• Title/Summary/Keyword: C-glycosides

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Phenolic glycosides from Pyrola japonica-(II)

  • Kim, Ju-Sun;Kang, Sam-Sik;Son, Kun-Ho;Chang, Hyeun-Wook;Kim, Hyun-Pyo
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.256.2-256.1
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    • 2003
  • Six known phenolic glycosides. hyperin(2), androsin(3), homoarbutin(4), isohomoarbutin(4a), pirolatin(7) and monotropein(6), together with two new compounds, (1)[mp. 215 - 217$^{\circ}C$, C$\sub$23/H$\sub$32/O$\sub$11/] and (5)[mp. 121 -123$^{\circ}C$, C$\sub$18/H$\sub$26/O$\sub$8/] were isolated from the BuOH fraction of Pyrola japonica(Pyrolaceae). The structures of the known compounds were determined by chemical and spectroscopic methods. (omitted)

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Intestinal Bacterial Metabolism of Flavonoids and Its Relation to Some Biological Activities

  • Kim, Dong-Hyun;Jung, Eun-Ah;Sohng, In-Suk;Han, Jung-Ah;Kim, Tae-Hyung;Han, Myung-Joo
    • Archives of Pharmacal Research
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    • v.21 no.1
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    • pp.17-23
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    • 1998
  • Flavonoid glycosides were metabolized to phenolic acids via aglycones by human intestinal microflora producing ${\alpha}$-rhamnosidase, exo-${\beta}$-glucosidase, endo- ${\beta}$-glucosidase and/or ${\beta}$-glucuronidase. Rutin, hesperidin, naringin and poncirin were transformed to their aglycones by the bacteria producing ${\alpha}$-rhamnosidase and ${\beta}$-glucosidase or endo- ${\beta}$-glucosidase, and baicatin, puerarin and daidzin were transformed to their aglycones by the bacteria producing ${\beta}$glucuronidase, C-glycosidase and ${\beta}$-glycosidase, respectively. Anti-platelet activity and cytotoxicity of the metabolites of flavonoid glycosides by human intestinal bacteria were more effective than those of the parental compounds. 3,4-Dihydroxyphenylacetic acid and 4-hydroxyl-phenylacetic acid were more effective than rutin and quercetin on anti-platelet aggregation activity. 2,4,6-Trihydroxybenzaidehyde, quercetin and ponciretin were more effective than rutin and ponciretin on the cytotoxicity for tumor cell lines. We insist that these flavonoid glycosides should be natural prodrugs.

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Coumarins and Triterpenoid Glycosides from the Roots of Patrinia scabiosaefolia

  • Choi, Jae-Sue;Woo, Won-Sick
    • Archives of Pharmacal Research
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    • v.7 no.2
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    • pp.121-126
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    • 1984
  • From the roots of Patrinia scabiosaefolia Valerianaceae), scopoletin (1), esculetin (2), oleanonic acid (3), 3-O-.alpha.-L-rhamnopyranosyl (1.rarw.2)-.alpha.-l-arabinopyranosyl oleanolic acid (4) and 3-O-.alpha.-L- rhamnopyranosyl (1 .rarw. 2)-.alpha.-L-arabinopyranosyl header agenin (5) were isolated and characterized by spectral data.

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Flavonol Glycosides from the Leaves of Machilus thunbergii

  • Park, Jong-Cheol;Young, Han-Suk;Park, Hee-Juhn;Park, Soon-Chul
    • Korean Journal of Pharmacognosy
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    • v.21 no.1
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    • pp.60-63
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    • 1990
  • From the leaves of Machilus thunbergii Sieb. et Zucc. (Lauraceae) afzelin, guaiyaverin and rutin were isolated and identified by chemical and spectral analysis.

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Seasonal Variations of the Flavonol Glycoside Content from Ginkgo biloba Leaves (은행잎중 Flavonol Glycoside 성분의 계절별 함량 변화에 관한 연구)

  • Kang, Gyu-Sun;Youm, Jeong-Rok;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.24 no.1
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    • pp.47-53
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    • 1993
  • The seasonal variations of the major six flavonol glycosides(kaempferol 2,6-dirhamnosyl glucoside, quercetin 3-O-rutinoside, kaempferol 3-O-rutinoside, isorhamnetin 3-O-rutinoside, quercetin 3-O-coumaroyl glucorhamnoside and kaempferol 3-O-coumaroyl glucorhamnoside) in Ginkgo biloba leaves were investigated. The contents were determined by HPLC on reversed phase $C_{18}$ column. This result showed that the percentage of six flavonol glycosides decreased during the season from 1.57% in May to 0.39% in November. The content of each flavonol glycoside indicated a similar tendency to decrease. However, the contents of rutinosides of kaempferol, quercetin and isorhamnetin fluctuated markedly than those of coumaroyl glucorhamnosides of kaempferol and quercetin and kaempferol 2,6-dirhamnosyl glucoside.

