• YAKHAK HOEJI
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• v.57 no.3
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• pp.161-166
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• 2013

Sinomenium acutum has been used for the treatment of rheumatoid arthritis, arrhythmia, and pain. We evaluated the quality of S. acutum extract by quantitatively analyzing its components such as sinomenine, magnoflorine and syringaresinol with the simultaneous determination method using HPLC-DAD. A total of 53 samples collected from different localities were evaluated with this quality evaluation method. Sinomenine, magnoflorine and syringaresinol from tested samples ranged from 0.0649~9.1050%, 0.7460~10.7590% and 0.0010~0.2441%, respectively. In the current study, we were able to exhibit the diverse quality of S. acutum samples collected from various locations using the simultaneous determination method.

• 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.

• Toxicological Research
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• v.29 no.4
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• pp.279-283
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• 2013

Acanthopanax koreanum Nakai, a well known traditional herb grown in Jeju Island, South of Korea, has been used as a tonic and sedative agent, as well as in the treatment of diabetes and immune diseases. Mutagenicity of two lignans, syringaresinol and tortoside A isolated from A. koreanum, was assessed using Salmonella/microsome (Ames) test. Tester strains used were Salmonella typhimurium TA98, TA100, TA1535, and Escherichia coli WP2uvrA. The mutagenic activity was determined both in the absence or presence of S9 mixture. As a result, tortoside A did not cause any increase in the number of $his^+$ revertants in S. typhimurium and E. coli WP2uvrA strains in the presence or absence of S9 mix, compared to the controls. Similarly, low concentrations of syringaresinol (750 and 1,500 ${\mu}g$/plate) did not show any mutagenic properties in all bacterial strains, in the presence or absence of S9 mixture. However, in the high concentration of syringaresinol (3,000 ${\mu}g$/plate), the number of revertants were increased in TA1535 strains, in the absence of S9 metabolic activation. Therefore, in vivo experiments such as comet assay are needed to further determine the genotoxic/carciogenic potential of syringaresinol isolated from A. koreanum.

• Journal of the Korean Wood Science and Technology
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• v.26 no.4
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• pp.61-70
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• 1998

Xylem, bark and flower buds of Magnolia kobus DC. var. borealis Sarg. were extracted with ethanol. And then the ethanol extracts were fractionated with diethyl ether. The lignans structure of the diethyl ether fractions were determined by spectroscopic methods. The results are summarized as follows : 1. Three compounds, aschantinn(X-I), yangambin(X-II), (-)syringaresinol(X-III), tetrahydrofurofuranoid lignans were isolated from the xylem. 2. Five compounds were isolated from the bark. These are all tetrahydrofurofuranoid lignans, aschantin(B-I), yangambin(B-II), medioresinol(B-III), (+)syringaresinol(B-IV), and tetrahydrofuranoid, kobusinol B(B-V). 3. Three tetrahydrofurofuranoid lignans, kobusin(F-I), aschantin(F-II), yangambin(F-III) were isolated from the flower buds. 4. Isolated lignans from the each tissue were two types of tetrahydrofurofuran type and tetrahydrofuran type. 5. The tetrahydrofurofuranoid lignans were five compounds such as kobusin, aschantin, yangambin, medioresinol, and syringaresinol, while the tetrahydrofuranoid lignans was kobusinol B. 6. Most of these lignans were substituted with the methylenedioxy or methoxyl groups.

• Korean Journal of Pharmacognosy
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• v.16 no.3
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• pp.151-154
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• 1985

From the BuOH Fr. of the roots of Acanthopanax koreanum $N_{AKAI}$, we have isolated a lignan glucoside, mp $257{\sim}259^{\circ}$, $C_{34}H_{46}O_{18}$ and it was identified to be (-) syringaresinol diglucoside by spectral data and comparing with authentic samples.

• YAKHAK HOEJI
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• v.35 no.3
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• pp.147-153
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• 1991

Chemical constituents of fruits, leaves and barks of Acanthopanax senticosus forma inermis were studied. Their fruits have higher contents of crude ash, crude protein, crude fat, fructose and glucose than those of other Acanthopanax species, and contained larger amount of glutamic acid and malic acid among amino acid and organic acid, respectively. The compounds identified from their barks and leaves, were $\beta$-sitosterol and stigmasterol, sesamin, savinin, syringaresinol diglucoside, oleanolic acid, chiisanoside and polyacetytene ($C_9H_{10}O_2$, mp. 62~63).

