• 제목/요약/키워드: isoflavone glycoside

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수목추출물의 생리활성에 관한 연구(XII) - 산벚나무 심재 추출성분의 항균 및 항산화활성(2) - (Studies on Biological Activity of Wood Extractives(XII) - Antimicrobial and Antioxidative Activities of Extractives from the Heartwood of Prunus Sargentii (2) -)

  • 이학주;이성숙;최돈하
    • Journal of the Korean Wood Science and Technology
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    • 제31권4호
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    • pp.16-23
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    • 2003
  • 전보에 이어 산벚나무(P. sargentii) 심재 에탄올 추출물로부터 4개의 페놀성 화합물을 단리하였으며 기기분석결과, isoflavone인 prunetin를 비롯하여 flavanone인 angophorol, sakuranetin 그리고 flavanone 배당체인 isosakuranin 으로 각각 동정하였다. 그러나 이들의 항균 및 항산화 활성을 조사한 결과 활성이 낮아 산벚나무 에탄올 조추출물의 높은 항균 및 항산화 활성은 이들 단리물질과는 무관한 것으로 사료되었다.

Immuno-Regulatory Activities of an Isoflavone Glycoside, 4', $6-Dimethoxylsoflavone-7-O-{\beta}-D-Glucopyranoside$ and the Crude Extract Isolated from Amorpha fruticosa LINNE

  • Kim, Jung-Hwa;Kim, Cheol-Hee;Kwon, Min-Cheol;Kim, Hyou-Sung;Lee, Kang-Yoon;Lee, Hyun-Jung;Kang, Ha-Young;Lee, Hak-Ju;Lee, Hyeon-Yong
    • 한국약용작물학회지
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    • 제14권2호
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    • pp.63-69
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    • 2006
  • The methanolic (MeOH) extract of A. fruticosa bark, which showed immune-regulatory activities, was separated to purify an active compared by means of a multi-stage column chromatography. This resulted in the isolation and characterization of an isoflavone glycoside named 4', $6-Dimethoxyisoflavone-7-O-{\beta}-D-glucopyranoside$. Immuno-regulatory activities of the crude extract of Amorpha fruticosa LINNE bark were compared with that of an isoflavone glycoside (4', $6-dimethoxyisoflavone-7-O-{\beta}-D-glucopyranoside$). The crude methanolic extract of A. fruticosa and purified single compound showed 16% of relatively low cytotoxicity at a maximum concentration of 1.0 g/L in cultivated normal human lung cell line (HEL299). Cell growth of human T cells was increased up to 15%, 0.5 g/L of the crude extract added group. This was higher than a single compound added one. On the other hand, specific production rates of IL-6 and $TNF-{\alpha}$ from T cell were higher in the purified compound treat group ($0.82{\times}10^{-4}\;pg/cell$ and $1.08{\times}10^{-4}\;pg/cell$, respectively), compared to 0.5 g/L of the crude extract added group ($0.65{\times}10^{-4}\;pg/cell$ and $0.84{\times}10^{-4}\;pg/cell$, respectively). In addition, the growth of NK-92MI cells incubated with the crude extract was higher up to 56% over the cells grown with a single compound (0.5 g/L). In overall, the crude extract showed relatively higher immuno-regulatory activities compared with a single compound, probably due to the synergic effect given by other substances existed in the crude extract. Even though the siolated compound stimulated higher secretion of cytokines from human T cells.

Characteristics and Antioxidant Effect of Garlic in the Fermentation of Cheonggukjang by Bacillus amyloliquefaciens MJ1-4

  • Kim, Jeong Hwan;Hwang, Chung Eun;Lee, Chang Kwon;Lee, Jin Hwan;Kim, Gyoung Min;Jeong, Seong Hoon;Shin, Jeong Hee;Kim, Jong Sang;Cho, Kye Man
    • Journal of Microbiology and Biotechnology
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    • 제24권7호
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    • pp.959-968
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    • 2014
  • The changes in the ${\beta}$-glucosidase activity, total phenolic contents, isoflavone contents, and antioxidant activities during the fermentation of cheonggukjang by Bacillus amyloliquefaciens MJ1-4 with and without garlic were investigated. The levels of total phenolic and isoflavone-malonylglycoside, -acetylglycoside, and -aglycone contents increased, whereas the 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azino-bis (3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radical scavenging activities and ferric reducing/antioxidant power (FRAP) assay results increased, but isoflavone-glycoside levels decreased during cheonggukjang fermentation. The levels of total phenolic and total isoflavone contents and the antioxidant activities were higher in cheonggukjang fermented without garlic (CFWOG) than in cheonggukjang fermented with garlic (CFWG) after 24 h of fermentation, but they were lower in CFWOG than in CFWG after 72 h of fermentation. In particular, the highest levels of total phenolic, daidzein, glycitein, and genistein were present at concentrations of 15.18 mg/g, $264.4{\mu}g/g$, $16.4{\mu}g/g$, and $31.1{\mu}g/g$ after 72 h of fermentation in CFWG, showing 82.89% in DPPH radical scavenging activity, 106.32% in ABTS radical scavenging activity, and 1.47 ($OD_{593nm}$) in FRAP assay, respectively. From these results, we suggest that the high antioxidant activity of CFWG might be related to the markedly higher levels of total phenolic contents, isoflavone-malonylglycosides, -acetylglycosides, and -aglycones achieved during fermentation.