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Anti-angiogenic activity of wilfoside glycosides isolated from Cynanchum wilfordii

  • Kim, Myoung-Sook;Baek, Jin-Hyen;Lee, Hyo-Jong;Hwang, Bang-Yeon;Kim, Se-Eun;Lee, Jung-Joon;Kim, Kyu-Won
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.164.1-164.1
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    • 2003
  • Wm was isolated from Cynanchum wilfordii (Asclepiadaceae) as a mixture form of polypregnane glycosides that included wilfoside K1N and wilfoside C1N. In the present study, we investigated the anti-angiogenic effect of wilfoside glycosides using in vivo and in vitro assay systems. We first demonstrated that concentrated conditioned media obtained from Wm-treated HepG2 human hepatoblastoma cells blocked the angiogenic activation of Wm-untreated concentrated conditioned media, suggesting that Wm may have an inhibitory effect on tumor-induced angiogenesis. (omitted)

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Changes in Flavonoid Contents of Safflower Leaf during Growth and Processing

  • Lee, Jun-Young;Park, Kyeng-Seok;Choi, Sang-Won
    • Preventive Nutrition and Food Science
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    • v.10 no.1
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    • pp.1-5
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    • 2005
  • Eight flavonoids, apigenin-6-C-β-D-glucopyranosy l-8-C-β-D-glucopyranoside (AGG), quercetin 7-O-β-D­glucopyranoside (QG), luteolin 7-O-β-D-glucopyranoside (LG), quercetin 7-O-(6'-O-acetyl)-β-D-glucopyranoside (QAG), luteolin 7-O-(6'-O-acetyl)-β-D-glucopyranoside(LAG), quercetin (Q), luteolin (L) and acacetin 7-O-β­D-glucuronide (AG) were determined by HPLC in the safflower (Carthamus tinctorius L.) leaf during growth and processing. During growth, levels of five flavonoid glycosides (AGG, QG, LG, QAG, & LAG) in the leaf increased progressively at over time according to growth stages, reached a maximum before June 11, and then decreased sharply, while those of three flavonoid aglycones (Q, L, & AG) increased greatly at the early stage of growth, reached a peak before May 28, and then decreased rapidly. During the steaming process, contents of five flavonoid glycosides increased rapidly with increased steaming time, reached a maximum after 5 min of steaming, and then decreased, whereas those of flavonoid aglycones except for AG decreased sharply with increased steaming time. During the roasting process, contents of three flavonoid glycosides decreased rapidly with increased roasting time, whereas those of two acetylflavonoid glycosides (QAG & LAG) and three flavonoid aglycones increased progressively with increased roasting time, reached a maximum after 3 min of roasting, and then decreased. These results suggest that appropriate steamed and roasted safflower leaves are a rich source of flavonoids, and may be a good source of bioactive components as a functional leaf tea.

Studies on the anti-inflammatory glycosides of panax ginseng

  • Han, Byung-Hoon;Han, Yong-Nam;Woo, Lin-Keun
    • YAKHAK HOEJI
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    • v.16 no.3
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    • pp.129-136
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    • 1972
  • Two anti-infalmmatory glycosides, Panax saponin A, $C_{47}H_{72}O_{14}$ center dot $2H_{2}O$, m.p. $208-10^{\circ}$ and C, m.p. $196-202^{\circ}$, were isolated from the methanol extract of Panax ginseng. The anti-inflammatory activity of Panax saponin A was found to have delayed and prolonged characteristics. The partial structure of Panax saponin A was established to be ${\beta}{\betha}$'20S-protopanaxatriol-diglucoside. One of glucose residues was bound to the 20S-hydroxyl group of aglycone.

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Coumarin Glycosides of Fraxinus japonica Blume forma intermedia Hara (긴물푸레나무 근피(根皮)의 Coumarin성분(成分) 연구(硏究)(IV))

  • Yook, Chang-Soo;Kim, Dae-Sik;Kim, Sung-Man
    • YAKHAK HOEJI
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    • v.28 no.5
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    • pp.283-286
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    • 1984
  • Fraxinus japonica Blume forma intermedia Hara, belonging to Oleacae Family, is growing in Korea. The identification of the species with the root bark extract is possible through the TLC method, and is more distinctive than through the PPC. The methanolextract of the root bark of Fraxinus japonica Blume forma intermedia Hara gave two coumarin glycosides, (fraxin $C_{16}M_{18}O_{10}$ and aesculin $C_{15}H_{16}O_9$) and mannitol.

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Inhibitory Effects of Polyoxypregnane Constituents from the Roots of Cynanchum caudatum on the Aldehyde Oxidase Activity and Lipid Peroxidation (우피소근의 polyoxypregnane 화합물의 Aldehyde Oxidase 및 지질과산화 억제효과)

  • 이동웅;이남재
    • YAKHAK HOEJI
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    • v.44 no.3
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    • pp.257-262
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    • 2000
  • The roots of Cynanhum caudatum (Asclepiadaceae) have been used in folk medicine in Japan and China for the prevention and treatment of various geriatric diseases and also as a cardiotonic agent. Constituents of this plant have mainly been examined for glycosides: besides two steroidal alkaloids, gagaminine and gagamine which was firstly isolated by us, more than 35 polyoxypregnane glycosides and aglycones have also been identified. Gagaminine inhibits potently the hepatic aldehyde oxidase activity and lipid peroxidation in vitro. The present work deals with the comparison of antioxidative activities of gagamine, a new pregnane alkaloid, three isolated polyoxypregnanes containing a keto group at C-20 with those of gagaminine, a potent antioxidant, in order to explain the structure-activity relationships. The results of this study further prove that the cinnamoyl group of gagaminine is very important for the inhibition on the aldehyde oxidase activity while the nicotinoyl group is necessary for anti-lipid peroxidation. Besides that, the keto compounds having no ester group at C-12 were found to be more active than the others except gagaminine.

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