• Title/Summary/Keyword: glucopyranosyl

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Four New Darnmarane-Glycosidesl Ginsenosides $Rg_5, Rh_4, Rs_3, AND Ff_2$, from Korean Red Ginsengs the Root off]unarm ginseng C. A. Meyer

  • Jong Dae Park;Nam
    • Proceedings of the Ginseng society Conference
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    • 1998.06a
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    • pp.115-126
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    • 1998
  • Four new dammarnae-glycosides named ginsenosides Rgs, Rh4, RsB and Rf2 have been isolated 1'rom Korean red ginseng, the root of Panax ginseng C. A. Meyer (Araliaceae) and their chemical structures have been elucidated by chemical and spectroscopic methods, including'H-'H COSY, HMQC, HMBC, NOESY, as 3-0- [$\beta$-D-glucopyranosyl(1 ~2)-$\beta$-D-glucopyranosyl] dammar-20(22) , B4-diene-3P,12P-diol (ginsenoside Rgs),6-0-$\beta$-D-glucopyranosyl-dammar-20(22),24-diene-3P,6P, 12P-triol (ginsenoside Rh4),3-0- [6" -0-acetyl-D-glucopyranosyl(1 ~2)--D-glucopyranosyl] 20(5)- protopanaxadiol (ginsenoside Rs3) and 6-0- [u-L-rhamno-pyranosyl(1 ~2)-$\beta$-D-glucopyranosyl] dammarane -3$\beta$, 6a, 12 $\beta$, 20(R),25-pentol(ginsenoslde Rfa). The absolute stereo structure of a double bond at C-20(22) was determined as entgegen type by applying NOESY.OESY.

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Isolation and Identification of Anthocyanins from Purple Sweet Potatoes

  • Lee, Lan-Sook;Chang, Eun-Ju;Rhim, Jong-Whan;Ko, Byoung-Seob;Park, Sang-Won
    • Preventive Nutrition and Food Science
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    • v.2 no.2
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    • pp.83-88
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    • 1997
  • Anthocyanin pigments of purple sweet potato roots (Ipomoea batatas L.) were extracted with 0.5% TFA (Trifluoroacetic acid) in 95% EtOh, and further isolated an purified by Amberlite XAD-7 and ODS column chromatography, and final preparative HPLC. Among nine anthocyanins isolated, the structure of three major anthocyanins were identified as 3-O-(6-O-trans-caffeyl)-2-O-(6-O-trans-caffeylglucopyranosyl)-$\beta$-D-glucopyranosyl-5-O-($\beta$-D-glucopyranosyl)-peonidin, 3-O-(6-O-trans-caffeyl)-2-O-(6-O-trans-feruloyl-glucopyranosyl)-$\beta$-D-glucopyranosyl-5-O-($\beta$-D-glucopyranosyl)-peonidin, and 3-O-(6-O-trans-caffeyl)-2-O-(6-O-p-hydroxylbenzoylglucopyranosyl)-$\beta$-D-glucopyranosyl)-peonidin, by using UV-visible absorption spectra, $^1$H-NMR and FAB-MS analysis.

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Triterpenoids from the Roots of Dipsacus asper

  • Jung, Keun-Young;Son, Kun-Ho;Do, Jae-Chul
    • Archives of Pharmacal Research
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    • v.16 no.1
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    • pp.32-35
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    • 1993
  • Four titerpenoids were isolated from the roots of Dipsacus asper. On the basis of chemical and spectral evidence, the structures of these compounds have been elucidated to be hederagenin(1), hederagenin $3-O-\alpha-L-$arabinoside(2). $3-O-\alpha-$L-arabinopyranosyl hederagenin $2B-O-\beta$-D-glucopyranosyl ester(3) and hederagenin $28-O-\beta$-D-glucopyranosyl(1->6)-$\beta$-D-glucopyranosyl ester(4). The new glycoside, 4, was named dipsacus saponin A.

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Saponins from the Aerial Parts of Aralia continentalis

  • Kim, Ju-Sun;Kang, Sam-Sik
    • Natural Product Sciences
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    • v.4 no.1
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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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Coumarin Glycosides from the Roots of Angelica dahurica

  • Kim, Seoung-Han;Kang, Sam-Sik;Kim, Chang-Min
    • Archives of Pharmacal Research
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    • v.15 no.1
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    • pp.73-77
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    • 1992
  • From the roots of Angelica dahurica Bentham et Hooker (Umbelliferae), five coumarin glucosides together with adenosine have been isolated and identified as nodakenin, 3'-hydroxymarmesinin, tert-O-$\beta$-D-glucopyranosyl-byakangelicin, sec-O-$\beta$-D-glucopyranosyl-byakangelicin and scopolin. This is the first report of the occurrence of these compounds in this plant.

