• Title/Summary/Keyword: Glucoside

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Biological activity of flavonoids from Sonchus brachyotus

  • Lee, Jeong Min;Yim, Mi-Jin;Kim, Hyun-Soo;Ko, Seok-Chun;Kim, Ji-Yul;Shin, Jung Min;Lee, Dae-Sung
    • Fisheries and Aquatic Sciences
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    • v.24 no.12
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    • pp.428-436
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    • 2021
  • The aim of this study was to isolate and identify secondary metabolites from Sonchus brachyotus and evaluate their antioxidant and anti-inflammatory activities. In this study, we isolated three flavonoids from a 70% EtOH extract by Medium Pressure Liquid Chromatography (MPLC) and prep-High-Performance Liquid Chromatography (HPLC). To evaluate the biological activities (antioxidant and anti-inflammatory) of these flavonoids, their in vitro inhibitory activities against lipopolysaccharide (LPS)-induced reactive oxygen species (ROS) generation, nitric oxide (NO) production, and prostaglandin E2 (PGE2) secretion were determined. We successfully identified three flavonoids, namely luteolin (1), luteolin-7-O-β-D-glucoside (2), and luteolin-7-O-β-D-glucuronide (3) by spectral analyses. Luteolin (1) at 20 ㎍/mL inhibited ROS generation, NO production, and PGE2 secretion by 48.6%, 61.28% and 12.10%, respectively, and luteolin-7-O-β-D-glucoside (2) inhibited NO and PGE2 generation by 67.03% and 20.82%, respectively. Luteolin (1) and luteolin-7-O-β-D-glucoside (2) showed similar anti-inflammatory activities; however, luteolin (1) was observed to be a stronger antioxidant. Besides antioxidant and anti-inflammatory activities, S. brachyotus extract containing luteolin (1) and luteolin-7-O-β-D-glucoside (2) is considered to possess diverse biological activities. The results indicate that S. brachyotus is an edible medicinal plant, which is believed to be significant resource of functional foods.

Studies on the Dyeing Properties of Black Soybean Anthocyanin (검정콩 함유 천연 안토시아닌의 염색성 연구)

  • Kim, Sung-Yeon;Yum, Sun-Kyung;Lee, Kyung-Nam
    • Fashion & Textile Research Journal
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    • v.9 no.1
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    • pp.103-112
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    • 2007
  • The purpose of this study was to investgate dyeing, moradnting properties and colorfastness activities of silk, polyamide, acetate treated black soybean extracts. The color of extract by buffer solution (pH=1) red, but the higher pH of extracted black soybean solution the paler of color strength. Black soybean extracts was approved anthocyanin of 3type(Delphinidin3-glucoside, Cyanidin 3-glucoside, Petunidin 3-glucoside) by chemiclal analysis. This anthocynin, in acid condition, is oxinium structure (red color, soluable) but, in alkali condition quinoid structure(dark brown, in soluable). The optimum dyeing condition of black soybean anthocynin was 10min at $30^{\circ}C$, pH -1. Colorfastness to washing and light showed generally low but crocking fastness was excellent.

Phytochemical Constituents of Urtica angustifolia Fisch

  • Kwon, Hak-Cheol;Kwak, Jong-Hwan;Lee, Kang-Ro;Zee, Ok-Pyo;Yu, Seung-Jo
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1996.04a
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    • pp.168-168
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    • 1996
  • 가는잎쇄기풀(Urtica angustifolia Fisch.)은 쇄기풀과(Urticaceae)에 속하는 다년생 초본으로 중약 또는 민간에서 동속 근연식물과 함께 전초를 담마라하여 류마치스성 동통, 산후의 산풍, 소아의 추풍, 경풍,담마진의 치료에 사용되고 있다. Rat에서 실험적 항당뇨 효과를 검토해본 결과 혈당강하 작용이 있는 본 식물로부터 그 혈당강하 성분의 분리에 앞서 식물화학 성분을 규명하고자 본 실험에 착수하였다. 가는잎쇄기풀 전초의 MeOH ex.를 CH$_2$Cl$_2$, EtOAc, n-BuOT 및 $H_2O$로 분획하고 각종 column chromatography를 통하여 다수의 화합물을 분리하였다. 각 화합물은 이화학적 성상 및 spectral data로부터 scopoletin, esculetin dimethyl ether(scoparone), sterol mixture, $\beta$-sitosteryl-3-o-glucoside, kaempferol-3-o-glucoside, quercetin-3-o-glucoside, kaempferol-3-o-rutinoside로 확인하였으며 그 외 다수의 화합물은 그 구조를 규명중이다.

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Identification of L-Ascorbic Acid 2-Ο-$\alpha$-Glucoside, a Stable Form of Ascorbic Acid, in Kimchi

  • JUN, HONG-KI;KYUNG-MI BAE;YOUNG-HEE KIM
    • Journal of Microbiology and Biotechnology
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    • v.8 no.6
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    • pp.710-713
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    • 1998
  • A material with the same high performance liquid chromatography (HPLC) retention profile as authentic ascorbic acid 2-Ο-$\alpha$-glucoside (AA-2G) was detected in kimchi. This material was identified as AA-2G by testing its susceptibility to $\alpha$-glucosidase hydrolysis, the HPLC profile, and through the elementary analysis. Among several strains of bacteria isolated from fermented kimchi, four strains could produce cydodextrin glucanotransferase (CGTase) which catalyzes the transglucosylation reaction of ascorbic acid. By using starch as the glycosyl donor, AA-2G was produced as the major product through this reaction.

