• Archives of Pharmacal Research
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• v.22 no.1
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• pp.30-34
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• 1999

When liriodendrin or syringin was incubated for 24 h with human intestinal bacteria, two metabolites, (+)-syringaresinol$\beta$--D-glucopyranoside and (+)-syringaresionl, from liriodendrin and one metabolite, synapyl alcohol, from syringin were produced. The metabolic time course of liriodendrin was as follows: at early time liriodendrin was converted to (+)-syringaresinol-$\beta$-D-glucopyranoside, and then (+)-syringaresinol. The in vitro cytotoxicities of these metabolites, (+)-syringaresinol and synapyl alcohol, were superior to those of liriodendrin and syringin.

• Journal of Pharmaceutical Investigation
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• v.4 no.4
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• pp.5-16
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• 1974

Liriodendrin, m. p. $269-270^{\circ}$, $C_{22}$ $H_{46}$ $O_8$ as one of the antihypertensive components was obtained from the cortex of Kalopanax pictum. Acid hydrolysis of liriodendrin yielided liriresinol-A, -B and glucose. The stereochemistry of liriodendrin was established by the NMR spectrum of liriodrin octaacelate. The NMR spectrum of liriodendrin octaacetate showed that $di-{\beta}-glucoside$ of lirioresinol-B type occurs in nature.

• Biomolecules & Therapeutics
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• v.23 no.1
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• pp.53-59
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• 2015

In this study, we investigated the inhibitory activities on gastritis and gastric ulcer using liriodendrin which is a constituent isolated from Kalopanax pictus. To elucidate its abilities to prevent gastric injury, we measured the quantity of prostaglandin $E_2$ ($PGE_2$) as the protective factor, and we assessed inhibition of activities related to excessive gastric acid be notorious for aggressive factor and inhibition of Helicobacter pylori (H. pylori) colonization known as a cause of chronic gastritis, gastric ulcer, and gastric cancer. Liriodendrin exhibited higher $PGE_2$ level than rebamipide used as a positive control group at the dose of $500{\mu}M$. It was also exhibited acid-neutralizing capacity (10.3%) and $H^+/K^+$-ATPase inhibition of 42.6% ($500{\mu}M$). In pylorus-ligated rats, liriodendrin showed lower volume of gastric juice ($4.38{\pm}2.14ml$), slightly higher pH ($1.53{\pm}0.41$), and smaller total acid output ($0.47{\pm}0.3mEq/4hrs$) than the control group. Furthermore liriodendrin inhibited colonization of H. pylori effectively. In vivo test, liriodendrin significantly inhibited both of HCl/EtOH-induced gastritis (46.9 %) and indomethacin-induced gastric ulcer (46.1%). From these results, we suggest that liriodendrin could be utilized for the treatment and/or protection of gastritis and gastric ulcer.

• Korean Journal of Pharmacognosy
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• v.38 no.3 s.150
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• pp.270-276
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• 2007

To evaluate the leaf shoots and stem barks of Kalopanax pictus (Araliaceae) as an edible vegetable and a traditional medicinal drug, respectively, the compounds of syringin, liriodendrin, astragalin, quercetin, and kalopanaxsaponins were quantitatively measured by HPLC analysis. The leaf shoot exhibited low contents of syringin, liriodendrin and kalopanaxsaponins but a high chlorogenic acid content, whereas the grown leaves contained very high amounts of kalopananxsaponins. In contrast, the stem bark had very high amounts of syringin and liriodendrin and relatively low kalopanaxsaponins. In particular, the kalopanaxsaponin contents were rapidly increased with monthly variation until October but decreased from September. It was also observed that the leaf shoot contained chlorogenic acid by 30.73 mg/g and the barks showed the concentration of liriodendrin by 20.75 mg/g. These results indicate that high contents of syringin and liriodendrin in the stem bark and high contents of chlorogenic acid in the leaf shoot support scientific bases on the traditional uses of K. pictus as a medicinal drug and a functional food, respectively.

• Korean Journal of Pharmacognosy
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• v.26 no.2
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• pp.122-129
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• 1995

The study on phytochemical analysis and the biological activity of Kalopanacis Cortex was carried out in this research. As a phytochemical result, liriodendrin as a lignan glycoside was isolated and characterized. Two subfraction separated from the acidic substance of $CHCl_3$ fraction were saturated and unsaturated fatty acid, respectively. Saturated fatty acid mixture identified from GC-MS tool was as follows: palmitic acid, stearic acid, arachidic acid, heneicosanoic acid, docosanoic acid, tricosanoic acid, tetracosanoic acid, pentacosanoic acid, hexacosanoic acid and octacosanoic acid. Unsaturated fatty acid was found to be linoleic acid on the basis of spectroscopic method. An active principle of liriodendrin exhibited significant antihepatotoxic activity but failed to show a considerable antiedemic activity. In this paper, the result of writhing test on liriodendrin was also described.

