• Title/Summary/Keyword: Hederagenin saponins

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Isolation of Toxic Saponins from the Roots of Patrinia scabiosaefolia

  • Woo, Won-Sick;Choi, Jae-Sue;Shin, Kuk-Hyun
    • Korean Journal of Pharmacognosy
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    • v.16 no.4
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    • pp.248-252
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    • 1985
  • During the biological screening of Chinese drugs, it was found that alcoholic extract of the roots of Patrinia scabiosaefolia (Valerianaceae) caused a significant prolongation of hexobarbital-induced sleeping time and elevation of serum transaminase activities accompanied by severe histopathological changes in the hepatic tissues in mice on three day pretreatments. The systematic fractionation of the methanol extract monitoring by bioassay led to isolation of toxic saponins such as $3-O-{\alpha}-{_L}-arabinopyranosyl$ hederagenin $28-O-{\beta}-{_D}-glucopyranosyl\;(1{\rightarrow}6)-{\beta}-{_D}-glucopyranoside$ and its 2'-acetate and $3-O-{\beta}-{_D}-glucopyranosyl\;(1{\rightarrow}3)-{\alpha}-{_L}-rhamnopyranosyl\;(1{\rightarrow}2)-{\alpha}-{_L}-arabinopyranosyl$ oleanolic acid and its $28-O-{\beta}-{_D}-glucopyranosyl\;(1{\rightarrow}6)-{\beta}-{_D}-glucopyranoside$.

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Triterpenoidal Saponins from the Bark of Kalopanax pictum var. typicum

  • Cho, Soon-Hyun;Hahn, Dug-Ryong
    • Archives of Pharmacal Research
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    • v.14 no.1
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    • pp.19-24
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    • 1991
  • One new triterpenoidal saponin, saponin F(2) has been isolated from the bark of Kalopanax pictum Nakai var. typicum (Araliaceae), together with one known saponin, kizuta saponin $K_{12}$ (1). On the basis of chemico-spectral evidences, the structure of 2 has been elucidated to be 3-O-${\beta}$-D-xylopyranosyl$(1{\rightarrow}3)$-${\alpha}$-L-rhamnopyranosyl$(1{\rightarrow}2)$-${\alpha}$-L-arabinopyranosyl-23-hydroxyolean-12-en-28-O-${\alpha}$-L-rhamnopyranosyl$(1{\rightarrow}4)$-${\beta}$-D-glucopyranosyl$(1{\rightarrow}6)$-${\beta}$-D-glucopyranosyl ester.

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Functional Ingredient and Their Some Variance in Amaranth and Quinoa (비름(Amaranth)과 명아주(Quinoa) 재배종의 기능성 물질과 변이)

  • Lee, Jae-Hak;Kim, Ki-Jun;Lee, Jung-Il;Lee, Seung-Tack;Ryu, Su-Noh
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.41 no.spc1
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    • pp.145-165
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    • 1996
  • Amaranth(Amaranthus spp. L.) and quinoa (Chenpodium quinoa Willd.) are old crops from South, Central America and Central Asia and their grains have been identified as very promising food crops because of their exceptional nutritive value. Squalene is an important ingredient in skin cosmetics and computer disc lubricants as well as bioactive materials such as inhibition of fungal and mammalian sterol biosynthesis, antitumor, anticancer, and immunomodulation. Amaranth has a component called squalene (2,6,10,15,19,23-hexamethyl-2,6,10,14,22-tetraco-sahexaene) about 1/300 of the seed and $5\~8\%$ of its seed oil. Oil and squalene content in amaranth seed were different for the species investigated. Squalene content in seed oil also increased by $15.5\%$ due to puffing and from 6.96 to $8.01\%$ by refining and bleaching. Saponin concentrations in quinoa seed ranged 0.01 to $5.6\%$. Saponins are located in the outer layers of quinoa grain. These layers include the perianth, pericarp, a seed coat layer, and a cuticle like structure. Oleanane-type triterpenes saponins are of great interest because of their diverse pharmacological properties, for instance, anti-inflammatory, antibiotic, contraceptive, and cholesterol-lowering effects. It is known that quinoa contains a number of structurally diverse saponins including the aglycones, oleanolic acid, hederagenin, and phytolaccagenic acid, which are new potential in gredient for pharmacological properties. It is likely that these saponin levels will be considerably affected by genetic, agronomic and environmental factors as well as by processing. With the current enhanced public interest in health and nutrition amaranth and quinoa will most likely remain in the immediate future within the realm of exotic health foods until such time as agricultural production meets the quantities and qualify required by industrial food manufacturers.

