• 제목/요약/키워드: Hederagenin saponins

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Saponins from the Roots of Pulsatilla koreana

  • Kang, Sam-Sik
    • Archives of Pharmacal Research
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    • 제12권1호
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    • pp.42-47
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    • 1989
  • From the roots of Puisatiila koreana, three monodesmosides(pulsatilla saponins A, B and D) and two bisdesmosides(pulsatilla saponins F and H) were isolated. The structure of these saponins have been determined as hederagenin 3-O-${\beta}$-L-rhamnopyranosyl($1{\to}2$)- ${\alpha}$-L-arabinopyranoside(A), hederagenin 3-O-${\beta}$-D-glucopyrano syl($1{\to}4$) - ${\alpha}$-L-arabinopyranoside(B), hederagenin 3-O- ${\alpha}$-L-rhamnopyranosyl ($1{\to}2$)-[${\beta}$-D-glucopyranosyl($1{\to}4$]-${\alpha}$-L-arabinopyranoside(D), 3-O-${\alpha}$-L-rhamnopyranosyl($1{\to}2$)-{${\alpha}$-L-arabinopyranosyl hederagenin 28-O-${\alpha}$-L-rhamnopyrano syl($1{\to}4$)-${\beta}$-D-glucopyrano syl($1{\to}6$)-${\beta}$-D-glucopyranosyI ester (F) and 3-O-${\alpha}$-L-rhamnopyranosyl($1{\to}2$)-[${\beta}$-D-glucopyranosyl($1{\to}4$)]- ${\alpha}$-L-arabinopyranosyl hederagenin 28-O-${\alpha}$-L-lharnnopyranosyl($1{\to}4$)-${\beta}$-D-glucopyranosyl($1{\to}6$)-${\beta}$-D-glucop yranosyl ester(H) on the basis of chemical and spectral studies. Pulsatilla saponin B is the first report of its presence in plants but saponins A, D, F, and H have recently been isolated from the same genus p. cernua.

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In Vitro Anticomplementary Activity of Hederagenin Saponins Isolated from Roots of Dipsacus asper

  • Oh, Sei-Ryang;Jung, Keun-Young;Son, Kun-Ho;Park, Si-Hyung;Lee, Im-Seon;Ahn, Yung-Seop;Lee, Hyeong-Kyu
    • Archives of Pharmacal Research
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    • 제22권3호
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    • pp.317-319
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    • 1999
  • Anticomplementary activity of hederagenin and related saponins isolated from Dipsacus asper was investigated in vitro. HN saponin F (3) was most potent with $IC_{50}$ value of$ 3.7{\times}10^{-5} M$ followed by 3-O-${\beta}-D-glucopyranosyl-(1{\rightarrow} 3)-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}2)-{\beta}-L-arabinopyranosyl$ hederagenin $28-O-{\beta}-D-glucopyranosyl-(1{\rightarrow}6)-beta$-D-glucopyrano side (8), $3-O-{\beta}-L-arabinopyranosyl$ hederagenin $28-O-{\beta}-D-glucopyranosyl-(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (5), dipsacus saponin A (4), and hederagenin (1) on the classical pathway (CP) of complement system, while the saponins 3-5 did not show the inhibition of hemolysis and rather increase the hemolysis on the alternative pathway (AP). However, all of C-3 monodesmosides [prosapogenin CP (2), dipsacus saponin B (6), and dipsacus saponin C (7)] evoked hemolysis directly on the erythrocytes.

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Saponins from the Stem Bark of Kalopanax pictum var. magnificum (I)

  • Park, Myung-Ja;Hahn, Dug-Ryong
    • Archives of Pharmacal Research
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    • 제14권1호
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    • pp.7-11
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    • 1991
  • Three triterpenoid saponins were isolated from the methanol extract of the stem bark of Kalopanax pictum Nakai var. magnificum (Araliaceae). The structures of these saponins were identified as hederagenin 3-O-${\alpha}$-L-arabinopyranoside, hederagenin-3-O-${\alpha}$-L-rhamnopyranosyl$(1{\rightarrow}2)$-${\alpha}$-L-arabinopyranoside and 3-O-${\alpha}$-L-rhamnopyranosyl(1{\rightarrow}2)-${\alpha}$-L-arabinopyranosyl hederagenin 28-O-${\alpha}$-L-rhamnopyranosyl$(1{\rightarrow}4)$-${\beta}$-D-glucopyranosyl$(1{\rightarrow}6)$-${\beta}$-D-glucopyranosyl ester.

