• Title/Summary/Keyword: catechin glycoside

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Catechin Glycoside from Ulmus davidiana

  • Son, Byeng-Wha;Park, Jong-Hee;Zee, Ok-Pyo
    • Archives of Pharmacal Research
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    • v.12 no.3
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    • pp.219-222
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    • 1989
  • Cartechin and catechin glycoside named uldavioside A were isolated from the Korean folk medicine Ulmus davidiana. Based on chemical and physicochemical evidences, their structure have been determined as (+) catechin (1) and (+)-catechin-5-0-$\betha$ D-apiofuranoside (2).

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Reducing Power and ${\alpha}-Glucosidase$ Inhibitory profiles of (-)-Catechin and Its glycoside ((-)-Catechin 및 배당체의 환원력 및 ${\alpha}-glucosidase$저해 활성)

  • Jung, Mee-Jung;Heo, Seong-Il;Wang, Myeong-Hyeon
    • Korean Journal of Pharmacognosy
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    • v.38 no.4
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    • pp.358-362
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    • 2007
  • From the EtOAc fraction of the MeOH extract of Ulmus davidiana, (-)-catechin (1), (-)-catechin-7-O-${\beta}$-D-apiofuranoside (2), and (-)-catechin-7-O-${\beta}$-D-xylopyranoside (3) were isolated and characterized on the basis of $^1H-and\;^{13}C-NMR$, and FABMS spectral data. Compounds 1-3 showed more strong reducing power activities than ${\alpha}-tocopherol$, a positive control.

Isolation and structure elucidation of a catechin glycoside with phospholipase $A_2$ inhibiting activity from Ulmi cortex

  • Park, Sunghyouk;Goo, Yang-Mo
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1995.04a
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    • pp.58-58
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    • 1995
  • 식물에서부터 새로운 소염작용제를 개발하기 위하여 여러식물을 대상으로 염증반응의 초기단계에서 중요한 역할을 하는 것으로 알려진 Phospholipase $A_2$에 저해활성을 갖는 물질을 검색하였고 그 중 강한 억제활성을 보인 유근피에서 유효성분을 분리하였다. 유근피의 에칠 아세테이트 분획에 대하여 실리카겔 크로마토그래피, Sephadex LH-20 크로마토그래피, 분취 박막 크로마토그래피를 수행하여 phenol성 -OH기를 갖는 활성성분인 PSH-II-84-1를 분리하였다. $^1$H-NMR 신호의 양상과 짝지움 상수 값에서 분리된 물질은 (+)-catechin 의 당 유도체로 확인되었다. $^{13}$C-NMR 자료를 분석하여 치환된 당은 D-apiofuranose로 확인되었다. 방향족환의 $^{l3}$C-NMR 신호들은 extended Huekel theory를 응용하여 얻은 net charge 계산 값과 상관시켜 할당하였다. 이상의 구조연구 결과 이 물질은 (+)-catechin-7-0-$\beta$-D-apiofuranoside로 밝혀졌다. (+)-catechin-7-0-$\beta$-D-apiofuranoside의 효소억제활성은 Type II Phospholipase $A_2$에 대하여 $IC_{50}$/이 600$\mu$M이었다.다.

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Antioxidative Activity of Flavonoids Isolated from Jindalrae Flowers (Rhododendron mucronulatum Turcz.) (진달래꽃으로부터 분리된 플라보노이드 화합물의 항산화성에 관한 연구)

  • Kim, Mi-Ae;Jones, A. Daniel;Chung, Tae-Yung
    • Applied Biological Chemistry
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    • v.39 no.4
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    • pp.320-326
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    • 1996
  • Seven antioxidative flavonoids were isolated from Jindalrae flowers (Rhododendron mnonulatum Turcz.), an edible plant in Korea. These compounds were identified as afzelin, ampelopsin, catechin, myricetin, myricitrin, quercetin and quercitrin on the basis of IR, UV, FAB-MS, $^1H\;NMR,\;and\;^{13}C\;NMR$ data. These compounds were consisted of two flavonols, three flavonol glycosides, a flavane, and a dihydroflavonol. The flavonol glycosides (14.4 g) present in th ethyl ether and ethyl acetate fractions comprised up to 82% of their total flavonoid amount (17.6 g) finally recovered by means of polyamide C-200 column chromatography, preparative TLC, recrystallization, and Sephadex LH-20 column chromatography. The antioxidant activities were measured in an ethanol solution of linoleic acid in the presence of ferric thiocyanate. The antioxidant efficiency increased in the order of afzrlin<$\alpha-tocopherol$

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Studies on the Constituents of Ulmus parvifolia (참느릅나무의 성분에 관한 연구)

  • Moon, Young-Hee;Rim, Gi-Ryong
    • Korean Journal of Pharmacognosy
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    • v.26 no.1
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    • pp.1-7
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    • 1995
  • The bark of Ulmus parvifolia Jacq. (Ulmaceae) has been used for the treatment of gonorhea, edema, scabies and eczema marginatum. Previous investigations conducted with the heartwood and leaves have demonstrated it to contain sesquiterpenes as well as fat acids from the heartwood and flavonol glycosides from leaves. However, no phytochemical work has been done on the bark parts of this plant. Investigation of the phytochemical constituents in the barks of U. parvifolia has resulted in the isolation of sterols, sterol glucoside and a catechin glycoside, $(+)-catechin\;7-O-{\alpha}-{_L}-rhamnopyranoside$, all of which were isolated for the first time from this plant. Sterols were consisted of the three components, ${\beta}-sitosterol$, stigmasterol and campesterol in a ratio of 92.1:4.1:3.8, and sterol glucoside was identified as ${\beta}-sitosterol\;3-O-{\beta}-{_D}-glucoside$. The structure of the catechin $7-O-{\alpha}-{_L}-rhamnoside$ was established primarily by analysis of $^1H-and$ COSY-45 NMR, HMQC and HMBC and EI mass spectra of the heptaacetate. Especially, HMBC spectrum provides effective way for the determination of the point of attachment of the rhamnosyl group to catechin moiety.