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Sterols and Sterol Glycosides from the Leaves of Gynura procumbens

  • Sadikun, A.;Aminah, I.;Ismail, N.;Ibrahim, P.
    • Natural Product Sciences
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    • v.2 no.1
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    • pp.19-23
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    • 1996
  • A mixture of sterols containing ${\beta}-sitosterol$ and stigmasterol (1), and sterol glycosides containing $3-O-{\beta}-D-glucopyranosyl$ ${\beta}-sitosterol$ and $3-O-{\beta}-D-glucopyranosyl$ stigmasterol (2) were isolated from the leaves of Gynura procumbens. After acetylation of 2 with pyridine-acetic anhydride, $3-0-{\beta}-D-tetra-O-acetylglucopyranosyl$ ${\beta}>-sitosterol$ (3) was isolated.

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A New Lupane-Triterpene Glycoside from the Leaves of Acanthopanax gracilistylus

  • Liu, Xiang-Qian;Chang, Seung-Yeup;Park, Sang-Yong;Nohara, Toshihiro;Yook, Chang-Soo
    • Archives of Pharmacal Research
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    • v.25 no.6
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    • pp.831-836
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    • 2002
  • A new and two known lupane-triterpene glycosides were isolated from the hot MeOH fraction of the leaves of Acanthopanax gracilistylus W. W. Smith. Based on the physical properties and spectroscopic data, their chemical structures were determined as acankoreoside A (1), acankoreoside D (2), and $3{\alpha}-hydroxy-lup-23-al-20(29)-en-28-oic$ acid $28-O-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}4)-{$beta}-D-glucopyranosyl-(1{\rightarrow}6)-{\beta}-D-glucopyranosyl$ ester (3), respectively. To our best knowledge, compand 3 appears to be novel, which was named as wujiapioside A.

Retro-synthesis of Analogues of Ginsenosides (역합성법에 의한 진세노사이드 유사체의 합성)

  • Chang, Eun-Ha;Je, Nam-Gyung;Im, Kwang-Sik
    • YAKHAK HOEJI
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    • v.40 no.2
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    • pp.163-169
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    • 1996
  • Glycosidation of 20(S)-protopanaxadiol obtained by the alkaline hydrolysis of total ginsenosides with 2,3,4,6-tetra-O-acetyl-${\alpha$-D-glucopyranosyl bromide in the presence of $CdCO_3$ in benzene-dioxane gave a mixture of acetylated monoglucosides and diglucosides in a total yield of 68%. Under the same condenstion condition, 20-dehydroxyglucosides were formed by dehydration of 12-O-glucosides. The structures of produced glycosides were elucidated as 3-O-${\beta$-D-glucopyranosyl-20(S)-protopanaxadiol, 12-O-${\beta$-D-glucopyranosyl-dammar-20(22), 24-dien-$3{\beta},12{\beta}$-diol, 3,12-di-O-${\beta}$-D-glucopyranosyl-dammar-20(22), 24-dien-$3{\beta},\;12{\beta}$-diol, respectively.

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Isolation of Triterpenoid Saponins from the Stems of Acer ginnala Maxim (신나무 줄기로부터 Saponin 성분의 분리)

  • Son, Yeun-Kyoung;Han, Yong-Nam
    • Korean Journal of Pharmacognosy
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    • v.33 no.4 s.131
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    • pp.301-304
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    • 2002
  • Two triterpenoid saponine were isolated from the stems of Acer ginnala Maxim. The structures of triterpenoid saponins were established as ilexoside O, $3-O-{\alpha}-L- rhamnopyranosyl(1{\rightarrow}2)-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\beta}-D-xylopyranosyl-pubescenolic$ acid 28-{\beta}-D-glucopyranosyl$ ester(1) and ilexoside K, $3-O-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\beta}-D-xylopyranosyl-pubes-cenolic$ acid $28-{\beta}-D-glucopyranosyl$ ester(2). Their chemical structures have been elucidated on the basis of spectral methods.

Triterpenoid Saponins from Elsholtzia bodinieri

  • Hu, Hao-Bin;Zheng, Xu-Dong;Hu, Huai-Sheng;Jian, Yu-Feng
    • Bulletin of the Korean Chemical Society
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    • v.28 no.9
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    • pp.1519-1522
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    • 2007
  • A new oleanane-type triterpenoid estersaponin, bodinierin C (1), along with two known saponins, mazusaponin I (2) and ciwujianoside C (3), were isolated from the water-soluble part of the root barks of Elsholtzia bodinieri. The structure of bodinierin C was characterized by spectroscopic means and chemical hydrolysis as 3β -Ocaffeoyl- 23-hydroxylechinocystic acid 28-O-α -L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl-(1→6)-β- D-glucopyranosyl ester. The known compounds were identified by comparing their spectral data with those of authentic samples or data reported in the literature. All compounds were firstly isolated from Elsholtzia bodinieri family.