• 제목/요약/키워드: oleanolic acid glycoside

검색결과 8건 처리시간 0.02초

Triterpenoid Saponins from the Root Barks of Aralia elata

  • Kang, Sam-Sik;Kim, Ju-Sun;Kim, Ok-Kyung;Lee, Eun-Bang
    • Archives of Pharmacal Research
    • /
    • 제16권2호
    • /
    • pp.104-108
    • /
    • 1993
  • From the root barks of Araila elata Seem.(Araliaceae) three known saponins together with oleanolic acid and $\beta$-sitosterol $3-O-\beta$-D-glucoside were isolated. The saponins were identified as oleanolic acid $28-O-\beta$-D-glucoside were isolated. The saponins were identified as oleanolic acid $28-O-\beta$-D-glucopyranosyl ester, oleanolic acid $3-O-\beta$-D-glucuronopyranoside and oleanolic acid $3-O-\alpha$-L-arabinofuranoysyl-(1$\rightarrow$4)-$\beta$-D-glucuronopyranoside(narcissiflo on the basis of chemical and spectra data. The latter two saponins were isolated as their dimethylesters as well as monomethylesters.

  • PDF

상기생의 트라이테르펜 및 페놀성 성분 (Triterpenes and Phenolic Constituents from Viscum album L.)

  • 최상진;권학철;정애경;최상운;김경란;이선미;표석능;이강노
    • 약학회지
    • /
    • 제45권6호
    • /
    • pp.591-598
    • /
    • 2001
  • The photochemical study of Viscum album (Loranthaceae) led to the isolation of twelve compounds, lupeol (1), betulonic acid (2), betulinic acid (3), terminic acid (4), ursolic acid (5), $\beta$-sitosterol (6), $\alpha$- spinasterol (7), oleanolic acid (8) , 5-hydroxy-1- (4′-hydoxyphenyl) -7- (4"-hydroxyphenyl) -hepta-1- en-3-on (9), 2′-hydroxy -4′, 6′- dimethoxychalcone -4-O-glycoside (10) ,2′-hydroxy-4′, 6′-dimethoxychalcone -4-O- [apiosal(1longrightarrow12)]glucoside (11) and syringin (12). Their structures were established by chemical and spectroscopic methods. The cytotoxicity of the isolated compounds was evaluated by sulforhodamine B assay against five cultured human tumor cell lines.

  • PDF

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

  • 최경;박광우;황금희
    • 생약학회지
    • /
    • 제44권2호
    • /
    • pp.138-148
    • /
    • 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.

Triterpenoid Saponins from the Roots of Caragana sinica

  • Lee, Yong-Bok;Yoo, Seung-Jo;Kim, Ju-Sun;Kang, Sam-Sik
    • Archives of Pharmacal Research
    • /
    • 제15권1호
    • /
    • pp.62-68
    • /
    • 1992
  • From the roots of Caragana sinica (Buc'hoz) Rehder (Leguminosae), a new saponin named caraganoside A was isolated and elucidated as 3-0-$\beta$-D-xylopyranosyl (1$\rightarrow$2)-[$\beta$-D-glucopyranosyl (1$\rightarrow$3)]-$\alpha$-L-arabinopyranosyl oleanolic acid 28-O-[$\beta$-D-glucopyranosyl ester by means of chemical and spectral studies. Kalopanax-saponin F, hemsloside Ma3 and araloside A were also isolated and characterized. The former two compounds were separated as their methylesters.

  • PDF

Bioactivity Guided Phytochemical Study of Clematis hirsuta Growing in Saudi Arabia

  • Abdel-Kader, Maged S.;Al-Taweel, Areej M.;El-Deeb, Kadriya S.
    • Natural Product Sciences
    • /
    • 제14권1호
    • /
    • pp.56-61
    • /
    • 2008
  • Bioactivity guided phytochemical study of the petroleum ether and butanol extracts of Clematis hirsuta resulted in the isolation of 12 compounds. Rat paw edema as a model of acute inflammation was used to evaluate the anti-inflammatory activity of the extracts and the chromatographic fractions. Five known sterols and triterpenes namely: ${\beta}-amyrin$ (1), lupeol (2), ${\beta}-sitosterol$ (3), oleanolic acid (4) and stigmasterol glycoside (5) were isolated from the petroleum ether extract. The n-butanol extract afforded two compounds reported for the first time from natural source: (S)-(+)-dihydro-5-(hydroxymethyl)-2(3H)-furanone (7) and (s)-(-)-5-hydroxymethyl-2(5H)-furanone (8). In addition, anemonin (6), dihydro-4-hydroxy-5-(hydroxymethyl)-2(3H)-furanone (2-deoxy-D-ribono-1,4-lactone) (9), biophenol (cimidahurin) (10), glucose (11) and sucrose (12) were also identified. The structures were determined from spectroscopic data including 1D- and 2D-NMR experiments.

