• Title/Summary/Keyword: Oleanolic acid

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Saponins from the Fructus of Kochia scoparia

  • Whang, Wan-Kyunn;Hahn, Dug-Ryong
    • Archives of Pharmacal Research
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    • v.14 no.2
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    • pp.176-180
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    • 1991
  • Two new triterpenoidal saponins B(1) and C(2) were isolated from the fructus of Kochia scoparia. On the basis of chemico-spectral evidences, the structures of 1 and 2 were elucidated as oleanolic acid 3-O-$\beta$-D-ribopyranosyl-(1$\rightarrow$2)-.betha.-D-glucuronopyranoside and 3-O-$\beta$-D-xylopyranosyl-(1$\rightarrow$3)-$\beta$-D-glucuronopyranosyl-olean-12-en-28-O-$\beta$-D-glucopyranosyl ester, respectively.

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Study on the Constituents in the Fruit of Chaenomeles sinensis Koehne (모과의 성분에 관한 연구)

  • Park, Jong-Cheol;Lee, Jong-Il;Ahn, Sang-Deuk
    • Korean Journal of Pharmacognosy
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    • v.20 no.1
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    • pp.10-12
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    • 1989
  • Chromatographic separation of the hexane-soluble part and chloroform fraction from the fruits of Chaenomeles sinensis Koehne resulted in the isolation of compound 1 and 2, which were characterized as ${\beta}-sitosterol$ and oleanolic acid by chemical and spectral analysis, respectively.

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Comparative Studies on the Components of Korean and Foreign Ginsengs (한국 인삼과 타국 인삼의 성분 비교 연구)

  • 한대석;박만기;임병련
    • YAKHAK HOEJI
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    • v.22 no.4
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    • pp.242-249
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    • 1978
  • We have compared the panaxadiol and panaxatriol contents of white ginsengs from different countries and red ginseng, by using gas and high-pressure liquid chromatographies. Oleanolic acid contents in various ginseng species were compared by gas liquid chromatography and densitometry. Korean ginseng was found to contain greater amount of panaxadiol and panaxatriol than those of any other countries. The ginsengs from other countries, especially Chikusetzu ginseng, were found to contain far greater amount of oleanolic acid than Korean ginseng.

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Prolyl Endopeptidase Inhibitory Activity of Ursolic and Oleanolic Acids from Corni Fructus

  • Park, Yoon-Seok;Jang, Hyun-Jung;Paik, Young-Sook
    • Journal of Applied Biological Chemistry
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    • v.48 no.4
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    • pp.207-212
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    • 2005
  • Prolyl endopeptidase (PEP, EC 3.4.21.26), also referred to as prolyl oligopeptidase, has been suggested to participate in learning and memory processes by cleaving peptide bonds on carboxyl side of prolyl residue within neuropeptides of less than 30 amino acids, and is abundant in brains of amnestic patients. Therefore, compounds possessing PEP inhibitory activity can be good candidate of drug against memory loss. Upon examination for PEP inhibition from traditional medicinal plants having tonic, stimulating, and anti-amnestic effects, Corni Fructus (Cornus officinallis) showed significant PEP inhibition. Ursolic and oleanolic acids, components of Corni Fructus, inhibited PEP with $IC_{50}$ values of $17.2\;{\pm}\;0.5$ and $22.5\;{\pm}\;0.7\;{\mu}M$, respectively.

Development of an Effective Extraction Method for the Quality Control of Eriobotrae Folium : Determination of Triterpenic Acids (비파엽 품질 비교 분석을 위한 Triterpenic Acid의 추출 방법)

  • Lee, Kyoung-In;Park, Moon-Young;Pyo, Byoung-Sik;Kim, Sun-Min
    • Korean Journal of Pharmacognosy
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    • v.41 no.1
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    • pp.62-66
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    • 2010
  • In result of analysis for the content determination of ursolic acid(UA) and oleanolic acid(OA) in extract of Eriobotryae folium using HPLC with UV detector, UA in chloroform extract of Moo-mok variety was showed highest content(2.7843 mg/g). And OA in ethyl acetate extract of Dae-bang variety was showed highest content(0.5898 mg/g). These result suggest that direct extraction using organic solvent(chloroform or ethyl acetate) was useful method for rapid quantitative analysis of UA and OA without preprocessing such as drying or fractionation.

Inhibitory Activity of Aralia elata Leaves on Protein Tyrosine Phosphatase 1B and α-Glucosidase (참두릅 잎의 Protein Tyrosine Phosphatase 1B와 α-Glucosidase 저해 활성)

  • Cho, Yoon Sook;Seong, Su Hui;Bhakta, Himanshu Kumar;Jung, Hee Jin;Moon, Kyung Ho;Choi, Jae Sue
    • Korean Journal of Pharmacognosy
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    • v.47 no.1
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    • pp.29-37
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    • 2016
  • Anti-diabetic potential of the leaves of A. elata through the inhibitory activity on PTP1B and ${\alpha}$-glucosidase has not been reported. In this study, the EtOAc fraction of methanolic extract from the leaves of A. elata showed potent inhibitory activity against the PTP1B and ${\alpha}$-glucosidase with $IC_{50}$ value of $96.29{\pm}0.3$ and $264.71{\pm}14.87{\mu}g/mL$, respectively. Three known triterpenoids, oleanolic acid, oleanolic acid-28-O-${\beta}$-D-glucopyranoside and oleanolic acid-3-O-${\beta}$-D-glucopyranoside were isolated from the most active EtOAc fraction. We determined the chemical structure of these triterpenoids through comparisons of published nuclear magnetic resonance (NMR) spectroscopic data. Furthermore, we screened these triterpenoids for their ability to inhibit PTP1B and ${\alpha}$-glucosidase over a range of concentrations ($12.5-50{\mu}M$). All three terpenoids significantly inhibited PTP1B in a concentration dependent manner and oleanolic acid effectively inhibited ${\alpha}$-glucosidase. In addition, these compounds revealed potent inhibitory activity with negative binding energies toward PTP1B, showing high affinity and tight binding capacity in the molecular docking studies. Therefore, the results of the present study clearly demonstrate that A. elata leaves and its triterpenoid constituents might be beneficial in the prevention or treatment of diabetic disease.

