• Title/Summary/Keyword: Chrysophanol

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Validation of chrysophanol and cordycepin as marker compounds for standardization of a new herbal mixture AST2017-01

  • Jang, Jae-Bum;Kim, Tae-Young;Jeong, Hyun-Ja;Kim, Hyung-Min
    • CELLMED
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    • v.7 no.3
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    • pp.14.1-14.4
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    • 2017
  • Rumex crispus (RC) or Cordyceps militaris (CM) has been used traditionally to treat various diseases and has been also consumed as a functional food made by humanitas medicine concept. We prepared a new herbal mixture, AST2017-01 which is mainly composed of processed (Beopje)-RC (P-RC) and -CM (P-CM). This study aims to validate marker compounds (chrysophanol and cordycepin) in P-RC and P-CM and water extracted-RC and -CM using liquid chromatography-tandem mass spectrometry. In addition, we analyzed contents of chrysophanol and cordycepin in AST2017-01. The linarites of chrysophanol and cordycepin were obtained in calibration curve with a coefficient of correlation of 0.999. The results showed that the concentrations of chrysophanol and cordycepin in P-RC and P-CM were almost 1.70 and 1.23 fold higher than that in RC and CM, respectively. Furthermore, contents of chrysophanol and cordycepin in the AST2017-01 are approximately 0.13% and 0.028%, respectively. In conclusion, these results indicate that chrysophanol and cordycepin were validated as marker compounds in the AST2017-01.

Quantitative Analysis of Anthraquinones from the Roots of Korean Natural Rumex species Plants (국내 자생 Rumex속 식물의 Anthraquinone 함량분석)

  • Lim, Jong-Pil;Park, Young-Seo;Hong, Min-Wook;Kim, Dae-Keun
    • Korean Journal of Pharmacognosy
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    • v.42 no.4
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    • pp.297-301
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    • 2011
  • Rumex species (Polygonaceae) is widely distributed in Korea and its little sprout has been used as wild greens. The roots of Rumex sp. are used as a substitute for Rhei Rhizoma in Korea for its antipyretic and laxative properties. For the purpose of researching the value of Rumex sp. plants as natural resources, pattern recognition for the analysis of those plants was conducted using HPLC method. Two anthraquinone compounds, chrysophanol and emodin, were isolated from Rumex crispus to use standards. Chrysophanol and emodin from R. crispus were detected at retention time of 14.96 and 12.21 min, respectively. These compounds were detected from Rhei Rhizoma and all Rumex sp. plants. The content of chrysophanol of R. conglomeratus was higher than any other Rumex sp. plants. The amount of emodin was much higher from R. crispus than any other Rumex sp. The HPLC patterns of Rumex sp. are similar to that of Rhei Rhizoma, so they have something valuable as natural resources.

A Screen for Dual-protection Molecules from a Natural Product Library against Neuronal Cell Death and Microglial Cell Activation (신경세포 사멸과 미세아교세포활성화 억제 동시 가능 천연물질 탐색 연구)

  • Min, Ju-Sik;Lee, Dong-Seok
    • Journal of Life Science
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    • v.25 no.6
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    • pp.656-662
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    • 2015
  • Natural products and natural product structures play a general and highly significant role in drug discovery and development process because it has various merits and potentials for new drug source that have extensive clinical experience, development time contraction, excellent stability and safety. In several neurological disorders, neuronal death and excessive activation of microglia (neuro-inflammation) are observed. A number of drug discovery-related neuronal cell death and neuro-inflammation was studied from natural products, respectively. However, until now, it has not been possible to study dual-protection molecules recorded in the Natural Product library. In the present study, using the natural product-derived library of the Institute for Korea Traditional Medical Industry, we investigated dual-protective molecules against glutamate (a classical excitatory neurotransmitter)-induced oxidative stress mediated neuronal cell death and LPS-induced excessive activated microglial cells (immune cells of the brain). Chrysophanol, extracted from Rheum palmatum, had dual-protective effects against both glutamate-induced neuronal cell death and LPS-induced NO production, triggering proinflammatory cytokines and microglia activation and resulting in neuroinflammation. Flow-cytometry analysis revealed that chrysophanol had a scavenger effect, scavenging glutamate- and LPS-induced reactive oxygen species (ROS) produced by neuronal and microglial cells, respectively. Based on the present study, chrysophanol may have an important protective role against neuronal cell death and neuroinflammation in the brain. The results may be helpful for studying drug development candidates for treating central nervous system disorders.

