• 제목/요약/키워드: benzoylpaeoniflorin

검색결과 10건 처리시간 0.021초

목단의 미숙(未熟) 과실(果實)의 성분(成分)에 관한 연구 (Studies on the Chemical Constituents for the Unripe Fruits of Paeonia moutan)

  • 김영희
    • 생약학회지
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    • 제22권1호
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    • pp.22-25
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    • 1991
  • From the fresh unripe fruits of Paeonia moutan Sim. (Paeoniaceae), paeoniflorin and its acyl congeners, benzoylpaeoniflorin and benzoyloxypaeoniflorin, along with ${\beta}-sitosterol$ and methyl gallate were isolated. All compounds were identified on the basis of spectral data and chemical reactions. However, paeonol was not detected from this plant parts. These results suggested that the chemical components of the unripe fruits were virtually similar to those of root barks.

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작약(芍藥)의 성분연구(成分硏究) (1);Monoterpene glucoside의 분리 (Phytochemical Studies on Paeoniae Radix (1);Monoterpene Glucosides)

  • 연민혜;이주영;김주선;강삼식
    • 생약학회지
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    • 제39권1호
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    • pp.19-27
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    • 2008
  • From the polar fractions of 70% EtOH extract of Paeonia lactiflora roots (Paeoniaceae), ten monoterpene glucosides were isolated and identified as lactiflorin (1), benzoylpaeoniflorin (2), mudanpioside C (3), $1-O-{\beta}-D-glucosylpaeonisuffrone$ (4), paeonidanin (5), $1-O-{\beta}-D-glucosyl-8-O-benzoylpaeonisuffrone$ (6), paeoniflorin (7), albiflorin (8), oxypaeoniflorin (9) and mudanpioside E (10) by spectroscopic methods. Among these glucosides, 3-6 and 10 were isolated for the first time from this plant.

Protective agents against sepsis from the root bark of Paeonia suffruticosa

  • Li-Gao;Xu , Ming-Lu;Seo, Chang-Seob;Kim, Hyo-Jin;Lee, You-Jeong;Lee, Yeun-Koung;Son, Jong-Keun;Song, Dong-Keun
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.199.2-199.2
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    • 2003
  • The bioassay-guided fractionation of protective agents against sepsis-induced lethality from the root bark of Paeonia suffruticosa led to the isolation of ten known compounds: paeonol (1), 2,5-dihydroxy-4-methoxyacetophenone (2) methyl 3-hydroxy-4- methoxybenzoate (3), acetovanillone (4), benzoic acid (5), benzoylpaeoniflorin (6), paeonoside (7), paeoniflorin (8), oxypaeoniflorin (9) and apiopaeonoside (10). Among them, 4 exhibited the highest survival rate in a dose-dependent manner (100% with a dose of 30 mg/kg versus 16.7% for the control experiment) and showed reduction of plasma alanine aminotransferase (ALT) value on the in vivo assay model of sepsis induced by LPS/GalN.

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목단피의 세포독성 물질 (A Cytotoxic Compound from Moutan Cortex Radicis)

  • 주보연;김문일;최수라;명평근;성연희;송경식;배기환
    • 한국약용작물학회지
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    • 제12권3호
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    • pp.255-261
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    • 2004
  • 21 종의 생약 추출물을 선정하여 $5\;{\mu}g/ml$의 농도에서 SK-MEL-28 cell 에 대한 세포독성을 조사한 결과 목단피의 메탄올 추출물이 74.3%의 성장율을 보였다. 활성 물질을 찾기 위하여 목단피로부터 silica gel column chromatography를 실시하여 hexane 분획과 EtOAc 분획에서 충 5개의 화합물을 분리하였고 $mp,\;UV,\;IR,\;^1H-NMR,\;^{13}C-NMR$ 등 각종 물리, 화학적 data로부터 그 구조를 paeonol (1), benzoylpaeoniflorin (2), benzoic acid (3), 2,5-dihydroxy-4-methoxy-acetophenone (4), paeoniflorin (5)으로 동정하였다. 분리한 물질을 human 피부 암세포인 SK-MEL-28 세포주에 대하여 $10\;{\mu}g/ml$의 농도에서 SRB방법으로 세포독성을 측정한 결과 compound 4가 $ED_50$ 값이 $5.92\;{\mu}g/ml$로 가장 좋은 세포독성을 나타내었다. 이결과는 compound 4가 SK-MEL-28 melanoma 세포주에 대한 새로운 항암 후보 물질임을 제시한다.