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Cytotoxic Saponins from the Root of Dipsacus asper Wall

  • Hung Tran Manh;Jin WenYi;Thuong Phuong Thien;Song Kyung Sik;Seong Yeon Hee;Bae KiHwan
    • Archives of Pharmacal Research
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    • 제28권9호
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    • pp.1053-1056
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    • 2005
  • Cytotoxic activitiy of seven hederagenin saponins isolated from the root of Dipsacus asper were investigated in vitro against L1210, HL-60 and SK-OV-3 tumor cell lines by the MTT method. $3-O-\alpha-L-rhamnopyranosyl-(1{\rightarrow}2)-\alpha-L -arabinopyranosyl$ hederagenin (2),\;$3-O-\beta-D­xylopyranosyl-( 1{\rightarrow}3)-\alpha-L-Rhamnopyranosyl-(1{\rightarrow}2)-\alpha-L -arabinopyranosyl$ hederagenin (6) and $3-O-\beta-D-glucopyranosyl-(1{\rightarrow}3)-\alpha-L-rhamnopyranosyl-( 1{\rightarrow}2)-\alpha-L-arabinopyranosyl$ hederagenin (7) exhibited the potent cytotoxicity against the three tumor cell lines with $IC_{50}$ values ranging from 4.7 to 8.7 ${\mu}g/mL$, with the exception of compound 7, which exhibited weak cytotoxic activity against SK-OV-3 $(IC_{50}\;22.5\;{\mu}g/mL)$. Other compounds did not exhibit any cytotoxic activity $(IC_{50}>30{\mu}g/mL)$.

Saponins from the Aerial Parts of Aralia continentalis

  • Kim, Ju-Sun;Kang, Sam-Sik
    • Natural Product Sciences
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    • 제4권1호
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    • pp.45-50
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    • 1998
  • Seven triterpenoid saponins such as oleanolic acid 28-O-{\beta}-D-glucopyranosyl$ ester, hederagenin $28-O-{\beta}-D-glucopyranosyl$ ester, chikusetsusaponin IVa, udosaponin A, salsoloside C, udosaponins F and C were isolated from the aerial parts of Aralia continentalis, among which two $28-O-{\beta}-D-glucopyranosyl$ esters of oleanolic acid and hederagenin are isolated for the first tome from this plant. These results suggested that the chemical components of Korean Dokwhal are practically identical to those of japanese Udo supporting the chemotaxonomical point of view.

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동이나물의 성분 (I) - 잎의 Saponin- (Studies on the Constituents of Caltha minor(I) - Saponin from the Leaves -)

  • 윤광로;한덕룡
    • 약학회지
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    • 제35권3호
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    • pp.236-239
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    • 1991
  • Two triterpenoid saponins were isolated from the methanol extract of Caltha minor leave(Ranunculaceae). The structure of these saponin were elucidated as hederagenin-3-O-$\alpha$-rhamnopyranosyl(1$\rightarrow$2)-$\alpha$-L-arabinopyrano side and 3-O-$\alpha$-L-rhamnopyranosyl(1$\rightarrow$2)-$\alpha$-L-arabinopyranosyl hederagenin 28-O-$\alpha$-L-rhamnopyranosyl(1$\rightarrow$4)-$\beta$-D-glucopyranosyl(1$\rightarrow$6)-$\beta$-D-glucopyranosyl ester.

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Inhibition of Mouse Ear Edema by Steroidal and Triterpenoid Saponins

  • Kim, Sung-Yong;Son, Kun-Ho;Chang, Hyeun-Wook;Kang, Sam-Sik;Kim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • 제22권3호
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    • pp.313-316
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    • 1999
  • Certain steroids and triterpenoids isolated from diverse plant families were known to posses anti-inflammatory activity. In the course of finding new anti-inflammatory natural products, some steroidal and triterpenoid saponins were isolated and evaluated for their anti-inflammatory activity using in vivo mouse ear edema test. At the oral dose of 100 mg/kg, several steroidal saponins and triterpenoid saponins such as hederagenin glycosides showed significant inhibition of ear edema (20∼37% inhibition), though less potent than indomethacin and hydrocortisone.

