenes Aglycone chemistry |
| Zdroj: | Chemical and Pharmaceutical Bulletin. 56:308-314 |
| ISSN: | 1347-5223 0009-2363 |
| DOI: | 10.1248/cpb.56.308 |
| Popis: | In the course of the development of new designer foods using the roots of Codonopsis lanceolata, we found that hot-water extracts of C. lanceolata recovered decreased testosterone levels in the blood and accelerated the restoration of reproductive dysfunction induced by hyperthermic treatment in male mice. Thus we studied the constituents of the polar fraction of the roots of C. lanceolata and identified six new triterpene saponins, lancemasides B (2), C (3), D (4), E (5), F (6), and G (7), along with the known saponin lancemasaide A (1) and phenylpropanoid glycosides 8-10. The structures of the new compounds 2-7 were determined by means of spectral data including 2D-NMR studies and chemical reactions to be oleanan-type bisdesmoside with sugars at C-3 and C-28. Compounds 2-6 have echinocystic acid as an aglycone, and compound 7 has asterogenic acid as an aglycone. Identification of the sugars and determination of their D,L-chiralities were carried out by application of the exciton chirality method to the per-O-p-bromobenzoylmethyl sugar derived from saponins. |
| Databáze: | OpenAIRE |
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