작약 뿌리에서 분리한 폐포 선암 세포주 A549에 대한 세포독성 화합물 (Cytotoxic compounds against adenocarcinoma alveolar epithelial A549 cells from Paeoniae Radix)

  • 박지원;신상은;박해원;김정아;양은주;송경식
    • Journal of Applied Biological Chemistry
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    • 제66권
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    • pp.272-281
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    • 2023
  • 작약 뿌리는 monoterpene glycoside계 물질을 함유하고 있으며, 이들 화합물은 항경련, 항염증, 항바이러스, 신경보호 및 진정효과를 나타내는 것으로 알려져 있다. 이번 연구에서는 작약 뿌리의 dichloromethane (CH2Cl2) 및 ethyl acetate (EtOAc) 가용성 분획으로부터 세포독성 물질을 탐색하고자 하였다. 그 결과, 총 13종의 화합물을 분리할 수 있었으며, 이들의 세포독성 평가를 위해 사람 유래 폐암 선암 세포주인 A549에 처리하여 세포생존율 변화를 관찰하였다. A549에 대한 세포독성은 gallic acid (8) > (2S)-naringenin (9) > methyl gallate (10) > 6'-Obenzoylpaeoniflorin (7) > palmitic acid (3) 순으로 나타났다. 특히, 7은 normal cell인 MRC-5에 대한 독성은 없는 것으로 확인되었으며, 7의 A549 및 MRC-5 세포생존율에 미치는 영향에 대한 보고는 이번이 처음이다. 향후 7에 대한 세포독성 메커니즘 및 선택성과 관련된 추가연구가 필요할 것으로 판단된다.

Lipoxygenase Inhibitory and Antioxidant Activities of Isolated Compounds from Moutan Cortex

  • Ha, Do-Thi;Trung, Trinh-Nam;Thuan, Nguyen-Duy;Yim, Nam-Hui;Min, Byung-Sun;Bae, Ki-Hwan
    • Natural Product Sciences
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    • 제16권2호
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    • pp.68-74
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    • 2010
  • Phytochemical investigation on the ethyl acetate and n-butanol fractions of Moutan Cortex resulted in the isolation and characterization of a new monoterpene glycoside (3) and twenty known monoterpene glycosides (1, 2, 4-21). The structure of 3 was determined by spectroscopic data interpretation and physico-chemical properties. Compounds 1 and 8 presented a remarkable inhibitory activity against lipoxygenase-1 (LOX-1) with $IC_{50}$ values of 45.2 and $37.5\;{\mu}M$, respectively. Compounds 9, 10, 13, 18, 19, and 21 showed significant 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging effect with $IC_{50}$ values of 9.8, 25.5, 6.4, 15.2, 18.7, and $23.7\;{\mu}M$, respectively. Benzoylpaeoniflorin (8), which exhibited the highest inhibitory effect with an $IC_{50}$ value of $37.5{\pm}0.7{\mu}M$, was further analyzed the inhibition kinetics by Lineweaver-Burk plots. Results indicated that 8 is a non-competitive inhibitor, and the kinetic parameter values were estimated to be ($31.04\;{\mu}M$, Ki), ($0.29\;{\mu}M/min$, $V_m$), and ($48.50\;{\mu}M$, $K_m$).