Quantitative Analysis of Anthraquinones in Cassiae Semen by Processing Method (수치에 따른 결명자 주요 Anthraquinone의 함량분석)

  • Seo, Chang-Seob;Kim, Jung-Hoon;Shin, Hyeun-Kyoo;Hwang, Seock-Yeon;Kim, Byoung-Soo
    • Korean Journal of Pharmacognosy
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    • v.45 no.3
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    • pp.200-208
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    • 2014
  • In this study, we performed quantification determination of four major components including aurantio-obtusin, emodin, chrysophanol, and physcion in the 70% ethanol extracts of non-processed Cassiae Semen and processed Cassiae Semen using a high-performance liquid chromatography coupled with photodiode array detector. The analytical column for separation of the 4 constituents used a Gemini $C_{18}$ column kept at $40^{\circ}C$ 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 $10{\mu}L$. The amount of aurantio-obtusin, emodin, chrysophanol, and physcion in non-processed Cassiae Semen were 0.07%, 0.02%, 0.25%, and 0.10%, respectively. The amount of aurantio-obtusin, emodin, chrysophanol, and physcion in processed Cassiae Semen were 0.04-0.14%, 0.01-0.03%, 0.02-0.42%, and 0.01-0.24%, respectively. Consequently, the optimal processing condition of Cassiae Semen for the improvements of amounts of four anthraquinone compounds was obtained by roasting at $240^{\circ}C$ for 15 min.

Purification and Identification of Cytotoxic Compounds from the Root of Rumex crispus L. (소리쟁이 뿌리로부터 세포독성물질 분리 및 정제)

  • Cho, Yong Beom;Kim, Jae Yeon;Kwon, Nam Woo;Hwang, Bang Yeon;Kim, Jun Gu;Woo, Sun Hee;Lee, Moon Soon
    • Korean Journal of Medicinal Crop Science
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    • v.27 no.3
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    • pp.208-217
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    • 2019
  • Background: In the present study, we identified two cytotoxic compounds from the root of Rumex crispus L. using a bioassay-based method. Methods and Results: Compared with the other fractions, the diethyl ether ($Et_2O$) fraction of R. crispus root extract exhibited the strongest of 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical-scavenging effect [scavenging concentration 50% $(SC_{50})=63.8{\pm}1.47{\mu}g/m{\ell}$], nitric oxide (NO) production inhibitory effect on the mouse macrophage cell line RAW264.7 [inhibitory concentration 50% $(IC_{50})=60.9{\pm}7.52{\mu}g/m{\ell}$] and cytotoxicity effect on the human hepatoma cell line, HepG2 [lethal concentration 50% $(LC_{50})=115.4{\pm}1.86{\mu}g/m{\ell}$]. According to the bioassay-based method, two cytotoxic compounds were purified from the $Et_2O$ fraction by using column chromatography and preparative high performance liquid chromatography (prep-HPLC). These two compounds were identified as parietin and chrysophanol by using nuclear magnetic resonance (NMR) and liquid chromatography quadruple time of flight mass spectrometry (LC-QTOF-MS). In addition, both parietin and chrysophanol exhibited a cytotoxicity effect on HepG2 cells, their $LC_{50}$ values were $169.1{\pm}17.67{\mu}M$ and $111.5{\pm}6.62{\mu}M$, respectively. Conclusions: Parietin and chrysophanol isolated from the $Et_2O$ fraction of the R. crispus root extract showed cytotoxicity in HepG2 cell.

Anthraquinone and Stibene Derivatives from the Cultivated Korean Rubbarb Rhizomes

  • Ko, Sung-Kwon;Whang, Wan-Kyunn;Kim, Il-Hyuk
    • Archives of Pharmacal Research
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    • v.18 no.4
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    • pp.282-288
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    • 1995
  • The sutdies were carried out to evaluate the consituents in the rihzomes of the cultivated Korean Rhubarb (Polygonaceae). From the acetone fraction ofl methanol extract Compound I (1, 8-dihydroxy-3-methyl anthraquinone, chrysophanic acid), Compound II($chrysophanol-8-O-{\beta}-D-glucopyranoside$), Compound III ($emodin-8-O-{\beta}-D-glucopyranoside$) and Compound IV ($aloe-emodin-8-O-{\beta}-D-glucopyranoside$), and from the ether fraction Compound V(1, 8-dihydorxy-3-emthyl-6-methoxy anthraquinone, physcion) and Compound VI (1, 6, 8-thitydroxy-3-emthyl anthrauinone, emodin), and also from the n-buthanol fraction Compound VII ($rhapontigenin-3-O-{\beta}-D-glucopyranoside, rhaponticin$) and Compound VIII ($piceatannol-3'-O-{\beta}-D-glucopyranoside$), were isolated and identified on the basis of their physico-chemical and spectroscopic evidences (UV, IR, H-NMR, C-NMR, EI-MS), respectively.

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Studies on the Processing of Herbal Medicines(VIII) - HPLC Analysis of Standard Compounds of Processed Rhei rhiaoma from root of R. Tanguticum - (한약재 수치에 관한 연구(VIII) - 당고특대황으로부터 조제한 주초대황의 주성분 함량변화 -)

  • Lee, Yun-Mi;Lee, Sang-Won;Kim, Hyun-Jung;Cho, Jung-Hee;Kim, Jin-Sook
    • Korean Journal of Oriental Medicine
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    • v.10 no.2
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    • pp.93-99
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    • 2004
  • Rhei rhizoma was processed into Jucho Daewhang according to the method of chinese pharmacopoeia. The contents of Sennoside A, B, Aloe-emodin, Chrysophanol, Emodin, and Rhein were analyzed by HPLC.