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Identification of Anthocyanins from Pigmented Rice Seeds

  • Lee, Hun-Joong;Oh, Se-Kwan;Choi, Hae-Chune;Kim, Soo-Un
    • Applied Biological Chemistry
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    • v.41 no.4
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    • pp.257-260
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    • 1998
  • Anthocyanins pigments were isolated from the pigmented rice seeds (cultivar Killimhuk-mi) by a combination of Sephadex LH-20 and preparative high performance liquid chromatographies. Four anthocyanins were identified by their chromatographic, spectral and chemical properties. The major pigment was cyanidin 3-glucoside and cyanidin 3-oxalyl-glucoside was found in the rice for the first time.

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Antioxidant Activity of Flavonoids and Their Glucosides from Sonchus oleraceus L.

  • Yin, Jie;Si, Chuan-Ling;Wang, Myeong-Hyeon
    • Journal of Applied Biological Chemistry
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    • v.51 no.2
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    • pp.57-60
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    • 2008
  • Eight compounds, including 2 flavones, luteolin (1) and apigenin (2), 2 flavonols, kaempferol (3) and quercetin (4), and 4 flavonoid glucosides, luteolin-7-O-${\beta}$-D-glucoside (5), apigetrin (6), astragalin (7), and isoquercitrin (8), isolated from the whole herb of Sonchus oleraceus L. were analyzed on the basis of chemical and spectroscopic evidence. This was the first time to report compounds 3, 4, 6, 7 and 8 from the Sonchus oleraceus L. The antioxidant activities of the isolated flavonoids and their glucoside derivatives were evaluated by DPPH free radical-scavenging assay, showing that compounds 1, 3, 4 and 8 exhibited stronger antioxidant activities compared with ${\alpha}$, tocopherol and curcumin. Flavonoids containing more hydroxyl groups exhibited better antioxidant activities. The antioxidant activity of flavonols was superior to their corresponding flavones, and that of aglycone are more potent than their glucoside derivatives.

Isolation and Identification of Antitumor Promoters from the Seeds of Cassia tora

  • Park, Yeung-Beom;Kim, Seon-Bong
    • Journal of Microbiology and Biotechnology
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    • v.21 no.10
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    • pp.1043-1048
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    • 2011
  • A methanol extract of Cassia tora seeds was successively partitioned with diethyl ether, chloroform, ethyl acetate, and water, and the antitumor-promoting activity of the solvent fractions was determined by inhibition of Epstein-Barr virus early antigen (EBV-EA) activation induced by teleocidin B-4 in Raji cells. The diethyl ether (68.7%) and chloroform (91.2%) fractions and the hydrolysate (94.3%) of the ethyl acetate fraction had strong inhibitory activities. The chloroform and ethyl acetate fractions were chromatographed on silica gel and further purified by HPLC. Three active compounds, obtusifolin-2-glucoside (75.0%), chryso-obtusin-6-glucoside (56.8%), and norrubrofusarin-6-glucoside (39.4%), were obtained from the ethyl acetate fraction, and two active compounds, questin (97.9%) and chryso-obtusin (53.8%), were isolated from the chloroform fraction.

Chemical Constituents of Lonicera maackii Leaves (괴불나무잎(Lonicera maackii)의 성분)

  • Kim, Seon Mi;Won, Yong Hoon;Jeong, Kai;Kim, Myong Jo;Chun, Wanjoo;Yang, Hee Jung;Kwon, Yongsoo
    • Korean Journal of Pharmacognosy
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    • v.47 no.2
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    • pp.117-121
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    • 2016
  • Two flavonoid glycosides and three secoiridoide glycosides were isolated from the leaves of Lonicera maackii. On the basis of spectral and physico-chemical data, the structures of isolated compounds were identified as hesperetin-7-O-glucoside (1), luteolin-7-O-${\beta}$-D-glucopyranoside (2), secologanin dimethylacetal (3), epi-vogeloside (4), and vogeloside (5), respectively. Hesperetin-7-O-glucoside (1) was isolated for the first time from this plant.

Flavonoids Constituents of Duchesnea chrysantha (사매의 플라보노이드 성분)

  • Liu, Qing;Ahn, Jong-Hoon;Kim, Seon-Beom;Hwang, Bang-Yeon;Lee, Mi-Kyeong
    • Korean Journal of Pharmacognosy
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    • v.43 no.3
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    • pp.201-205
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    • 2012
  • In the course of screening pancreatic lipase inhibitory activity, total methanolic extract and EtOAc-soluble fraction of Duchesnea chrysantha showed significant inhibitory activity. Further fractionation and isolation of the EtOAc-soluble fraction resulted in five compounds, which were identified as trans-tiliroside (1), isovitexin (2), kaempferol-8-O-${\beta}$-glucoside (3), kaempferol-3-O-${\beta}$-glucoside (4) and quercetin-3-O-${\beta}$-glucoside (5). All the five flavonoids derivatives were first reported from this plant but showed weak inhibitory effects on pancreatic lipase activity.

Isolation of Flavonoids from Lonicera japonica (인동으로 부터 Flavonoid 성분의 분리)

  • Son, Kun-Ho;Kim, Ju-Sun;Kang, Sam-Sik;Kim, Hyun-Pyo;Chang, Hyeun-Wook
    • Korean Journal of Pharmacognosy
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    • v.25 no.1
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    • pp.24-27
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    • 1994
  • Two flavonoids, diosmetin 7-0-glucoside and lonicerin, and an iridoid, vogeloside have been isolated from the aerial parts of Lonicera japonica(Caprifoliaceae). The structures of these isolates have been determined by chemical transformations and interpretation of the spectral data. This is the first report of the isolation of diosmetin 7-O-glucoside from this plant.

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