• Title/Summary/Keyword: lignan compound

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Lignans from the Roots of Berberis amurensis

  • Park, Hyun-Bong;Lee, Kyu-Ha;Kim, Ki-Hyun;Lee, Il-Kyun;Noh, Hyung-Jun;Choi, Sang-Un;Lee, Kang-Ro
    • 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.

Antioxidative Phenolic Compounds from the Roots of Rhodiola sachalinensis A. Bor

  • Lee, Min-Won;Lee, Yeon-Ah;Park, Hyang-Mi;Toh, Sang-Hak;Lee, Eun-Joo;Jang, Hae-Dong;Kim, Young-Ho
    • Archives of Pharmacal Research
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    • v.23 no.5
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    • pp.455-458
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    • 2000
  • The acetone extract of the roots of Rhodiola sachalinensis has furnished six phenolic compounds which exhibited significant scavenging effects against DPPH free radical. The structures of these compounds were identified and determined as gallic acid (1), (-)-epigallocatechin 3-O-gallate (2), kaempferol (3), kaempferol 7-O-$\alpha$ -L-rham nopyranoside (4), herbacetin 7-O-$\alpha$ -L-rhamnopyranoside, (5) and rhodiolinin (6) by physico-chemical and spectral evidences.

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Anti-Estrogenic Activity of Lignans from Acanthopanax chiisanensis Root

  • Lee Sanghyun;Yoo Hye Hyun;Piao Xiang Lan;Kim Ju Sun;Kang Sam Sik;Shin Kuk Hyun
    • Archives of Pharmacal Research
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    • v.28 no.2
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    • pp.186-189
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    • 2005
  • Anti-estrogenic activity of (-)-sesamin (1), helioxanthin (2), savinin (3), taiwanin C (4), and 3­(3,4-dimethoxybenzyl)-2-(3,4-methylenedioxybenzyl)butyrolactone (5) isolated from the root of Acanthopanax chiisanensis was tested using Ishikawa cells. Among them, compound 3 exhibited anti-estrogenic activity ($IC_{50}\;=\;4.86\;{\mu}M$).

Lignans Isolated from the Roots of Patrinia scabiosaefolia F. and their IL(Interleukin)-6 Inhibitory Activity (마타리 뿌리로부터 분리한 Lignan 화합물의 IL-6 저해활성)

  • Choi, Eun-Jin;Jin, Qinglong;Shin, Ji-Eun;Kim, Hyun-Gyu;Kim, Jung-Jin;Woo, Eun-Rhan
    • YAKHAK HOEJI
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    • v.53 no.4
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    • pp.201-205
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    • 2009
  • In an ongoing investigation into anti-inflammatory compounds from natural products, the $CH_2Cl_2$ soluble fraction of Patrinia scabiosaefolia F. (Valerianaceae) was found to inhibit IL-6 production in TNF-$\alpha$ stimulated MG-63 cell line. By means of a bioassay-directed chromatographic separation technique, lappaol E (1), and nortrachelogenin (2) were isolated. These compounds have been isolated from this plant for the first time. Compounds $1{\sim}2$ showed potent antioxidative activity using NBT superoxide scavenging assay. Moreover, compound 1 decreased IL-6 production in TNF-$\alpha$ stimulated MG-63 cell line.

Effects of Lignan Compound of Sesame on LPS-induced Nitric Oxide Generation in Murine Macrophage RAW 264.7 Cells (참깨의 리그난 화합물의 항염증 효과)

  • Lee, Hwa-Jeong;Son, Dong-Ju;Kang, Myung-Hwa;Lee, Bum-Chun;Hong, Jin-Tae
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.32 no.3 s.58
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    • pp.173-180
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    • 2006
  • Sesame (Sesamum indicum L.), one of the oldest oilseed crops, has been known to posses antioxidative and inflammatory effects. This seed contains lignan compounds such as sesamin, sesamol, sesaminol, sesaminol diglucosides (SDG), and sesaminol triglucosides (STG). Sesamin, a major lignan in sesame, displayed several biological activities including a protective effects against oxidative damage in the skin. In the present study, we investigated the effect of sesamin, sesamol, sesaminol, SDG, and STG, on nitric oxide (NO) induction and inducible nitric oxide synthane (iNOS) and cyclooxygenases-2 (COX-2) expression in lipopolysaccharides (LPS)-treated RAW 264.7 cells. The results showed that sesamol and sesaminol significantly inhibited NO generation but they were also cytotoxicity however, sesamin effectively inhibited NO production ($IC_{50}: 64{\mu}M$) without my cytotoxic effect in LPS-stimulated macrophage RAW 264.7 cells. In further study, it was founded that sesamin inhibited the expression of inducible nitric oxide synthase but not COX-2 expression. These results suggest that sesamin may be useful for improvements of the inflammatory diseases.

