• Title/Summary/Keyword: scopolin

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Coumarin Glycosides from the Roots of Angelica dahurica

  • Kim, Seoung-Han;Kang, Sam-Sik;Kim, Chang-Min
    • Archives of Pharmacal Research
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    • v.15 no.1
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    • pp.73-77
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    • 1992
  • From the roots of Angelica dahurica Bentham et Hooker (Umbelliferae), five coumarin glucosides together with adenosine have been isolated and identified as nodakenin, 3'-hydroxymarmesinin, tert-O-$\beta$-D-glucopyranosyl-byakangelicin, sec-O-$\beta$-D-glucopyranosyl-byakangelicin and scopolin. This is the first report of the occurrence of these compounds in this plant.

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Inhibitory effects of Synurus excelsus and Weigela subsessilis on aldose reductase and HPLC-UV analysis of scopolin, scopoletin, and quercetin

  • Quilantang, Norman G.;Lee, Ju Sung;Ryu, Seo Hyun;Park, Se Hoon;Byun, Jae Sang;Chun, Je Sung;Jacinto, Sonia D.;Lee, Sanghyun
    • Journal of Applied Biological Chemistry
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    • v.61 no.2
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    • pp.135-139
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    • 2018
  • The inhibition of aldose reductase (AR) has been shown to prevent the progression of the many complications associated with diabetic hyperglycemia. Several compounds purified from various plant sources have exhibited potent inhibition against AR. In this study, the inhibitory effects of the methanol extracts of the flowers of Synurus excelsus and Weigela subsessilis on AR were determined in vitro. Scopolin and scopoletin are coumarins isolated from the flowers of S. excelsus and W. subsessilis; and quercetin is a known AR inhibitor present in many flowers. To determine and quantify their presence in both plants, HPLC-UV analysis of all three compounds was performed. S. excelsus and W. subsessilis showed potent inhibition against AR having $IC_{50}$ values of 0.17 and $0.14{\mu}g/mL$, respectively. The concentration of scopolin in S. excelsus and W. subsessilis were 34.71 and 174.14 mg/g extract, respectively. Scopoletin was detected in S. excelsus at 3.41 mg/g extract, whereas quercetin was not detected in both plants. This study shows that S. excelsus and W. subsessilis exhibited promising AR inhibitory effects and are both sources of coumarins.

Chemical Components from the Stem Bark of Rhus javanica L. (붉나무 수피의 성분)

  • Chung, Sun-Chae;Hwang, Bang-Yeon;Oh, Gab-Jin;Kang, Shin-Jung;Kim, Mi-Jeong;Choi, Woo-Hoi;Lee, Kyong-Soon;Ro, Jai-Seup
    • Korean Journal of Pharmacognosy
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    • v.30 no.3
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    • pp.295-300
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    • 1999
  • Seven compounds were isolated from the n-BuOH extract of the dried stem barks of Rhus javanica L. On the basis of physico-chemical, spectroscopic evidences and comparison with authentic samples, the compounds $1{\sim}7$ were identified as gallic acid (1), methyl gallate (2), scopoletin (3), scopolin (4), $1,\;2,\;3,\;4,\;6-penta-O-galloyl-{\beta}-D-glucose$ (5), orcinol (6) and $orcinol-{\beta}-D-glucoside$ (7). Among these compounds, scopolin, $orcinol-{\beta}-D-glucoside$ were isolated from this plant for the first time.

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The Chemical Constituents from Heracleum moellendorffii Roots (어수리의 성분)

  • Kwon, Yong-Soo;Cho, He-Young;Kim, Chang-Min
    • YAKHAK HOEJI
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    • v.44 no.6
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    • pp.521-527
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    • 2000
  • The root of Heracleum moellendorffii was extracted with methanol and extract was fractionated with n-hexane, $CHCI_3$ and n-BuOH. Repaeated column chromatography of silica gel, sephadex LH 20 and ODS led to the isolation of ten compounds from n-hexane fraction and n-BuOH fraction. On the basis of spectroscopic evidences, the structures of isolated compounds were identified as isobergapten, psoralen, angelicin, sphondin, xanthotoxin, skimmin, cichoriin, $heratomol-6-O-{\beta}-D-glucopyranoside$, scopolin and apterin.

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Phytochemical Constituents from Diodia teres

  • Lee, Jae-Hyeok;Ku, Chung-Hwan;Baek, Nam-In;Kim, Sung-Hoon;Park, Hee-Wook;Kim, Dae-Keun
    • Archives of Pharmacal Research
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    • v.27 no.1
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    • pp.40-43
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    • 2004
  • All ten compounds were isolated from the methanolic extract of the whole plants of Diodia teres through repeated silica gel and Sephadex LH-20 column chromatography. Their chemical structures were elucidated as three iridoid glycosides, asperuloside, geniposidic acid and asperulosidic acid, a coumarin glycoside, scopolin, and six flavonoids, rutin, kaempferol-3-0-rutinoside, quercitrin, astragalin, isoquercitrin and quercetin by spectroscopic analysis.

