• Title/Summary/Keyword: Glycosides

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Inhibitory effect of Astragali Radix on COX-2 activity (황기의 COX-2 활성 억제 효과)

  • Kim, Eun-Jeong;Oh, O-Jin;Lee, Sang-Kook;Yang, Ki-Sook
    • Korean Journal of Pharmacognosy
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    • v.32 no.4 s.127
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    • pp.311-315
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    • 2001
  • The root of Astragalus membranaceus Bunge (Leguminosae), which has been used for the treatment of hypertension, chronic hepatitis, duodenal ulcers, chronic nephritis and promotion of immunity in folk remedies. Cyclooxygenase (COX-2) is responsible for the production of large amounts of proinflammatory prostaglandins (PGs) at the inflammatory site. Thus, a logical approach to the treatment of inflammatory disease should involve the inhibitors of COX-2. To develop new COX-2 inhibitors from natural products, Astragali Radix was screened by inhibiting prostaglandin $E_2(PGE_2)$ generation in the culture medium using enzyme immunometric assay. Two isoflavone glycosides, $7,2'-dihydroxy-3',4'-dimethoxyisoflavan-7-O-{\beta}-D-glucoside$ and $calycosin-7-O-{\beta}-D-glucoside$ isolated from Astragali Radix inhibited COX-2 activity.

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Antioxidative Activities of Diarylheptanoids from Alnus japonica and Their Structural Relationship (오리나무에서 분리된 Diarylheptanoid의 항산화작용 및 구조상관활성)

  • Lee, Jae-Hee;Yeom, Seung-Hwan;Kim, Min-Kee;Kim, Hyun-Jung;Shim, Jae-Gul;Lee, Min-Won
    • Korean Journal of Pharmacognosy
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    • v.34 no.2 s.133
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    • pp.190-192
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    • 2003
  • Anitioxidative activities againt 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical were evaluated for ten diarylheptanoids, $1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-{\beta}-D-glucopyranosyl(1{\rightarrow}3)-{\beta}-D-xylopyranoside(1)$, $1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-{\beta}-D-apiofuranosyl(1{\rightarrow}6)-{\beta}-D-glucopyranoside(2)$, $1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-O-{\beta}-D-glucopyranoside(3)$, 1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane(4), $1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-one-5-O-{\beta}-D-glucopyranoside(5)$, oregonin(6), hirsutanonol(7), hirsutenone(8), $1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-O-{\beta}-D-xylopyranoside(9)$ and platyphylloside(10), which were isolated from Alnus japonica. Aglycones (4,7 and 8) and mono glycosides (3,6 and 9) showed more strong antioxidative activities than diglycosides (1 and 2) against the DPPH radical. Especially, hirsutenone(8) showed superior activity among ten diarylheptanoid.

Simultaneous Determination of Flavanone Glycosides in the Fruit of Citrus paradisi and C. grandis by HPLC-PDA

  • Piao, Xiang-Lan;Wu, Qian;Han, Saem;Kim, Hyun-Young;Lee, Sang-Hyun
    • Natural Product Sciences
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    • v.17 no.4
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    • pp.337-341
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    • 2011
  • An HPLC (high-performance liquid chromatography)-PDA (photodiode array) detection method was established for the determination of naringin, hesperidin and neohesperidin in the fruit of Citrus paradisi and C. grandis. The flavonoids were separated in less than 20 min using an YMC RP 18 column with isocratic elution using acetonitrile and water (23 : 77, v/v) at a flow rate of 1 ml/min, and a PDA detector. The levels of naringin, hesperidin and neohesperidin were 1345.92, 950.62, and 2078.82 ${\mu}g/g$, respectively, in the peel, and 102.43, 59.13, and 86.68 ${\mu}g/g$, respectively, in the flesh of C. paradisi. In C. grandis, the levels of naringin, hesperidin and neohesperidin were 3530.56, 80.00, and 5.26 ${\mu}g/g$, respectively, in the peel, and 59.59, 7.43, and 38.41 ${\mu}g/g$, respectively, in the flesh. The total content was highest in the peel, reaching 0.44% and 0.36% in C. paradisi and C. grandis, respectively, while the flesh contained only 0.025% and 0.011%, respectively. Therefore, the peels of C. paradisi and C. grandis are necessary for the processing and utilization of flavonoids.