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Studies on the Constituents of Rhamnella frangulioides (까마귀베개뿌리의 성분에 관한 연구)

  • Yoo, Seung-Jo;Song, Kyung-Shik;Kwak, Jong-Hwan;Han, Byung-Hoon;Ryu, Jae-Ha
    • Korean Journal of Pharmacognosy
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    • v.20 no.3
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    • pp.147-148
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    • 1989
  • From the root of Rhamnella frangulioides(=Microrhamnus frangulioides), three compounds (Comp. I ; $mp\;140{\sim}142^{\circ},\;Comp.\;II\;;\;mp\;196^{\circ},\;Comp.\;III\;;\;mp\;136{\sim}138^{\circ})$ were isolated by silica gel column chromatographic purification which were identified as ${\beta}-sitosterol$, chrysophanol, 1-methyl-2-carboxymethyl-3-methoxy-4,8-dihydroxy andthraquinone, respectively by spectral analysis.

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Quantitative analysis of anthraquinones in Polygonum multiflorum Thunberg (하수오(何首烏)의 안트라퀴논 함량분석)

  • Lee, Hye-Won;Park, So-Young;Choo, Byung-Kil;Chae, Sung-Wook;Lee, A-Yeong;Kim, Ho-Kyoung
    • Korean Journal of Oriental Medicine
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    • v.13 no.3
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    • pp.157-163
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    • 2007
  • Objective: Polygonum multiflorum Thunberg (Polygonaceae) has been traditionally used as a tonic and the purgative in China and Korea. The genus Polygonum is a source of a wide range of phenolic compound, flavanoids, anthraquinones, stilbenes and tannins. In this study, three anthraquinones were isolated and quantitative determination of anthraquinones from P multiflorum has been developed for quality standardization. Methods : Three anthraquinone derivatives were isolated from a methanol extract of the radix of P. multiflorum by the chromatographic separation. Their structures were identified as emodin, physcion and ${\omega}$-hydroxyemodin on the basis of spectral data (MS, lH-NMR, 13C-NMR) and chemical analysis. HPLC analysis was performed to determine the contents of emodin, physcion, chrysophanol, rhein and ${\omega}$-hydroxyemodin in P. multiflorum from different specimens were collected from twenty Korean markets. Results: According to the results, the contents of emodin, physcion, chrysophanol, rhein and ${\omega}$-hydroxyemodin were 0.145%, 0.434%, 0.016%, 0.026%, 0.030% by HPLC, respectively. Conclusions : In these results, we have determined the contents of emodin, physcion, chrysophanol, rhein and ${\omega}$-hydroxyemodin in P. multiflorum, respectively. We hope that this study will contribute to the standardization and quality control of herbal medicine.

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Simultaneous Quantitative Analysis of Mixtures of Ixeridium dentatum (Thunb.) Tzvelev, Plantago asiatica L. and Rumex crispus L. Ethanol Extracts (씀바귀, 질경이, 소리쟁이 에탄올 추출 혼합물에 대한 주요 성분 동시 분석)

  • Kim, Ga-Ram;Kim, Eun-Nam;Birasuren, Bayarmaa;Min, Yeonhong;Jeong, Gil-Saeng
    • Korean Journal of Pharmacognosy
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    • v.51 no.3
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    • pp.222-229
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    • 2020
  • Recently, consume for functional cosmetics containing natural products has been greatly increased. In order to develop it as a natural cosmetic material, we selected Ixeridium dentatum (Thunb.) Tzvelev, Plantago asiatica L. and Rumex crispus L. that have antioxidant and anti-inflammatory effects. In this study, simultaneous quantitative analysis of the isolated compounds and natural product complexes (Mix.) were validated using high performance liquid chromatography (HPLC). The isolated six compounds were shown in a large linearity with a correlation coefficient (R2) of 0.99. The limit of detection (LOD) of chlorogenic acid, plantamajoside, acteoside, emodin chrysophanol and physcion were 0.36 ㎍/mL, 0.36 ㎍/mL, 0.37 ㎍/mL, 0.30 ㎍/mL, 0.22 ㎍/mL and 0.12 ㎍/mL, respectively. The limit of quantification (LOQ) of chlorogenic acid, plantamajoside, acteoside, emodin chrysophanol and physcion were 1.10 ㎍/mL, 1.08 ㎍/mL, 1.12 ㎍/mL, 0.99 ㎍/mL, 0.66 ㎍/mL and 0.35 ㎍/mL, respectively. Content analysis showed chlorogenic acid (0.19 ± 0.02%), plantamajoside (0.48 ± 0.01%), acteoside (0.65 ± 0.01%), emodin (1.15 ± 0.11%), chrysophanol (0.73 ± 0.01%) and physcion (0.69 ± 0.09%). Therefore, the results of this study may provide for basic data of standardization research natural cosmetic material development on the I. dentatum, P. asiatica and R. cripus.