Quantitative Determination of Bioactive Compounds in Some Artemisia capillaris by High-Performance Liquid Chromatography

  • Kim, Sang-Won;Kim, Hyeong-Woo;Woo, Mi-Hee;Lee, Jae-Hyun;Choi, Jae-Sue;Min, Byung-Sun
    • Natural Product Sciences
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    • v.16 no.4
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    • pp.233-238
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    • 2010
  • In order to facilitate the quality control of Artemisia capillaris, a simple, accurate and reliable HPLC method was developed for the simultaneous determination of the six bioactive compounds: scopolin (1), chlorogenic acid (2), 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside (3), hyperoside (4), isorhamnetin 3-Orobinobioside (5), and scoparone (6), which were selected as the chemical markers of A. capillaris. Separation was achieved on an Agilent Eclipse XDB-C18 column with a gradient solvent system of 0.1% trifluoroacetic acid aqueous-acetonitrile at a flow-rate of 1.0 mL/min and detected at 254 nm. All six calibration curves showed good linearity ($R^2$ > 0.998). A simple reversed phase HPLC method was developed for extracting pharmacologically active compounds scopolin, chlorogenic acid, 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside, hyperoside, isorhamnetin 3-O-robinobioside, and scoparone from A. capillaris using a binary gradient of acetonitrile : 0.1% trifluoroacetic acid with UV detection at 254 nm. The scopolin (1), chlorogenic acid (2), 2,4-dihydroxy-6-methoxyacetophenone 4-glycoside (3), hyperoside (4), isorhamnetin 3-O-robinobioside (5), and scoparone (6) contents of the herb of A. capillaris collected from fifteen district markets in Korea were 0.00~0.90 mg/g, 0.06~7.29 mg/g, 0.06~0.91 mg/g, 0.07~5.05 mg/g, 0.42~13.11 mg/g, and 1.11~29.82 mg/g, respectively. The results demonstrated that this method is simple and reliable for the quality control of A. capillaris.

Simultaneous Quantification Analysis of Multi-components on Erycibae Caulis by HPLC (HPLC를 이용한 정공등의 다성분 동시함량분석)

  • Jeon, Hye Jin;Liu, Ting;Whang, Wan Kyunn
    • YAKHAK HOEJI
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    • v.57 no.4
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    • pp.272-281
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    • 2013
  • In this study, we developed and validated the HPLC method using the isolated components from Erycibae caulis. Their structures were elucidated by spectroscopic methods including UV, $^1H$-NMR, $^{13}C$-NMR, FAB-Mass and ESI-Mass as Compound 1 (crypto-chlorogenic acid), Compound 2 (scopolin), Compound 3 (neochlorogenic acid) and Compound 4 (3,4-di-O-caffeoylquinic acid). Major three compounds and scopoletin were decided as representative components of Erycibae caulis. We established HPLC analytical method by using the representative components and 20 commercial samples which were collected considering to various cultivated area. The HPLC fingerprinting was successfully achieved with an AKZO NOBEL Kromasil 100-5C18 column. The mobile phase consisted of 0.5% acetic acid in water (A) and methanol (B) using gradient method of 85(A) to 50(A) for 35min. The fingerprints of chromatograms were recorded at an optimized wavelength of 330 nm. This developed analytical method was validated with specificity, selectivity, accuracy and precision. And it is suggested that scopolin, scopoletin, neochlorogenic acid, 3,4-di-O-caffeoylquinic acid were more than 0.162%, 0.133%, 0.057%, 0.044%, respectively. In addition, principal component analysis (PCA) was performed on the analytical data of 20 different Erycibae caulis samples in order to classify samples collected from different regions. We hope that this assay can be readily utilized as quality control method for Erycibae caulis.

Suppression of Primary Splenocyte Proliferation by Artemisia capillaris and Its Components

  • Lee, Hye Eun;Yang, Gabsik;Choi, Jae Sue;Lee, Joo Young
    • Toxicological Research
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    • v.33 no.4
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    • pp.283-290
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    • 2017
  • The host immune system is the first line of host defense, consisting mainly of innate and adaptive immunity. Immunity must be maintained, orchestrated, and harmonized, since overactivation of immune responses can lead to inflammation and autoimmune diseases, while immune deficiency can lead to infectious diseases. We investigated the regulation of innate and adaptive immune cell activation by Artemisia capillaris and its components (ursolic acid, hyperoside, scopoletin, and scopolin). Macrophage phagocytic activity was determined using fluorescently labeled Escherichia coli, as an indicator of innate immune activation. Concanavalin A (ConA)- and lipopolysaccharide (LPS)-induced splenocyte proliferation was analyzed as surrogate markers for cellular and humoral adaptive immunity, respectively. Neither A. capillaris water extract (WAC) nor ethanol extract (EAC) greatly inhibited macrophage phagocytic activity. In contrast, WAC suppressed ConA- and LPS-induced proliferation of primary mouse splenocytes in a dose-dependent manner. Similarly, EAC inhibited ConA- and LPS-induced splenocyte proliferation. Oral administration of WAC in mice decreased ConA- and LPS-induced splenocyte proliferation, while that of EAC suppressed LPS-induced splenocyte proliferation. Repeated administration of WAC in mice inhibited ConA- and LPS-induced splenocyte proliferation. Ursolic acid, scopoletin, and scopolin reduced ConA- and LPS-induced primary mouse splenocyte proliferation, while hyperoside did not show such activity. These results indicate that A. capillaris and its components, ursolic acid, scopoletin, and scopolin, suppress ConA- and LPS-induced adaptive immune cell activation. The results suggest that A. capillaris is useful as a regulator of adaptive immunity for diseases involving excessive immune response activation.