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Herbal Medicines Are Activated by Intestinal Microflora

  • Kim, Dong
    • Natural Product Sciences
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    • v.8 no.2
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    • pp.35-43
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    • 2002
  • Glycosides of herbal medicines, such as glycyrrhizin, ginsenosides, kalopanaxsaponins, rutin and ponicirin, were studied regarding their metabolic fates and pharmacological actions in relation to intestinal bacteria using germ-free, gnotobiotic and conventional animals. When glycyrrhizin (GL) was orally administered, $18{\beta}-glycyrrhetinic\;acid\;(GA)$, not GL, was detected in plasma and intestinal contents of gnotobiotic and conventional rats. However, GA could not be detected in germ-free rats. When GL was incubated with human intestinal bacteria, it was directly metabolized to GA (>95%) or via $18{\beta}-glycyrrhetinic\;acid-3-{\beta}-D-glucuronide$(>5%). Orally administered GL was effective in gnotobiotic and conventional rats for liver injury induced by carbon tetrachloride, but was not effective in germ-free rats. When ginseng saponins were orally administered to human beings, compound K in the plasma was detected, but the other protopanxadiol saponins were not detected. The compound K was active for tumor metastasis and allergy. When kalopanaxsaponins were incubated with human intestinal microflora, they were metabolized to kalopanaxsaponin A, kalopanaxsaponin I and hederagenin. These metabolites were active for rheumatoid arthritis and diabetic mellitus while the other kalopanxsaponins were not. When flavonoid glycosides were orally administered to animals, aglycones and/or phenolic acids were detected in the urine. The metabolic pathways proceeded by intestinal bacteria rather than by liver or blood enzymes. These metabolites, aglycones and phenolic acids, showed antitumor, antiinflammatory and antiplatelet aggregation activities. These findings suggest that glycosides of herbal medicines are prodrugs.

Active Component of Fatsia japonica Enhances the Transduction Efficiency of Tat-SOD Fusion Protein both In Vitro and In Vivo

  • Lee, Sun-Hwa;Kim, So-Young;Kim, Dae-Won;Jang, Sang-Ho;Lim, Soon-Sung;Kwon, Hyung-Joo;Kang, Tae-Cheon;Won, Moo-Ho;Kang, Il-Jun;Lee, Kil-Soo;Park, Jin-Seu;Eum, Won-Sik;Choi, Soo-Young
    • Journal of Microbiology and Biotechnology
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    • v.18 no.9
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    • pp.1613-1619
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    • 2008
  • It has been reported that Tat-SOD can be directly transduced into mammalian cells and skin and acts as a potential therapeutic protein in various diseases. To isolate the compound that can enhance the transduction efficiency of Tat-SOD, we screened a number of natural products. 3-O-[$\beta$-D-Glucopyranosyl(1$\rightarrow$4)-$\alpha$-L-arabinopyranosyll-hederagenin (OGAH) was identified as an active component of Fatsia japonica and is known as triterpenoid glycosides (hederagenin saponins). OGAH enhanced the transduction efficiencies of Tat-SOD into HeLa cells and mice skin. The enzymatic activities in the presence of OGAH were markedly increased in vitro and in vivo when compared with the controls. Although the mechanism is not fully understood, we suggest that OGAH, the active component of Fatsia japonica, might change the conformation of the membrane structure and it may be useful as an ingredient in anti-aging cosmetics or as a stimulator of therapeutic proteins that can be used in various disorders related to reactive oxygen species (ROS).