Lignan Glycosides of Vaccinium oldhami Miquel (정금나무의 Lignan Glycoside 성분)

  • Kim, Seong-Jin;Lee, Jeong-Joo;Lee, Sa-Im;Park, Hee-Wook;Lee, Jae-Hyeok;Park, Jeong-Suk;Kim, Sung-Hoon;Baek, Nam-In;Kwon, Young-Ee;Yang, Jae-Heon;Chae, Byeong-Suk;Lim, Jong-Pil;Shin, Tae-Yong;Jeon, Hoon;Eun, Jae-Soon;Kim, Dae-Keun
    • Korean Journal of Pharmacognosy
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    • v.38 no.3 s.150
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    • pp.296-298
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    • 2007
  • Two lignan glycoside compounds were isolated from the twigs of Vaccinium oldhami (Ericaceae) through repeated column chromatography. Their chemical structures were elucidated as lyoniside and ssioriside, respectively, by spectroscopic analysis.

Flavonoid Glycosides Inhibit Sortase A and Sortase A-Mediated Aggregation of Streptococcus mutans, an Oral Bacterium Responsible for Human Dental Caries

  • Yang, Woo-Young;Kim, Chang-Kwon;Ahn, Chan-Hong;Kim, Heegyu;Shin, Jongheon;Oh, Ki-Bong
    • Journal of Microbiology and Biotechnology
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    • v.26 no.9
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    • pp.1566-1569
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    • 2016
  • Three flavonoids were isolated from dried flowers of Sophora japonica using repetitive column chromatography and high-performance liquid chromatography. The flavonoids were identified as rutin (1), quercetin-3'-O-methyl-3-O-α-ʟ-rhamnopyranosyl(1 → 6)-β-ᴅ-glucopyranoside (2), and quercetin (3) on the basis of spectroscopic analysis and comparison of values reported in the literature. These compounds inhibited the action of sortase A (SrtA) from Streptococcus mutans, a primary etiologic agent of human dental caries. The onset and magnitude of inhibition of saliva-induced aggregation of S. mutans treated with compound 1 was comparable to that of untreated S. mutans with a deletion of the srtA gene.

Purification and Characterization of a Thermostable ${\beta}-1$,3-1,4-Glucanase from Laetiporus sulphureus var. miniatus

  • Hong, Mi-Ri;Kim, Yeong-Su;Joo, Ah-Reum;Lee, Jung-Kul;Kim, Yeong-Suk;Oh, Deok-Kun
    • Journal of Microbiology and Biotechnology
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    • v.19 no.8
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    • pp.818-822
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    • 2009
  • A ${\beta}-1$,3-1,4-glucanase from the fungus Laetiporus sulphureus var. miniatus was purified as a single 26 kDa band by ammonium sulfate precipitation, HiTrap Q HP, and UNO Q ion-exchange chromatography, with a specific activity of 29 U/mg. The molecular mass of the native enzyme was 52 kDa as a dimer by gel filtration. ${\beta}-1$,3-1,4-Glucanase showed optimum activity at pH 4.0 and $75^{\circ}C$. The half-lives of the enzyme at $70^{\circ}C$ and $75^{\circ}C$ were 152 h and 22 h, respectively. The enzyme showed the highest activity for barley ${\beta}$-glucan as ${\beta}-1$,3-1,4-glucan among the tested polysaccharides and p-nitrophenyl-${\beta}$-D-glycosides with a $K_m$, of 0.67 mg/ml, a $k_{cat}$ of 13.5 $S^{-1}$ and a $k_{cat}/K_m$ of 20 mg/ml/s.

Enzymatic Synthesis of Anabolic Steroid Glycosides by Glucosyltransferase from Terribacillus sp. PAMC 23288

  • Yu, Eun-Ji;Yamaguchi, Tokutaro;Lee, Joo-Ho;Lim, A-Rang;Lee, Jun Hyuck;Park, Hyun;Oh, Tae-Jin
    • Journal of Microbiology and Biotechnology
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    • v.30 no.4
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    • pp.604-614
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    • 2020
  • The application of steroids has steadily increased thanks to their therapeutic effects. However, alternatives are required due their severe side effects; thus, studies on the activities of steroid derivatives are underway. Sugar derivatives of nandrolone, which is used to treat breast cancer, as well as cortisone and prednisone, which reduce inflammation, pain, and edema, are unknown. We linked O-glucose to nandrolone and testosterone using UDP-glucosyltransferase (UGT-1) and, then, tested their bioactivities in vitro. Analysis by NMR showed that the derivatives were 17β-nandrolone β-ᴅ-glucose and 17β-testosterone β-ᴅ-glucose, respectively. The viability was higher and cytotoxicity was evident in PC12 cells incubated with rotenone and, testosterone derivatives, compared to the controls. SH-SY5Y cells incubated with H2O2 and nandrolone derivatives remained viable and cytotoxicity was attenuated. Both derivatives enhanced neuronal protective effects and increased the amounts of cellular ATP.

