• 제목/요약/키워드: Glycoside compounds

검색결과 153건 처리시간 0.023초

가래나무 수피의 페놀성 화합물 (Phenolic Compounds from Bark of Juglans mandshurica)

  • 김진규;사전령;배영수
    • Journal of the Korean Wood Science and Technology
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    • 제34권6호
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    • pp.51-60
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    • 2006
  • 가래나무 수피를 채취하여 건조시킨 후 분말로 제조하고 3.2 kg을 아세톤-물(7:3, v/v) 혼합용액으로 추출하여 유기용매를 제거한 후 헥산, 메틸렌클로라이드, 에틸아세테이트 및 물을 사용하여 네 개로 분획하고 에틸아세테이트 및 수용성 분획물에 대하여 칼럼 크로마토그래피를 수행하였으며 용리용매로는 메탄올 수용액과 에탄올-헥산 혼합액을 사용하였다. 그 결과 flavanol 화합물인 pinobanksin, taxifolin 및 ampelopsin, flavonol 화합물인 kaempferol, quercetin 및 myricetin 과 flavone glycoside 화합물인 afzelin, astragalin, quercitrin, isoquercitrin 및 myricitrin을 단리하였으며 NMR 및 MS 스펙트럼을 이용하여 구조를 결정하였다.

Natural Anthraquinone Derivatives from a Marine Mangrove Plant-Derived Endophytic Fungus Eurotium rubrum: Structural Elucidation and DPPH Radical Scavenging Activity

  • Li, Dong-Lil;Li, Xiao-Ming;Wang, Bin-Gui
    • Journal of Microbiology and Biotechnology
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    • 제19권7호
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    • pp.675-680
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    • 2009
  • There is considerable interest in the isolation of potent radical scavenging compounds from natural resources to treat diseases involving oxidative stress. In this report, four new fungal metabolites including one new bisdihydroanthracenone derivative (1, eurorubrin), two new seco-anthraquinone derivatives [3, 2-O-methyl-9-dehydroxyeurotinone and 4, 2-O-methyl-4-O-(${\alpha}$-D-ribofuranosyl)-9-dehydroxyeurotinone], and one new anthraquinone glycoside [6,3-O-(${\alpha}$-D-ribofuranosyl)-questin], were isolated and identified from Eurotium rubrum, an endophytic fungal strain that was isolated from the inner tissue of the stem of the marine mangrove plant Hibiscus tiliaceus. In addition, three known compounds including asperflavin (2), 2-0-methyleurotinone (5), and questin (7) were also isolated and identified. Their structures were elucidated on the basis of spectroscopic analysis. All of the isolated compounds were evaluated for 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity.

Iridoid Compounds가 RNA 및 Protein 생합성에 미치는 영향 (Effects of Iridoid Compounds on RNA and Protein Biosyntheses in Sarcoma 180 cells)

  • 허순옥;김제훈;장일무
    • 생약학회지
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    • 제16권2호
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    • pp.99-104
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    • 1985
  • To investigate a possible biological activity of iridoid glucosides, six compounds, aucubin, catalpol, gardenoside, geniposide, rehmannioside and swertiamarin, were studied in relation with their potential influences in RNA and protein biosyntheses in murine tumor cell, sarcoma 180, in vitro. Protein biosynthesis was slightly inhibited by aucubin, gardenoside and swertiamarin. Degree of inhibition of RNA biosynthesis by those iridoid appeared to be more sensitive than that of protein biosynthesis. When aucubin was pretreated with ${\beta}-glucosidase$ to produce its genin form and the sarcoma 180 cells were exposed to this aucubigenin, the protein and RNA biosyntheses in the cells were profoundly inhibited. The results indicate that a biologically active from of iridoid compounds is the hydrolytic products of glycoside, i.e. genin form. It is also suggested that sarcoma 180 cells used in the experiments appear to lack of ${\beta}-glucosidase$, since the inhibitory actions of iridoid glucosides were so slight that those glucosides were not hydrolysed by the enzyme to their genin forms.

