lignans and 8-hydroxypinoresinol

To investigate the chemical constituents from the barks of Eucommia ulmoides.. After the reflux extraction of the barks of Eucommia ulmoides with 95% ethanol, and the ethyl acetate part was separated and purified by chromatographic methods, such as silica gel, Sephadex LH-20, and ODS C18. The structures of isolated compounds were elucidated with modern spectral methods.. Five lignanoids and three phenylpropanoids were isolated from Eucommia ulmoieds, which were confirmed as cycloolivil (1), (7R, 8S, 8'R)-4, 9, 4', 8'-tetrahydroxy-3, 3'-dimethyoxyl-7, 9'-monoepoxy lignan (2), erythro-guaiacyl-glycerol-β-coniferyl aldehyde ether (3), pinonesinol (4), 8-hydroxypinoresinol (5), C-veratroylglycol (6), β-hydroxyl-3-methoxyl-4-hydroxyacetophenone (7) and 3-hydroxy-4-methoxycinnamaladehyde (8).. Compounds 5–8 are isolated from this plant for the first time.

Topics: Drugs, Chinese Herbal; Eucommiaceae; Lignans; Phenols

To study the chemical constituents of Eucommia ulmoides in Guizhou Province.. Silica gel, Sephadex LH-20, RP-18, MCI and semi-preparative HPLC were used to study the chemical constituents of Eucommia ulmoides, and the chemical structures were elucidated by application of spectral data.. 16 compounds were isolated from the bark of Eucommia ulmoides. Their structures were identified as β-sitosterol (1), cycloeucalenol (2), betulinic acid (3), 24-methylenecycloartenone (4), cycloeucalenone (5), salicifoliol (6), pinoresinol (7), genipin (8) , alternariol (9), balanophonin (10), eucommidiol (11), pinoresinol-4'-O-β-D-glucopyranoside (12), eucommiol (13), deoxyeucommiol (14), 8-hydroxypinoresinol (15), and dehydrodiconiferyl alcohol -γ'-O-β-D-glucopyranoside (16).. Seven compounds, including compounds 2,4 - 6,9, 10 and 15 are isolated from Eucommia ulmoides for the first time, and compound 14 is isolated from the bark of Eucommia ulmoides for the first time.

Topics: Betulinic Acid; Chromatography, High Pressure Liquid; Eucommiaceae; Furans; Lignans; Pentacyclic Triterpenes; Phenols; Phytochemicals; Plant Bark; Sitosterols; Triterpenes

To study the chemical constituents of Gentiana striata.. The constituents were isolated from the whole herb of Gentiana striata by recrystalization, silica gel column chromatography, polyamide column chromatography and Sephadex LH-20,etc. Their structures were elucidated through MS, 1H-NMR, 13C-NMR.. -8 compounds were isolated and identified as: Desoxyloganin (1), Gmephiloside (2), 5,7,4'-trihydroxy-3'-methoxyflavone (3), (+)-8-hydroxypinoresinol (4) 3S,5R, 6R, 9S-tetra-hydroxymegastigmane (5), Quercetin-3-O-beta-D-glucoside (6), Ferulic acid (7) and Ursolic acid (8).. All the compounds are isolated for the first time from Gentiana striata.

Topics: Coumaric Acids; Flavonoids; Gentiana; Glucosides; Lignans; Magnetic Resonance Spectroscopy; Molecular Structure; Quercetin; Triterpenes; Ursolic Acid

Two new guaiane-type sesquiterpenoids, valerol A (1) and kessyl 3-acetate (2), together with nine known compounds, valeracetate (3), anismol A (4), orientalol C (5), spatulenol (6), 4α,10α-epoxyaromadendrane (7), (+)-8-hydroxypinoresinol (8), pinorespiol (9), pinoresinol 4-O-β-D-glucopyranoside (10), and 8-hydroxypinoresinol 4'-O-β-D-glucopyranoside (11) were isolated from the roots of Valeriana officinalis. The structures and relative configurations of 1 and 2 were elucidated on the basis of spectroscopic methods (1D- and 2D-NMR, MS, UV, and IR). These compounds were evaluated for inhibitory activity on acetylcholinesterase (AChE) and enhancing activity on nerve growth factor (NGF)-mediated neurite outgrowth in PC12 cells.

Topics: Animals; Cholinesterase Inhibitors; Drug Evaluation, Preclinical; Glucosides; Lignans; Magnetic Resonance Spectroscopy; Molecular Structure; Nerve Growth Factor; Neurites; PC12 Cells; Plant Roots; Plants, Medicinal; Rats; Sesquiterpenes; Sesquiterpenes, Guaiane; Valerian

To study the chemical constituents of roots and stems of Nardostachys chinensis.. The chemical constituents were isolated and purified by column chromatography including silica gel, Diaion HP-20, Sephadex LH-20, ODS, and HPLC. Their structures were elucidated on the basis of spectral data analyses.. Six compounds were isolated and identified as 8-hydroxypinoresinol-4-O-beta-D-glucopyranoside (1), 8-hydroxypinoresinol-4'-O-beta-D-glucopyranoside (2), 8-hydroxypinoresinol-4-O-(beta-D-glucopyranosyl) 4'-O-beta-D-glucopyranoside (3), cycloolivil 6-O-beta-D-glucopyranoside(4), ferulic acid (5), chlorogenic acid methyl ester (6).. All the compounds are isolated from this genus for the first time.

Topics: Chlorogenic Acid; Chromatography, High Pressure Liquid; Coumaric Acids; Glucosides; Lignans; Magnetic Resonance Spectroscopy; Nardostachys; Plant Roots; Plant Stems; Plants, Medicinal; Solvents

There is mounting evidence that peroxynitrite (ONOO(-)) is closely related to the pathogenesis of various diseases. As a pharmacological strategy aimed at preventing ONOO(-)-mediated toxicity, the protective activity of Forsythia suspensa (Thunb.) Vahl (Oleaceae) against ONOO(-)-induced cellular damage was investigated and its active components identified. After bioactivity-guided fractionation of its methylene chloride fraction, two tetrahydrofurofuran lignans were isolated, namely phillygenin and 8-hydroxypinoresinol. The protective effects of these lignans against ONOO(-)-induced cell death were evaluated using renal epithelial cell LLC-PK1. Phillygenin and 8-hydroxypinoresinol significantly reduced the cell injury by 3-morpholinosydnonimine (SIN-1), a ONOO(-) generator. The hydroxy substituents on the phenyl moieties may contribute to the antioxidant activities of these lignans. These results suggest that phillygenin and 8-hydroxypinoresinol may be useful for the therapeutic or preventive applications in treating ONOO(-)-related diseases.

Topics: Animals; Cytoprotection; Forsythia; Lignans; LLC-PK1 Cells; Molecular Structure; Molsidomine; Peroxynitrous Acid; Plant Extracts; Swine