ABSTRACT
The chemical constituents were isolated and purified by column chromatography and semi-preparative reversed-phase high performance liquid chromatography with silica gel, MCI and polyamide in order to study the chemical constituents of dried flowers of Osmanthus fragrans var. aurantiacus. Their structures were identified by the physical and chemical properties and one-dimensional nuclear magnetic resonance (1H-, 13C-NMR, DEPT), two-dimensional nuclear magnetic resonance (1H-1H COSY, non-decoupled HSQC, HSQC, HMBC), UV, IR and high resolution mass spectrometry data. One new compound (1) and five known compounds (2-6) were isolated from 95% ethanol extract of dried broccoli. They were identified as (9S)-9-hydroxymengastigm-5-en-4-one-9-O-primeveroside (1), oleanolic acid (2), forsythiaside (3), 2-(4-hydroxyphenethyl)-ethanol-(6-acetyl)-β-D-glucopyranoside (4), salidroside (5), and acteoside (6). Compounds (2-6) were isolated from this plant for the first time.
ABSTRACT
Three new sesquiterpene glycosides, named codonopsesquilosides A-C (1-3), were isolated from an aqueous extract of the dried roots of Codonopsis pilosula. Their structures including absolute configurations were determined by spectroscopic and chemical methods. These glycosides are categorized as C15 carotenoid (1), gymnomitrane (2), and eudesmane (3) types of sesquiterpenoids, respectively. Compound 1 is the first diglycoside of C15 carotenoids to be reported. Compound 2 represents the second reported example of gymnomitrane-type sesquiterpenoids from higher plants. The absolute configurations were supported by comparison of the experimental circular dichroism (CD) spectra with the calculated electronic CD (ECD) spectra of 1-3, their aglycones, and model compounds based on quantum-mechanical time-dependent density functional theory. The influences of the glycosyls on the calculated ECD spectra of the glycosidic sesquiterpenoids, as well as some nomenclature and descriptive problems with gymnomitrane-type sesquiterpenoids are discussed.
ABSTRACT
Objective: To investigate the chemical constituents in the roots and rhizomes of Trillium tschonoskii. Methods: The roots and rhizomes of T. tschonoskii were extracted with 70% ethanol and separated by polyamide, silica gel, RP-C18, and Sephadex LH-20 column chromatography. Chemical structures were identified by MS, 1D and 2D NMR spectroscopy. Results: Eight compounds were isolated and their structure were identified as pennogenin-3-O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside (1), pennogenin-3-O-α-L-rhamno-pyranosyl-(1→4)-[α-L- rhamnopyranosyl-(1→2)]-β-D-glucopyranoside (2), pennogenin-3-O- α-L-rhamnopyranosyl-(1→4)-α-L-rhamnopyranosyl-(1→4) -[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside (3), pennogenin (4), prosapogenin (5), 7, 11-dimethyl-3-methylene-1, 6-dodecadien-10, 11-dihdroxyl-10-O-β-D-glucopyranosyl-(1→4)-O-β-D-glucopyranoside (6), 7, 11-dimethyl-3-methylene-1, 6-dodecadien-10, 11-dihdroxyl-10-O-β-D- glucopyranoside (7), and astragalin (8). Conclusion: All these compounds are isolated from T. tschonoskii for the first time.