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Lipoxygenase Inhibitory and Antioxidant Activities of Isolated Compounds from Moutan Cortex

  • Ha, Do-Thi;Trung, Trinh-Nam;Thuan, Nguyen-Duy;Yim, Nam-Hui;Min, Byung-Sun;Bae, Ki-Hwan
    • Natural Product Sciences
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    • 제16권2호
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    • pp.68-74
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    • 2010
  • Phytochemical investigation on the ethyl acetate and n-butanol fractions of Moutan Cortex resulted in the isolation and characterization of a new monoterpene glycoside (3) and twenty known monoterpene glycosides (1, 2, 4-21). The structure of 3 was determined by spectroscopic data interpretation and physico-chemical properties. Compounds 1 and 8 presented a remarkable inhibitory activity against lipoxygenase-1 (LOX-1) with $IC_{50}$ values of 45.2 and $37.5\;{\mu}M$, respectively. Compounds 9, 10, 13, 18, 19, and 21 showed significant 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging effect with $IC_{50}$ values of 9.8, 25.5, 6.4, 15.2, 18.7, and $23.7\;{\mu}M$, respectively. Benzoylpaeoniflorin (8), which exhibited the highest inhibitory effect with an $IC_{50}$ value of $37.5{\pm}0.7{\mu}M$, was further analyzed the inhibition kinetics by Lineweaver-Burk plots. Results indicated that 8 is a non-competitive inhibitor, and the kinetic parameter values were estimated to be ($31.04\;{\mu}M$, Ki), ($0.29\;{\mu}M/min$, $V_m$), and ($48.50\;{\mu}M$, $K_m$).

Phytochemicals and antioxidant activity in the kenaf plant (Hibiscus cannabinus L.)

  • Ryu, Jaihyunk;Kwon, Soon-Jae;Ahn, Joon-Woo;Jo, Yeong Deuk;Kim, Sang Hoon;Jeong, Sang Wook;Lee, Min Kyu;Kim, Jin-Baek;Kang, Si-Yong
    • Journal of Plant Biotechnology
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    • 제44권2호
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    • pp.191-202
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    • 2017
  • Chemical compounds from four different tissues of the kenaf plant (Hibiscus cannabinus), a valuable medicinal crop originating from Africa, were examined to determine its potential for use as a new drug material. Leaves, bark, flowers, and seeds were harvested to identify phytochemical compounds and measure antioxidant activities. Gas chromatography mass spectrometry analyses identified 22 different phytocompounds in hexane extracts of the different parts of the kenaf plant. The most abundant volatile compounds were E-phytol (32.4%), linolenic acid (47.3%), trisiloxane-1,1,1,5,5,5-hexamethyl-3,3-bis[(trimethylsilyl)oxy] (16.4%), and linoleic acid (46.4%) in leaves, bark, flowers, and seeds, respectively. Ultra-high performance liquid chromatography identified the major compounds in the different parts of the kenaf plant as kaemperitrin, caffeic acid, myricetin glycoside, and p-hydroxybenzoic acid in leaves, bark, flowers, and seeds, respectively. Water extracts of flowers, leaves, and seeds exhibited the greatest DPPH radical scavenging activity and SOD activity. Our analyses suggest that water is the optimal solvent, as it extracted the greatest quantity of functional compounds with the highest levels of antioxidant activity. These results provide valuable information for the development of environmentally friendly natural products for the pharmaceutical industry.

8-Azaxanthine과 그 유도체의 합성 및 시험관내 항암 활성 (Syntheses and in vitro Antitumor Activities of 8-Azaxanthine and Its Derivatives)

  • 이봉헌;신정희;장태식;박장수;강신원
    • 대한화학회지
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    • 제41권7호
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    • pp.357-361
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    • 1997
  • 8-Azaxanthine(1), 3-${\beta}$-D-ribofuranosyl-8-azaxanthine(2), 3-${\beta}$-D-ribofuranosyl-8-azaxanthine-5'-monophosphate(3) 그리고 3-${\beta}$-D-ribofuranosyl-8-azaxanthine-5'-(3-pyridinylcarbonyl)monophosphate(4)를 합성한 후 Mouse leukemia P388, Murine mammary carcinoma FM3A, Human histiocytic lymphoma U937 암세포들에 대해 시험관내 항암활성을 MTT를 이용한 방법으로 예측하고 $IC_{50}$(${\mu}mol/mL$)으로 나타내었다. 그 결과, 비정상적인 염기의 N-3와 당의 C-1' glycoside 결합을 가진 2는 세가지의 암세포에 대해 감수성이 좋아 $IC_{50}$이 각각 0.05, 0.06, 0.06 ${\mu}mol/mL$이었으나 항세균 활성 예측에서는 감수성을 보이지 않았다. Human histiocytic lymphoma U937 세포에 대한 $IC_{50}$은 1이 0.33, 2는 0.66, 3은 0.25 그리고 4는 0.33 ${\mu}mol/mL$로 구조 변화에 따라 서로 다른 값을 보였다