Synthesis of Methylated and Acetylated Derivatives of Meso-dihydroguaretic Acid and Study of Their Inhibitory Activities on LPS Derived Nitric Oxide (NO) Production (메조-디하이드로구아레틱산 메틸, 아세틸 치환체의 합성 및 이들 화합물들의 LPS에 의해서 유도된 일산화질소(NO)의 억제 효능에 대한 연구)

  • Choi, Kyungoh;Rho, Ho Sik
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.43 no.3
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    • pp.195-200
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    • 2017
  • This study was conducted to examine the inhibitory effects of meso-dihydroguaretic acid (MDGA, 1) and its synthetic derivatives (compound 2 and 3) against NO production. MDGA is a lignan component isolated from the bark of Machilus thunbergii Sieb. et Zucc. We synthesized dimethylated MDGA (2), diacetylated MDGA (3) and compared NO inhibition of two derivatives with that of MDGA (1). MDGA (1) and compound 3 showed suppressive effects against the generation of NO in LPS-activated macrophages. RT-PCR analysis suggested that MDGA (1) and compound 3 inhibited NO production through the suppression of iNOS mRNA expression. From these results, diacetylated MDGA (3) can be used as a pro-drug for MDGA.

An Evaluation of the Anti-oxidant Activity of Fermented Defatted Sesame Seeds (참깨탈지박 발효 추출물의 항산화 활성 평가)

  • Kim, Eun-Ji;Jo, Seung-Wha;Yim, Eun-jung;Kim, Kum-Suk;Choi, Beom-Seok;Lee, Nam-Rye;Jung, Do-Youn
    • Journal of Life Science
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    • v.30 no.5
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    • pp.452-459
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    • 2020
  • This study was conducted to investigate the total lignin content and anti-oxidant activity in extracts of defatted sesame seeds (DSS) fermented with 15 strains of Bacillus subtilis. The anti-oxidant activities of DSS were analyzed both before and after fermentation. The total lignan content of the DSS extracts fermented with BCH3678 (1,613.8 mg/l) and BCH3572 (1,599.5 mg/l) were relatively high compared to other strains. Anti-oxidant activity was determined according to phenolic compound and flavonoid content and DPPH radical scavenging rate; the highest total phenolic compound content was provided by the DSS with SRCM103716 at 2,803.3 mg GAE/g which returned total flavonoid content of 1,553.1 mg/g as strong correlation of its anti-oxidant activity. The DSS extract fermented by SRCM103716 at 37℃ for 24 hr showed the highest DPPH scavenging rate at 66.5%. The fermented DSS extracts, regardless of strain, demonstrated higher anti-oxidative activity than the unfermented control, and these results suggest that such extracts could be useful as a potential source of bioactive compounds.

Chemical Components of Acanthopanax divaricatus and Anticancer Effect in Leaves (개오가피의 성분 및 항암효과)

  • Yook, Chang-Soo;Rho, Young-Soo;Seo, Seong-Hoon;Leem, Jae-Yoon;Han, Dug-Ryong
    • YAKHAK HOEJI
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    • v.40 no.3
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    • pp.251-261
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    • 1996
  • Acanthopanax divaricatus Seem. is a medicinal plant growing widely through out Korea, Japan and China. The plant material of Acanthopanax spp. is used as analgesic , tonic, sedative drug as well as for the treatment of hypertension, rheumatism and diabetes. From the stem barks and root barks of A. divaricatus, diterpenoid compound was isolated and identified as pamaric acid ($C_{20}H_{30}O_2,\;mp\;164^{\circ}C$), lignan compounds were isolated and identified as d-sesamin ($C_{20}H_{18}O_6,\;mp\;123{\sim}124^{\circ}C$), eletheroside E ($C_{34}H_{46}O_{18},\;mp\;257{\sim}259^{\circ}C$), three sterol compounds were identified as ${\beta}$-sitosterol, campesterol, stigmasterol, and six fatty acid compounds were identified as stearic acid, palmitic acid, oleic acid, linolenic acid, arachidonic acid and behenic acid. And also leaves of A. divaricatus, chiisanoside were identified, one of secotriterpenoidal compound(white amorphorous powder crystal, mp $228^{\circ}C$). Anticancer activity and nephrotoxicity were tested by MTT assay. Anticancer effect of chiisanoside was much lower than that of cisplatin.