Qualitative and quantitative determination of oleanolic acid in a scalp tonic products by HPLC using response surface methodology for extraction optimization

  • Cai, Lin Xi;Cho, Chong Woon;Zhao, Yan;Kang, Jong Seong;Kim, Kyung Tae;Jung, Sang-Hun
    • Analytical Science and Technology
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    • v.32 no.2
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    • pp.48-55
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    • 2019
  • The simple and effective analytical method for the quality control of a novel scalp tonic formulation has been developed and optimized in terms of HPLC conditions and sample preparation method, meanwhile, the optimization of preparation condition was using response surface methodology (RSM) based on central composite design (CCD). Oleanolic acid was selected as marker compound because of its bioactivities for alopecia therapy. The developed analytical method and extraction condition were successfully qualified. Coefficient of determination ($r^2$) for the calibration was 0.9997 with a line passing through the origin point in the range of 0.1-100 mg/mL. The limit of detection (LOD) and the limit of quantitation (LOQ) were 17.5 ng/mL and 55.0 ng/mL, respectively. The intra-day and inter-day precision of the method were 0.5-1.4 % and 0.7-1.8 % in relative standard deviation, respectively, while those accuracy were 99.5-100.9 % and 100.0-102.2 %, respectively. The repeatability of oleanolic acid in samples ranged of 0.3-1.9 % based on peak area and 0.3-0.7 % for retention time. Recoveries from samples were 95.0-99.4 % with lower than 1.8 % in relative standard deviation. Overall, the developed analytical method will be used for quality control of this commercial scalp tonic products successfully.

Components from the Roots of Chaenomeles japonica (풀명자 뿌리의 성분)

  • Xu, Yong-Nan;Kim, Ju-Sun;Son, Kun-Ho;Kim, Hyun-Pyo;Chang, Hyeun-Wook;Bae, Ki-Hwan;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.33 no.4 s.131
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    • pp.267-271
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    • 2002
  • Prunasin and pomolic acid together with a mixture of ursolic and oleanolic acids, (-)-epicatechin and ${\beta}-sitosterol$ glucoside were isolated from the roots of Chaenomeles japonica. Among these compounds, the isolation of pomolic acid and prunasin is the first report from the genus Chaenomeles.

Analysis of the Characterizing Compounds of Korean Mistletoes (Viscum album var. coloratum) (한국산 겨우살이의 지표성분 분석 연구(제 1 보) (기주식물과 생장지역에 따른 지표성분 변화 분석))

  • Choi, Kyung;Park, Kwang Woo;Hwang, Keum Hee
    • Korean Journal of Pharmacognosy
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    • v.44 no.2
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    • pp.138-148
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    • 2013
  • The three biochemical constituents pointed out as the bioactive principles of anticancer activity of Korean mistletoes, Viscum album var. colorantum, epiphyting to different host trees, different region, and different growth environments were compared. The characterizing compounds were lectin, which was glycoprotein reported has anticancer activity, homoflavoyadorinin-B, which was flavonoid glycoside reported as an antioxidant and oleanolic acid, as an anticancerous triterpenoid. We established the analysis methods for three characterizing compounds and determined by HPLC spectrophotometer, respectively. The average content of the lectin in V. album was 1.75 mg/g of dried plants and those of homoflavoyadorinin-B and oleanolic acid were 3.51 and 5.37 mg/g, respectively. The variations of contents of the three characterizing compounds according to epiphytic trees and growth region were observed but not found statistical significance clearly. We came to the conclusion that the contents of bioactive constituents of V. album except homoflavoyadorinin-B are not affected by epiphyting trees or growth environments.

2D-QSAR and HQSAR on the Inhibition Activity of Protein Tyrosine Phosphatase 1B with Oleanolic Acid Analogues

  • Chung, Young-Ho;Jang, Seok-Chan;Kim, Sang-Jin;Sung, Nack-Do
    • Journal of Applied Biological Chemistry
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    • v.50 no.2
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    • pp.52-57
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    • 2007
  • Quantitative structure-activity relationships (QSARs) on the inhibition activities by oleanolic acid analogues (1-19) as a potent inhibitor against protein tyrosine phosphatase-1B were studied quantitatively using 2D-QSAR and HQSAR methodologies. The inhibition activity was dependent on the variations of $R_{4-}$substituent, and as shown in 2D-QSAR model ($r^2=0.928$), it has a tendency to increase as the negative Randic Indice (RI) goes up. The size of the molecular fragments used in HQSAR varied from five to eight. The fragment distinctions had the best statistic value, whose predictability is $q^2=0.785$ and correlation coefficient is $r^2=0.970$, on condition of connections. From the atomic contribution maps, the factor that contributes to the inhibition activities is the $C_{15}{\sim}C_{17}$ bond in the D ring. From the analysis result of these two the models, the structural distinctions and descriptors that contribute to the inhibition activities were obtained.