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A Triterpenoid Glucoside and Phenolic Compounds from Rosa davurica

  • Park, Jong-Cheol;Hwang, Young-Hee;Choi, Da-Rae;Jung, Deuk-Young;Park, Ju-Gwon;Hur, Jong-Moon;Kim, Seong-Ja;Kim, Suk-Nam;Kim, Moon-Sung
    • Natural Product Sciences
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    • 제9권1호
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    • pp.31-33
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    • 2003
  • A triterpenoid glucoside and five phenolic compounds have been isolated from the roots and leaves of Rosa davurica. They were elucidated as rosamultin and gallic acid from the roots, and methyl gallate, gallic acid, protocatechuic acid, quercetin and hyperoside from the leaves of this plant, respectively.

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

  • 서창섭;김정훈;신현규;김병수
    • 생약학회지
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    • 제47권3호
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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.

Flavonol Glycosides with Antioxidant Activity from the Aerial Parts of Epimedium koreanum Nakai

  • Kim, Eun-Sil;Kim, Mi-Kyung;Kang, Hyun-Kyu;Park, Young-In;Dong, Mi-Sook;Kim, Dong-Hyun;Chung, Ha-Sook
    • Natural Product Sciences
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    • 제14권4호
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    • pp.233-238
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    • 2008
  • The aerial parts of Epimedium koreanum Nakai have been used to stimulate hormone secretion in treating impotence. Ten flavonol glycosides, 3,4,5-trihydroxy-8-prenylflavone 7-O-[${\beta}$-D-glucopyranosyl($1{\rightarrow}2$)-${\beta}$-D-glucopyranoside] (1), hyperoside (2), icarisid II (3), 2"-O-Rhamnosylicarisid II (4), epimedin A (5), epimedin B (6), epimedin C (7), icariin (8), hexandraside E (9), and epimedoside A (10) were isolated from the an ethylacetate soluble extracts of the aerial parts of Epimedium koreanum Nakai through activity-monitord fractionation and isolation method. The structures of compounds 1 - 10 were elucidated by high resolution fast atom bombardment mass spectrometry and two dimentional nuclear magnetic resonance spectroscopy analysis. Compounds 1 and 4 showed potent antioxidant activity, with $IC_{50}$ values of 19.7 and 11.5 ${\mu}g$/mL and 88.2 and 90.5 ${\mu}M$, respectively.

고려엉겅퀴(Cirsium setidens (Dunn) Nakai)의 구성성분 및생리활성에 관한 리뷰 (A review on Phytochemistry and pharmacological Activities of Cirsium setidens (Dunn) Nakai)

  • 조미애;김범정
    • 대한본초학회지
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    • 제38권4호
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    • pp.31-43
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    • 2023
  • Objectives : The objective of this study was to investigate the phytochemistry and pharmacological activities of Cirsium setidens. Methods : Domestic and international articles about Cirsium setidens were investigated. A review was perfoemed via DB searching engine such as Sci.Direct, Springer, DBpia, KISS, Google scholar, Kipris, and so on. Total 73 listed literature were classified by compound analysis and pharmacological efficacy. Results : C. setidens contains pectolinarin and its glycoside, pectolinarigenin as index compounds, and linarin, apigenin, diosmetin, scopoletin, acacetin, cirsimarin, cirsimaritin, setidenosides A and B, silymarin, hispidulin, 92 volatile compounds, and 15 fatty acids. The Pharmacological activities of C. setidens has been reported to inhibit of platelet aggregation and fat accumulation in the liver, inhibit to hepatitis, anti-cancer, antibacterial, skin improvement, hair growth, liver protection, anti-diabetic, anti-inflammatory, sedative. Also, It has been reported the effect of cholesterol-lowering and anti-obesity, neuroprotective effects, increasing human stem cell viability, inhibiting osteoclast formation and osteogenic differentiation. Conclusion : This reviews showed that C. setidens which has been traditionally used for the treatment of inflammation and hypertension, has anticancer and river protective effect, as well as hair loss and diet. In order to maximize the efficacy of C. setidens, research has also begun on the effect of processing processes such as fermentation or fine powdering and combining natural plant resources.