Cruciferous Vegetables: Dietary Phytochemicals for Cancer Prevention

  • Abdull Razis, Ahmad Faizal;Noor, Noramaliza Mohd
    • Asian Pacific Journal of Cancer Prevention
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    • v.14 no.3
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    • pp.1565-1570
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    • 2013
  • Relationships between diet and health have attracted attention for centuries; but links between diet and cancer have been a focus only in recent decades. The consumption of diet-containing carcinogens, including polycyclic aromatic hydrocarbons and heterocyclic amines is most closely correlated with increasing cancer risk. Epidemiological evidence strongly suggests that consumption of dietary phytochemicals found in vegetables and fruit can decrease cancer incidence. Among the various vegetables, broccoli and other cruciferous species appear most closely associated with reduced cancer risk in organs such as the colorectum, lung, prostate and breast. The protecting effects against cancer risk have been attributed, at least partly, due to their comparatively high amounts of glucosinolates, which differentiate them from other vegetables. Glucosinolates, a class of sulphur-containing glycosides, present at substantial amounts in cruciferous vegetables, and their breakdown products such as the isothiocyanates, are believed to be responsible for their health benefits. However, the underlying mechanisms responsible for the chemopreventive effect of these compounds are likely to be manifold, possibly concerning very complex interactions, and thus difficult to fully understand. Therefore, this article provides a brief overview about the mechanism of such compounds involved in modulation of carcinogen metabolising enzyme systems.

Characterization of novel EGCG (Epigallocatechin gallate) analogues synthesized by glucansucrase from Leuconostoc mesenteroides B-1299CB

  • Moon, Young-Hwan;Lee, Jin-Ha;Nam, Seung-Hee;Kim, Do-Won;Oh, Deok-Kun;Kim, Do-Man
    • 한국생물공학회:학술대회논문집
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    • 2005.10a
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    • pp.502-506
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    • 2005
  • Three EGCG analogues were synthesized by the acceptor reaction of a glucansucrase from Leuconostoc mesenteroides B-1299CB with EGCG and sucrose. The transfer products was purified using Sephadex LG-20 column chromatography and high performance liquid chromatography (HPLC). EGCG-G1 and EGCG-G2 were novel compounds for the first time reported in this paper. EGCG glycosides showed similar or slower antioxidative effects according to their structures $(EGCG{\geq}EGCG-G1>EGCG-G1'>EGCG-G2)$. However, the water solubilities of the EGCG-G1, EGCG-G1' and EGCG-G2 were 52, 76 and 140 times higher than that of EGCG. Furthermore, they showed more browning resistance against UV irradiation than EGCG.

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Rubia cordifolia: a review

  • Patil, Rupali;Mohan, Mahalaxmi;Kasture, Veena;Kasture, Sanjay
    • Advances in Traditional Medicine
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    • v.9 no.1
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    • pp.1-13
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    • 2009
  • Medicinal herbs are significant source of synthetic and herbal drugs. In the commercial market, medicinal herbs are used as raw drugs, extracts or tinctures. Isolated active constituents are used for applied research. For the last few decades, phytochemistry (study of plants) has been making rapid progress and herbal products are becoming popular. According to Ayurveda, the ancient healing system of India, the classical texts of Ayurveda, Charaka Samhita and Sushruta Samhita were written around 1000 B.C. The Ayurvedic Materia Medica includes 600 medicinal plants along with therapeutics. Herbs like turmeric, fenugreek, ginger, garlic and holy basil are integral part of Ayurvedic formulations. The formulations incorporate single herb or more than two herbs (poly-herbal formulations). Medicinal herb contains multitude of chemical compounds like alkaloids, glycosides, saponins, resins, oleoresins, sesquiterpene, lactones and oils (essential and fixed). Today there is growing interest in chemical composition of plant based medicines. Several bioactive constituents have been isolated and studied for pharmacological activity. R. cordifolia is an important medicinal plant commonly used in the traditional and Ayurvedic system of medicine for treatment of different ailments. This review illustrates its major constituents, pharmacological actions substantiating the claims made about this plant in the traditional system of medicine and its clinical applications.