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Quantitative Analysis of (+)-Catechin, Paeoniflorin, and Paeonol in Moutan Radicis Cortex and Its Processed Products (포제에 따른 목단피의 성분 중 (+)-Catechin, Paeoniflorin 및 Paeonol의 함량분석)

  • Seo, Chang-Seob;Kim, Jung-Hoon;Shin, Hyeun-Kyoo;Kim, Byoung-Soo
    • Korean Journal of Pharmacognosy
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    • v.47 no.3
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    • pp.237-245
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    • 2016
  • In present study, we conducted quantification analysis of phenolic compound (paeonol), monoterpene glycoside (paeoniflorin), and tannin ((+)-catechin in the 70% ethanol extracts of non-processed Moutan Radicis Cortex (MRC) and processed MRC by roasting using a high-performance liquid chromatography coupled with photodiode array detector. Three marker components were separated on Gemini $C_{18}$ analytical column and the column was maintained at $40^{\circ}C$ using two mobile phase system consisting of 1.0% (v/v) aqueous acetic acid and 1.0% (v/v) acetic acid in acetonitrile. The flow rate and injection volume were 1.0 mL/min and 10 mL. In non-processed MRC sample, the concentrations of three marker compounds, (+)-catechin, paeoniflorin, and paeonol were 0.20, 1.18, and 2.12%, respectively. On the other hand, the concentrations of the three compounds in processed MRC samples were 0.03-0.24, not detected-1.08, and 0.76-1.82%, respectively.

Gamnamoside, a Phenylpropanoid Glycoside from Persimmon Leaves (Diospyros kaki) with an Inhibitory Effect against an Alcohol Metabolizing Enzyme

  • Varughese, Titto;Rahaman, Mozahidur;Kim, No-Soo;Cho, Soon-Chang;Moon, Surk-Sik
    • Bulletin of the Korean Chemical Society
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    • v.30 no.5
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    • pp.1035-1038
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    • 2009
  • Phytochemical investigation of the methanolic extract of Diospyros kaki leaves led to the isolation of osmanthuside H (1) and a new phenol glycoside, named gamnamoside [4-(3-hydroxypropyl)-2-methoxyphenol $\beta$-D-apiofuranosyl( 1 $\rightarrow$ 6)$\beta$-D-glucopyranoside] (2) along with (-) catechin (3) through a series of reversed phase column chromatography and preparative C18 HPLC. The structures of the isolates were determined by spectroscopic methods including IR, UV, HRTOFMS, and 2D NMR. Compounds 1, 2, and 3, showed good inhibitory activities ($IC_{50}$) of 175.4, 94.4, and 126.6 ${\mu}g/mL$ respectively, whereas a reversible ADH inhibitor, 4-methylpyrazole, showed the $IC_{50}$ of 326.6 ${\mu}g/mL$ against alcohol dehydrogenase (ADH).

Chemical Constituents from Sorbus commixta

  • Na, Min-Kyun;An, Ren-Bo;Min, Byung-Sun;Lee, Sang-Myung;Kim, Young-Ho;Bae, Ki-Hwan
    • Natural Product Sciences
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    • v.8 no.2
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    • pp.62-65
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    • 2002
  • Two lupane-type triterpenes, lupenone (1) and lupeol (2), a phytosterol, ${\beta}-sitosterol$ (3), two ursane-type triterpenes, $3{\beta}-acetoxy$ ursolic acid (4) and ursolic acid (5), a lignan, (-)-lyoniresinol $3a-O-{\beta}-D-xylopyranoside$ (6), and two flavanol glycosides, $catechin-7-O-{\beta}-D-xylopyranoside$ (7) and $catechin-7-O-{\beta}-D-apiofuranoside$ (8) were isolated from the stem bark of Sorbus commixta (Rosaceae). Their chemical structures were identified by physicochemical and spectroscopic methods.

Catechin-7-O-$\beta$-D-apiofuranoside: An Anti-inflammatory constituent from alnus japonica bark

  • Jeong, Choon-Sik;Kang, Min-Hee;Hyun, Jin-Ee;Lim, Duk-Yun
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.191.3-192
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    • 2003
  • Alnus japonica (Betulaceae) has been traditionally used for purifying blood, and curing feces containing blood, enteritis, diarrhea, alcoholism and cut wounds. In the current work, activity guided isolation of the butanol fraction of the Alnus japonica bark led to the isolation of catechin-7-O-${\beta}$-D-apiofuranoside. Anti-inflammatory activity was determined with carrageenan-induced paw edema in mice as an acute inflammation, complete Freund's adjuvant-induced arthritis as a chronic inflammation. Carrageenan- induced paw edema in mice was significantly inhibited at 0.5, 1, 2, and 3 hr after carrageenan injection by administration of the flavonoid glycoside at the dose of 150mg/kg. (omitted)

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