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Triterpenoidal Saponins from the Leaves of Kalopanax pictum var. chinense

  • Lee, Min-Won;Hahn, Dug-Ryong
    • Archives of Pharmacal Research
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    • 제14권2호
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    • pp.124-129
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    • 1991
  • One new triterpenoidal bisdesmoside, saponin C (3) were isolated from the leaves of Kalopanax pictum var. chinense along with two known saponins, saponin B (2, sapindoside C) and saponin A (1, sapoindoside B). On the basis of chemical and spectral evidences, the structure of a new triterpenoidal saponin has been elucidated to be 3-O-$\beta$-D-glucopyranosyl (1$\rightarrow$4)$\beta$-D-xylopyranosyl (1$\rightarrow$3)-$\alpha$-L-rhamnopyranosyl (1$\rightarrow$2)-$\alpha$-L-arabino-pyranosyl-23-hydroxyolean-12-en-28-O-$\alpha$-L-rhamnopyrano syl (1$\rightarrow$4)-$\beta$-D-glucopyranosyl (1$\rightarrow$6)-$\beta$-D-glucopyranosyl ester.

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으름유래 사포닌의 HepG2 간암세포에 대한 세포독성 및 세포자살유도 효과 (Cytotoxic and Apoptotic Effects of Saponins from Akebia quinata on HepG2 Hepatocarcinoma Cells)

  • 강혜숙;강재선;정우식
    • 한국식품저장유통학회지
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    • 제17권3호
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    • pp.311-319
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    • 2010
  • 생리활성에 따른 용매분획을 통해 으름(Akebia quinata) 과피로부터 4종의 사포닌을 분리하였다. 으름 과피를 에탄올로 추출한 후 디클로로메탄, 에틸아세테이트, 부탄올 및 물 층으로 순차분획하였으며 분광학적 분석을 통해 부탄올 분획으로부터3-O-${\alpha}$-L-arabinopyranosyl hederagenin (${\delta}$-hederin), 3-O-${\alpha}$-L-rhamnopyranosyl (1${\rightarrow}$2) ${\alpha}$-L-arabinopyranoly oleanolic acid (${\beta}$-hederin), 3-O-${\beta}$-D-xylopyranosyl (1${\rightarrow}$3) ${\alpha}$-L-arabinopyranosyl hederagenin (saponin C), 및 3-O-${\alpha}$-Lrhamnopyranosyl (1${\rightarrow}$2) ${\alpha}$-L-arabinopyranosyl hederagenin(${\alpha}$-hederin)을 구조동정하였다. 또한, 산분해 분석을 통해 oleanolic acid 및 hederagenin을 해당 sapogenin으로 확인하였다. 이들 화합물들은 HepG2 간암세포에서 강력한 세포독성을 나타내었으며 ${\beta}$-hederin의 경우 항세포사멸단백질인 bcl-2의 발현을 억제하는 것으로 나타났다. 분리한 모든 화합물은 세포사멸유도효소인 caspase-3의 효소활성을 촉진하였으며 이중 ${\alpha}$-hederin의 활성이 가장 우수한 것으로 확인되었다. 본 연구를 통해 으름의 세포자살유도활성을 최초로 보고하는 바이며 이러한 결과는 으름이 향후 천연항암제로 사용될 수 있는 가능성을 제시하고 있다.

두릅나무 순의 Saponin에 관한 연구 (II) - Saponin 의 동정 - (Studies on the Saponins in the Shoot of Aralia Elata (II) -Identification of the Saponins-)

  • 김영희;이미경;이만정
    • 한국식생활문화학회지
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    • 제5권2호
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    • pp.243-251
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    • 1990
  • 두릅나무 순의 saponin을 추출하여 그 구조를 밝혀 본 결과는 다음과 같다. 1. 자연산 날 것 식용적기의 crude saponin에서 aglycon으로 oleanolic acid와 hederagenin외에 1,3-methylenedioxy-3-dehydroxyoleanolic acid를 동정하였으며 당으로 ${\alpha},\;{\beta}-glucose$와 arabinose, rhamnose를 확인하였다. 2. 자연산 날 것 식용적기에 가장 많은 ‘b’ saponin(elatoside $Fh_2$)을 분리하여 동정한 결과 그 구조는 3-0-$[{\alpha}-L-arabinopyranosyl(1{\rightarrow}2)-{\beta}-D-glucopyranosyl]$-28-O-${\beta}-D-glucopyranosyl$ oleanolic acid라 추정된다.

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