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Selection of Superior Resources through Analysis of Growth Characteristics and Physiological Activity of Schisandra chinensis Collection (오미자 수집종의 생육특성 및 생리활성 분석을 통한 우수자원 선발)

  • Han, Sin Hee;Jang, Jae Ki;Ma, Kyung Ho;Kim, Yae Jin;Kim, Seon Mi;Lee, Hee Jung;Hong, Chung Oui
    • Korean Journal of Medicinal Crop Science
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    • v.27 no.1
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    • pp.9-16
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    • 2019
  • Background: Various Schisandra chinensis (SC) varieties grow in diverse regions in Korea. However, there is no valid scientific evidence of these varieties. This study aimed to select the excellent resources in terms of the growth characteristics, antioxidant activities, and analysis of the active compounds of the SC collection. Method and Results: In total, 154 resources of SC were collected from various regions of Korea. The growth characteristics were measured by the number of fruit bunches, fruit number, and weight of 100 fruits. The antioxidant activities were investigated by analyzing the total flavonoid and total polyphenol contents and the radical scavenging activity of DPPH and ABTS. Schizandrin A, schizandrin c, gomisin a, and gomisin N were analyzed by HPLC. Each resource showed different growth characteristics. Among the antioxidative effects, the highest 20 resources showed high antioxidant activities in selected 29 resources. Analysis of the SC lignan index showed that all resources contained more than 1.16% of active compounds. Conclusions: All of the selected 29 SC resources were shown to have excellent growth characteristics, antioxidant activities, and bioactive compound richness. Especially, SC-004, SC-007, and SC-154 showed the best growth characteristics, and SC-22, SC-40, and SC-45 showed the best antioxidant activities and bioactive compound richness.

Preliminary Study on the Osteoporosis Improvement Effect of Compounds Isolated from Oryza sativa L. root Extract in the Ovariectomized Mouse Model (난소 적출 마우스 모델에서 Oryza sativa L.의 뿌리 추출물에서 분리된 화합물의 골다공증 개선 효과에 관한 예비연구)

  • Seon-Hee Kim;Eun-Yong Choi;Hee-Jin Yang;Jun Sang Bae
    • Journal of Physiology & Pathology in Korean Medicine
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    • v.37 no.2
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    • pp.30-35
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    • 2023
  • Bisphosphonates, estrogen, and calcium supplements are commonly used medications for postmenopausal osteoporosis, but they are associated with various side effects such as vaginal bleeding, deep vein thromembolism, and breast cancer. In this study, we aimed to investigate the potential of a compound isolated from the roots of Oryza sativa L. to improve osteoporosis using an ovariectomized mouse model. We isolated and identified oryzativol A, a lignan compound, through chemical analysis of an ethanol extract using a bioassay-guided fractionation protocol. We also examined the metabolism, clearance, and CYP enzyme activity of oryzativol A, and found that it showed plasma stability of over 80% at all analysis times, and indicating a low likelihood of inactivation or excretion by the CYP3A4 enzyme. Our results showed that the high-dose group of oryzativol A exhibited a significant increase in bone mineral density compared to the control group. Although the ALP concentration did not differ significantly compared to the control group, it showed a tendency to increase in the high-dose group of oryzativol A. Furthermore, the abnormal ratio of serum Ca/P, caused by osteoporosis, was improved to a level closer to that of the normal group as the dosage of oryzativol A increased. Taken together, these findings suggest that oryzativol A is stable in vivo and has potential as a therapeutic agent for osteoporosis, particularly when administered in high doses.