• Journal of Ginseng Research
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• v.41 no.3
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• pp.277-283
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• 2017

Background: The ginseng berry has various bioactivities, including antidiabetic, anticancer, antiinflammatory, and antioxidative properties. Moreover, we have revealed that the active antiaging component of the ginseng berry, syringaresinol, has the ability to stimulate longevity via gene activation. Despite the many known beneficial effects of ginseng, its effects on skin aging are poorly understood. In this study, we investigated the effects of ginseng and the ginseng berry on one of the skin aging processes, melanogenesis, and age-related pigment lipofuscin accumulation, to elucidate the mechanism of action with respect to antiaging. Methods: The human melanoma MNT1 cell line was treated with ginseng root extract, ginseng berry extract, or syringaresinol. Then, the cells were analyzed using a melanin assay, and the tyrosinase activity was estimated. The Caenorhabditis elegans wild type N2 strain was used for the life span assay to analyze the antiaging effects of the samples. A lipofuscin fluorescence assay was performed during 10 passages with the syringaresinol treatment. Results: A 7-d treatment with ginseng berry extract reduced melanin accumulation and tyrosinase activity more than ginseng root extract. These results may be due to the active compound of the ginseng berry, syringaresinol. The antimelanogenic activity was strongly coordinated with the activation of the longevity gene foxo3a. Moreover, the ginseng berry extract had more potent antiaging effects, caused a life span extension, and reduced lipofuscin accumulation. Conclusion: Taken together, our results suggest that these antimelanogenic effects and antiaging effects of ginseng berry mediate the activation of antioxidation-FoxO3a signaling.

• Journal of Ginseng Research
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• v.47 no.5
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• pp.654-661
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• 2023

Background: Ginseng has been used as a traditional medicine and functional cosmetic ingredients for many years. Recent studies have focused on the potential biological effects of the ginseng berry and its ingredients. (+)-Syringaresinol (SYR) is enriched in ginseng berry and its beneficial effects on the skin have been recently reported. However, little is known about the its effects on the wound healing process of skin. Methods: Here, we evaluated the skin wound healing effect of (+)-SYR using the human fibroblast Hs68 cell and ex vivo pig and human skin tissue model. Scratch wound test and hydrogen peroxide (HPO) induce chemical wound model were employed. Results: (+)-SYR promoted the migration and proliferation of Hs68 cells without significant cytotoxicity at the tested concentrations. Especially, in ex vivo pig and human skin tissue, HPO-induced chemical wound was recovered almost completely by (+)-SYR. In line with the finding in Hs68, the protein expression levels of TGF-β and PCNA, a proliferation marker were increased, demonstrating the beneficial effects of (+)-SYR on skin wound repair. Conclusion: Collectively, we demonstrated that (+)-SYR from ginseng berry, can enhance the wound healing effect by accelerating cell proliferation and skin regeneration, suggesting the potential utility of (+)-SYR for skin wound repair.

• Natural Product Sciences
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• v.14 no.2
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• pp.131-137
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• 2008

From the 70% EtOH extract of the roots of Astragalus membranaceus (Leguminosae), eleven flavonoid derivatives and a lignan, were isolated and identified as liquiritigenin (1), daidzein (2), formononetin (3), sophorophenolone (4), calycosin (5), methylnissolin (6), isomucronulatol (7), isomucronulatol 7-O-glucoside (8), methylnissolin 3-O-glucoside (9), calycosin 7-O-glucoside (10), (+)-syringaresinol O-${\beta}$-D-glucoside (11), and isomucronulatol 7,2'-di-O-glucoside (12), by spectroscopic methods. This is the second report of the isoflavonoid derivatives sophorophenolone (4) and isomucronulatol 7,2'-di-O-glucoside (12) from a natural source, as well as the first report of compounds liquiritigenin (1), daidzein (2) and (+)-syringaresinol O-${\beta}$-D-glucoside (11) from the species A. membranaceus.

• Korean Journal of Pharmacognosy
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• v.31 no.3
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• pp.357-363
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• 2000

The root of Actinidia arguta was extracted with methanol and the methanol extract was suspended in $H_2O$ and successively partitioned with n-hexane, $CH_2Cl_2$, EtOAc and n-BuOH. Repeated column chromatographic separation of the EtOAc extract resulted in the isolation of two flavonoids (compounds 2 and 3) and two triterpenes (compounds 1 and 4) and $CH_2Cl_2$, extract to afford three lignans (compounds 5-7). Their structures have been established by spectroscopic, means to be (+)-tormentoside(1), (-)-catechin(2), (-)-epicatechin(3), (+)-uscaphic $acid-28-O-[\beta}-D-glucopyranoside$(4), (+)-pinoresinol(5), (+)-medioresinol(6), and (-)-syringaresinol(7).