LC-ESI-MS/MS를 이용한 계지탕 중 주요 성분 분석 (Quantitative Determination of the Bioactive Marker Components in Gyeji-tang Using LC-ESI-MS/MS)

  • 서창섭;하혜경
    • 생약학회지
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    • 제49권1호
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    • pp.76-83
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    • 2018
  • A traditional herbal formula, Gyeji-tang has been used to treat the early colds, headache, chills, and fever in Asian countries. In this study, we were performed simultaneous determination of the 14 bioactive marker compounds, gallic acid, spinosin, paeoniflorin, albiflorin, liquiritin apioside, liquiritin, 6'''-feruloylspinosin, liquilitigenin, coumarin, cinnmamic acid, benzoylpaeoniflorin, cinnamaldehyde, glycyrrhizin, and 6-gingerol in Gyeji-tang using an ultra-performance liquid chromatography-electrospray ionization-mass spectrometry (UPLC-ESI-MS/MS). Analytical column was used a Waters Acquity UPLC BEH $C_{18}$ analytical column ($2.1{\times}100mm$, $1.7{\mu}m$) and maintained at $45^{\circ}C$ with a flow rate of 0.3 mL/min. The mobile phase consists of 0.1% (v/v) formic acid in water and acetonitrile with gradient elution. The MS analysis was conducted using multiple reaction monitoring in the positive and negative modes by a Waters ACQUITY TQD LC-MS/MS system. The calibration curves of 14 bioactive marker compounds showed linearity with correlation coefficients ${\geq}0.9798$. The limits of detection and quantification values were in the range of 0.11-6.66 ng/mL and 0.34-19.99 ng/mL, respectively. As a result of the analysis using the established LC-MS/MS method, the amounts of tested 14 compounds in the lyophilized Gyeji-tang sample were detected up to $85.7{\mu}g/g$. These results may be useful for quality assessment of a traditional herbal formulas.

UPLC-ESI-MS/MS를 이용한 온경탕 중 25종 성분의 함량분석 (Quantification of the 25 Components in Onkyung-Tang by Ultra Performance Liquid Chromatography-Electrospray Ionization-Tandem Mass Spectrometry)

  • 서창섭;신현규
    • 생약학회지
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    • 제47권1호
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    • pp.92-101
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    • 2016
  • In this study, an ultra-performance liquid chromatography-electrospray ionization-mass spectrometry (UPLC-ESI-MS/MS) method was established for simultaneous determination of the 25 marker components, including chlorogenic acid, gallic acid, oxypaeoniflorin, homogentisic acid, methyl gallate, caffeic acid, 3,4-dihydroxybenzaldehyde, paeoniflorin, albiflorin, liquiritin, nodakenin, ferulic acid, ginsenoside Rg1, liquiritigenin, coumarin, cinnamic acid, benzoylpaeoniflorin, ginsenoside Rb1, cinnamaldehyde, paeonol, glycyrrhizin, 6-gingerol, evodiamine, rutecarpine, and spicatoside A in traditional Korean formula, Onkyung-tang. All analytes were separated on a Waters Acquity UPLC BEH $C_{18}$ analytical column ($2.1{\times}100mm$, $1.7{\mu}m$) at $45^{\circ}C$ using a mobile phase of 0.1% (v/v) formic acid in water and acetonitrile with gradient elution. The MS analysis was carried out using a Waters ACQUITY TQD LC-MS/MS coupled with an electrospray ionization (ESI) source in the positive and negative modes. The flow rate and injection volume were 0.3 mL/min and $2.0{\mu}L$, respectively. The correlation coefficient of all analytes in the test ranges was greater than 0.98. The limits of detection and quantification values of the 25 marker compounds were in the ranges 0.03-19.43 and 0.09-58.29 ng/mL, respectively. As a result, methyl gallate, 3,4-dihydroxybenzaldehyde, evodiamine, and rutecarpine were not detected in this sample and the concentrations of the 21 compounds except for the above 4 compounds were $33.09-3,496.32{\mu}g/g$ in Onkyung-tang decoction. Among these compounds, paeonol was detected at the highest amount as a $3,496.32{\mu}g/g$.