• Natural Product Sciences
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• v.12 no.4
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• pp.201-204
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• 2006

Four lignans were isolated from the $CH_2Cl_2-soluble$ fraction of the stem barks of Kalopanax septemlobus and their structures were established as (-)-7R,8S-dehydrodiconiferyl alcohol (1), (-)-simulanol (2), (-)-secoisolariciresinol (3), and $({\pm})-liriodendrin$ (4) based on the spectroscopic methods including MS, $^1H-$ and $^{13}C-NMR$ spectral data.

• YAKHAK HOEJI
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• v.21 no.2
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• pp.81-86
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• 1977

A lignan glycoside, mp 263-$5^{\circ}$, $C_{34}H_{46}O_{18}$, was isolated from the cortex of Acanthopanax sessiliflorum forma chungbunensis C.S.Yook and it was identified as lirioresinol ${\beta}$-diglucoside, liriodendrin. The compound stimulated the incorporation of $^{14}$C-leucine into mouse liver protein.

• Korean Journal of Pharmacognosy
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• v.46 no.2
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• pp.123-132
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• 2015

In this study, we carried out quantification analysis of the six marker components, geniposidic acid, chlorogenic acid, geniposide, pinoresinol diglucoside, liriodendrin, and genipin in the 70% ethanol extracts of non-processed Eucommiae Cortex and processed Eucommiae Cortex using a high-performance liquid chromatography coupled with photodiode array detector. The six components were separated on Gemini C₁₈ column (5 μm, 4.6×250 mm) by the gradient elution with 1.0% (v/v) acetic acid in water and 1.0% (v/v) acetic acid in acetonitrile as mobile phase. The flow rate was 1.0 mL/min and the injection volume was 10 mL. The amount of geniposidic acid, chlorogenic acid, geniposide, pinoresinol diglucoside, liriodendrin, and genipin in non-processed Eucommiae Cortex were 1.31, 0.31, 0.66, 0.46, 0.46, and 0.03%, respectively, while the amount of the six compounds in non-processed Eucommiae Cortex were 0.04-0.78, 0.01-0.14%, 0.05-0.63%, 0.01-0.37%, 0.15-0.42%, and not detected, respectively. After processing treatment, the contents of three iridoids, two lingnan, and one phenylpropanoid decreased in Eucommiae Cortex.

• Natural Product Sciences
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• v.15 no.1
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• pp.17-21
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• 2009

Column chromatographic separation of the alcoholic extract from the roots of Berberis amurensis yielded eight phenolic constituents including six lignans, hanultarin (1), (-)-secoisolariciresinol (3), (+)-lyoniresinol (5), (+)-syringaresinol (6), (+)-syringaresinol-O-$\beta$-D-glucopyranoside (7), liriodendrin (8), and two phenylpropanoids, 4-glucosyloxy-3-methoxyphenyl trans-propenoic ethyl ester (2), trans-ferulic acid (4). The structures were determined on the basis of NMR spectroscopic data. All isolated compounds(1-8) were reported for the first time from this source. Compound 1 exhibited moderate cytotoxicity against four human cancer cell lines in vitro using sulforhodamin B bioassay.

• The Korea Journal of Herbology
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• v.30 no.3
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• pp.19-24
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• 2015

Objectives : HPL-1, a novel herbal medicine which is composed of five herbs such as Kalopanacis Cortex, Chaenomelis Fructus, Raphani Semen, Atractylodis Rhizoma and Pulvis Aconiti Tuberis Purificatum, was developed for treatment of osteoarthritis. This study is aimed to develop analytical method for consistent quality control of HPL-1 and validate chromatographic method. Methods : Chromatographic analysis was performed using ultra-high performance liquid chromatography - diode array detector (UHPLC-DAD) equipped with RP-amide column, column oven, and auto sampler. Marker compounds [protocatechuic acid, chlorogenic acid, liriodendrin, 3,5-dicaffeoylquinic acid, ${\beta}$-D-(3-O-sinapoyl)-fructofuranosyl-$\alpha$-D-(6-O-sinapoyl)glucopyranoside and benzoylmesaconine] were separated by step gradient elution of acetonitrile and 0.1% phosphoric acid/water. The method validation was evaluated by quantitative validation parameters of linearity, accuracy, precision, limit of detection (LOD) and limit of quantification (LOQ) according to KFDA guideline.Results : An optimized method for six marker compounds in HPL-1 was established by UHPLC-DAD. The correlation coefficient (R²) with each calibration curve was greater than 0.99. The LOD and LOQ were within the range of 0.008-0.090 and $0.023-0.274{\mu}g/mL$, respectively. The relative standard deviation (RSD) of intra- and inter-day variability were less than 4.0%. The result of recovery test was range from 93.3-106.3% with RSD < 4.0%.Conclusions : These results suggest that the quantitative UHPLC method is precise, accurate, effective for quality evaluation of HPL-1. The method may also contribute to improve quality of crude drug preparations used for treatment of various diseases.