Cerebrosides and Terpene Glycosides from the Root of Aster scaber

  • Kwon, Hak-Cheol;Cho, Ock-Ryun;Lee, Kang-Choon;Lee, Kang-Ro
    • Archives of Pharmacal Research
    • /
    • 제26권2호
    • /
    • pp.132-137
    • /
    • 2003
  • Three cerebrosides 2, 3, and 5 and two terpene glycosides 1 and 4 have been isolated from the methanol extract of the root of Aster scaber. Their structures were determined as 3-Ο-$\beta$-D-glucuronopyranosyl-oleanolic acid methyl ester (1), (2S, 3S, 4R, 2 R, 8Z, 15 Z)-N-2 -hydroxy-15 -tetracosenoyl-1-Ο-$\beta$-D-glucopyranosyl-4-hydroxy-8-sphingenine (2), (2S, 3S, 4R, 8Z)-N-octadecanoyl-1-Ο-$\beta$-D-glucopyranosyl-4-hydroxy-8-sphingenine (3), 1$\alpha$-hydroxy-6$\beta$-Ο-$\beta$-D-glucosyl-eudesm-3-ene (4), and (2S, 3S, 4R, 2 R, 8Z)-N-2 -hydroxy-hexadecanoyl-1-Ο-$\beta$-D-glucopyranosyl-4-hydroxy-8-sphingenine (5) on the basis of spectroscopic methods.

LPS로 인한 RAW 264.7 세포의 염증반응에 미치는 achyranthoside E dimethyl ester의 효과 (Anti-inflammatory Effect of Achyranthoside E Dimethyl Ester in LPS-stimulated RAW 264.7 Cells)

  • 방수영;김지희;문형인;김영희
    • 생명과학회지
    • /
    • 제23권6호
    • /
    • pp.736-742
    • /
    • 2013
  • Achyranthoside E dimethyl ester (AEDE)는 Achyranthes japonica에서 분리한 oleanolic acid glycoside이다. 본 연구에서는 대식세포에서 lipopolysaccharide (LPS)로 인한 nitric oxide (NO)의 생성에 미치는 AEDE의 효과를 관찰하고 그 작용 기전을 연구하였다. AEDE는 NO 생성과 inducible NO synthase (iNOS) 발현을 억제하였으며 세포에 독성을 유도하지 않았다. 또한 AEDE는 heme oxygenase-1 (HO-1)의 발현을 유도하였으며, HO-1 siRNA를 처리했을 때 AEDE가 iNOS의 발현을 억제하지 못하였다. AEDE는 HO-1의 발현에 관여하는 전사인자인 nuclear factor E2-related factor 2 (Nrf2)를 핵으로 이동시켰다. 한편 AEDE에 의한 HO-1의 발현은 phosphatidylinositol 3-kinase (PI-3K) 및 extracellular signal regulated kinase (ERK1/2) 억제제에 의해 감소되었으며, AEDE가 Akt와ERK1/2의 인산화를 유도하였다. 이상의 결과를 종합해보면, AEDE는 대식세포에서 PI-3K/Akt/ERK-Nrf2 신호전달과정을 통해 HO-1의 발현을 유도함으로써 NO와 같은 염증매개물질의 생성을 억제한다는 것을 알 수 있다. 이러한 연구결과는 AEDE가 항염증제로 사용될 수 있음을 시사한다.

Heme Oxygenase-1 발현과 NO 생성에 미치는 Achyranthoside C Dimethyl Ester의 효과 (Effects of Achyranthoside C Dimethyl Ester on Heme Oxygenase-1 Expression and NO Production)

  • 방수영;송지수;문형인;김영희
    • 생명과학회지
    • /
    • 제25권9호
    • /
    • pp.976-983
    • /
    • 2015
  • Achyranthoside C dimethyl ester (ACDE)는 우슬에서 분리한 oleanolic acid glycoside이다. 본 연구에서는 RAW264.7 대식세포에서 ACDE의 항염증 효과를 관찰하고 그 작용 기전을 연구하였다. ACDE는 세포에 독성을 유도하지 않으면서 heme oxygenase-1 (HO-1)의 발현을 유도하였다. ACDE 는 HO-1의 발현에 관여하는 전사인자인 nuclear factor E2-related factor 2 (Nrf2)를 핵으로 이동시켰다. 또한 ACDE에 의한 HO-1의 발현은 phosphatidylinositol 3-kinase (PI-3K) 및 mitogen activated protein kinases (MAPK) 억제제에 의해 감소되었으며, ACDE가 Akt, c-Jun kinase (JNK), extracellular signal regulated kinase (ERK), p38 kinase의 인산화를 유도하였다. 한편 ACDE는 lipopolysaccharide (LPS)로 인한 nitric oxide (NO)의 생성과 inducible NO synthase (iNOS) 발현을 억제하였으며 HO-1 siRNA를 처리했을 때 ACDE가 iNOS의 발현을 억제하지 못하였다. 이상의 결과를 종합해보면, ACDE는 대식세포에서 PI3K/Akt 및 MAPK와 Nrf2 신호전달과정을 통해 HO-1의 발현을 유도함으로써 NO와 같은 염증매개물질의 생성을 억제한다는 것을 알 수 있다. 이러한 연구결과는 ACDE가 항염증제로 사용될 수 있음을 시사한다.