lignans and hederagenin

To study the chemical components from the leaves of Fatsia japonica and their antitumor activities in vitro.. All compounds were separated and purified by column chromatography over silica gel, Sephadex LH-20 and preparative HPLC. Their structures were identified by physical and chemical properties and spectral methods including 1H-NMR and 13C-NMR. Antitumor assay was measured by MTT method.. 18 compounds were isolated and identified as palmitic acid (1), β-hydroxypropiovanillone (2), adenosine (3), β-sitosterol (4), daucosterol (5), oleanolic acid (6), echinocystic acid (7), betulinic acid (8), hederagenin(9), hederagenin-3-O-α-L-rhamnopyranosyl(1-->2)-α-L-arabinopyranoside(10), acacetin(11), quercetin(12), quercetin-3-O-β-D-glucopyranoside(13), isovitexin(14), isovitexin-7-O-glucoside(15), astragalin(16), methylpluviatolide(17), and syringaresinol-4-O-β-D-glucopyranoside(18).. All compounds are isolated from the leaves of Fatsia japonica for the first time except compound 1. The ethyl acetate extract and compounds 6, 10, 12 and 18 at the concentration of 0. 5 mg/mL showed inhibitory effect against the proliferation of colon cell line A549 with the inhibitory rate over 90% in vitro.

Topics: Antineoplastic Agents, Phytogenic; Araliaceae; Betulinic Acid; Cell Line, Tumor; Chromatography, High Pressure Liquid; Flavones; Furans; Glucosides; Humans; Kaempferols; Lactones; Lignans; Oleanolic Acid; Pentacyclic Triterpenes; Phytochemicals; Plant Leaves; Sitosterols; Triterpenes

A novel pyrrolidine alkaloid, (2R*,3S*,5S*)-N,2-dimethyl-3-hydroxy-5-(10-phenyldecyl)pyrrolidine (1), and 17 known compounds were isolated from Arisaema franchetianum Engl. (Araceae) tubers. The 17 compounds were bergenin (2), emodin (3), caffeic acid (4), nobiletin (5), 3-O-β-d-galactopyranosyl-hederagenin 28-O-β-d-xylopyranosyl(1 → 6)-β-d-galactopyranosyl ester (6), coniferin (7), qingyangshengenin (8), methylconiferin (9), syringaresinol 4'-O-β-d-glucopyranoside (10), gagaminine (11), perlolyrine (12), (S)-1-(1'-hydroxyethyl)-β-carboline (13), 1-(β-carboline-1-yl)-3,4,5-trihydroxy-1-pentanone (14), 1-methoxycarbonyl-β-carboline (15), indolo[2,3-α]carbazole (16), 4-hydroxycinnamic acid methyl ester (17), and methyl 4-[2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-(hydroxymethyl)ethyl] ferulate (18). The inhibitory activities of compound 1 and its N-methyl derivative (1a) against porcine respiratory and reproductive syndrome virus (PRRSV), human leukemic K562 cells, and human breast cancer MCF-7 cells were evaluated. Compounds 1 [50% inhibited concentration (IC(50)) = 12.5 ± 0.6 μM] and 1a (IC(50) = 15.7 ± 0.9 μM) were cytotoxic against K562 cells. Compound 1a also had a weak effect on PRRSV with an IC(50) value of 31.9 ± 6.0 μM [selectivity index (SI) = 18.7].

Topics: Alkaloids; Animals; Antineoplastic Agents, Phytogenic; Antiviral Agents; Arisaema; Drug Screening Assays, Antitumor; Female; Glucosides; Glycosides; Humans; Inhibitory Concentration 50; K562 Cells; Lignans; MCF-7 Cells; Molecular Structure; Oleanolic Acid; Plant Tubers; Porcine respiratory and reproductive syndrome virus; Pyrrolidines; Swine

Six new triterpenoids, euscaphic acids G-L (1-6), along with nine known triterpene acids, and two known lignans were isolated from the ethanolic extract of the twigs of Euscaphis japonica. This is the first report concerning 1α,3β-dihydroxy-12-oleanen-28-oic acid isolated from a natural source. The structures of the new compounds were established by spectroscopic analysis. The cytotoxic and anti-NO production activities for the isolates are also evaluated and discussed; compound 1, hederagenin (11), and arjunic acid (12) showed significant cytotoxicity against NCI-H460 cells, HT-29 cells, and CEM cells (IC₅₀ = 1.64 ± 0.87, 2.11 ± 1.54, 1.73 ± 0.64 µM, respectively). Some of the isolated triterpenoids showed marginal inhibitions on NO production induced by LPS.

Topics: Animals; Antineoplastic Agents, Phytogenic; Cell Line, Tumor; Cell Survival; Humans; Inhibitory Concentration 50; Lignans; Macrophages; Magnoliopsida; Mice; Molecular Structure; Nitric Oxide; Oleanolic Acid; Plant Extracts; Polysaccharides; Triterpenes