UPLC-MS/MS를 이용한 작약감초탕 물 추출물 중 11종 성분의 함량분석 (Quantitative Analysis of the Eleven Marker Components in Traditional Korean Formula, Jakyakgamcho-Tang Decoction Using an Ultra-Performance Liquid Chromatography Coupled to Electrospray Ionization Tandem Mass Spectrometry)

  • 서창섭;신현규
    • 약학회지
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    • 제60권2호
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    • pp.64-72
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    • 2016
  • Jakyakgamcho-tang is a well-known traditional herbal medicine and has been used for the treatment of mainly pains in oriental medicine. In this study, analytical method for the quantitative determination of the eleven marker components, gallic acid (1), oxypaeoniflorin (2), paeoniflorin (3), albiflorin (4), liquiritin (5), isoliquiritin (6), ononin (7), liquiritigenin (8), benzoylpaeoniflorin (9), paeonol (10), and glycyrrhizin (11) in Jakyakgamcho-tang decoction was performed using an ultra-performance liquid chromatography-electrospray ionization-mass spectrometer. The analytical column for separation of the compounds 1~11 was used an UPLC BEH $C_{18}$ ($100{\times}2.1mm$, $1.7{\mu}m$) column and column oven temperature was maintained at $45^{\circ}C$. The mobile phase consisted of 0.1% (v/v) aqueous formic acid (A) and acetonitrile (B) by gradient elution. The flow rate was 0.3 ml/min and injection volume was $2.0{\mu}l$. Correlation coefficient in the calibration curves of the compounds 1~11 were showed a good linearity with more than 0.99. The limit of detection and limit of quantification values of the compounds 1~13 were detected in the ranges 0.06~18.43 ng/ml and 0.18~58.29 ng/ml, respectively. Among the compounds 1~11, the compounds 10 were not detected in this sample, while the ten compounds, 1~9 and 11, were detected $44.05{\sim}19,289.05{\mu}g/g$ in Jakyakgamcho-tang extract.

Quality Evaluation of Moutan Cortex Radicis Using Multiple Component Analysisby High Performance Liquid Chromatography

  • Ding, Yan;Wu, Enqi;Chen, Jianbo;Nguyen, Huu-Tung;Do, Thi-Ha;Park, Kyung-Lae;Bae, Ki-Hwan;Kim, Young-Ho;Kang, Jong-Seong
    • Bulletin of the Korean Chemical Society
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    • 제30권10호
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    • pp.2240-2244
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    • 2009
  • A simple high performance liquid chromatographic method was developed to evaluate the quality of Moutan Cortex Radicis based on chromatographic fingerprints that characterize eight pharmacological compounds, namely, gallic acid, paeoniflorin, galloyl paeoniflorin, benzoic acid, quercetin, benzoylpaeoniflorin, paeoniflorigenone, and paeonol. These compounds were identified by their characteristic UV profiles and the mass spectroscopy data, and their contents were determined by HPLC. The chromatographic separation was performed on a $C_{18}$ column by gradient elution with 0.05% formic acid in water and acetonitrile. The methodological validation gave acceptable linearities (r = 0.9996) and recoveries (ranging from 99.4∼103.1%). The limits of detection (LOD) of these compounds ranged from 10 to 30 $\mu$g/mL. The representative chromatographic fingerprints of Moutan Cortex Radicis were obtained by analyzing 20 batches of samples collected from markets in Korea and China. For the efficient evaluation of quality for the commercial Moutan Cortex Radicis it is recommended that the total content of the six characteristic compounds should contain more than a minimum of 2% and that the content of total paeoniflorin and paeonol should exceed a minimum of 1.5% of dry weight of Moutan Cortex Radicis.