불림 후 건조 조건에서 서리태와 백태의 이소플라본 함량 변화 (Changes of Isoflavone Contents in White and Black Soybean Powders Prepared under Drying Conditions after Soaking)

  • 차승현;송하영;편금나;홍은아;박세림;박상범;;장금일
    • 한국식품영양학회지
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    • 제36권2호
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    • pp.87-92
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    • 2023
  • Isoflavones found in soybeans are present as glycosides and aglycones, which differ according to their chemical structure. The absorption rate and bioavailability of aglycones are greater than those of glycosides. It is known that aglycone isoflavones in soybean was converted from glycoside isoflavones by activating of endogenous β-glucosidase under drying (40~60℃) conditions after soaking. In this study, we compared and analyzed the proximate composition and isoflavone contents of soybean powders prepared under dried after soaking were analyzed. In the comparison of the proximate compositions, the moisture contents of white soybean powder dried after soaking (WSPDS) and black soybean powder dried after soaking (BSPDS) were decreased as compared with those of the control white soybean powder (CWSP) and control black soybean powder (CBSP). Whereas the contents of other proximate compositions were increased. The aglycone isoflavone contents were higher in WSPDS than in CWSP. Whereas the aglycone isoflavone contents of BSPDS had a similar content those of CBSP because of the component characteristics of black soybean. In conclusion, we believe that it is appropriate to identify and utilize the component characteristics of soybean varieties in order to induce an increase in the functional component content of soybeans under drying conditions after soaking.

Candida fermentati SI의 exo-β-(1,3)-glucanase유전자의 클로닝 및 그 특성 (Molecular Cloning and Functional Expression of Extracellular Exo-β-(1,3)-Glucanase from Candida fermentati SI)

  • 임유미;김봉기;김상준;소재현;김원찬
    • 한국미생물·생명공학회지
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    • 제44권3호
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    • pp.317-323
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    • 2016
  • 본 연구에서는 C. fermentati SI가 생산하는 isoflavone 배당체 가수분해 효소를 클로닝하여 염기 서열을 밝힌 뒤 P. pastoris X-33에 형질전환하여 재조합 효소의 과발현을 시켰고, 또한 재조합 isoflavone 가수분해 효소의 효소학적 특성을 조사하였다. 재조합 isoflavone 가수분해 효소의 분자량은 약 50.4 kDa이었으며, Meyerozyma guilliermondii ATCC 6260의 exo-1,3-β-glucanase와 96%로 가장 높은 homology를 나타내었다. exo-1,3-β-glucanase의 ORF는 pPICZA 벡터로 클로닝 후 P. pastoris X-33으로 형질전환을 하였으며, His6-tag을 이용하여 효소를 정제하였다. 정제된 효소는 citrate phosphate buffer pH 4.5에서 최적 활성을 나타내었으며, 효소의 최적 활성 온도는 40℃로 나타났다. 40℃이상에서는 효소의 활성이 급격하게 감소함을 확인 하였으며, pH 안정성을 조사한 결과 비교적 넓은 범위인 4−8 사이에서 80%이상의 활성을 유지하였다. 따라서, 재조합 효소의 과발현을 통해 isoflavone aglycone의 효율적인 생산에 이용할 수 있을 것으로 사료된다.

C-Glycoside-Metabolizing Human Gut Bacterium, Dorea sp. MRG-IFC3

  • Huynh Thi Ngoc Mi;Santipap Chaiyasarn;Heji Kim;Jaehong Han
    • Journal of Microbiology and Biotechnology
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    • 제33권12호
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    • pp.1606-1614
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    • 2023
  • Biochemical gut metabolism of dietary bioactive compounds is of great significance in elucidating health-related issues at the molecular level. In this study, a human gut bacterium cleaving C-C glycosidic bond was screened from puerarin conversion to daidzein, and a new, gram-positive C-glycoside-deglycosylating strain, Dorea sp. MRG-IFC3, was isolated from human fecal sample under anaerobic conditions. Though MRG-IFC3 biotransformed isoflavone C-glycoside, it could not metabolize other C-glycosides, such as vitexin, bergenin, and aloin. As evident from the production of the corresponding aglycons from various 7-O-glucosides, MRG-IFC3 strain also showed 7-O-glycoside cleavage activity; however, flavone 3-O-glucoside icariside II was not metabolized. In addition, for mechanism study, C-glycosyl bond cleavage of puerarin by MRG-IFC3 strain was performed in D2O GAM medium. The complete deuterium enrichment on C-8 position of daidzein was confirmed by 1H NMR spectroscopy, and the result clearly proved for the first time that daidzein is produced from puerarin. Two possible reaction intermediates, the quinoids and 8-dehydrodaidzein anion, were proposed for the production of daidzein-8d. These results will provide the basis for the mechanism study of stable C-glycosidic bond cleavage at the molecular level.

Anti-inflammatory action of soy isoflavonoid sophoricoside by inhibition on cyclooxygenase-2 and cytokines

  • Kim, Byung-Hak;Min, Kyung-Rak;Kim, Young-Soo
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.212.3-213
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    • 2003
  • Polyphenolic compounds including flavonoids are wide spread in the plant kingdom, and interested recently because epidemiological studies have suggested correlations between the consumption of polyphenol-rich plant foods and the prevention of chronic diseases. Soy is a main source of isoflavonoids which are high dietary intake for the oriental population. In this study, anti-inflammatory action of sophoricoside, an isoflavone glycoside isolated from immature fruits of Sophora japonica (Leguminosae family), has been demonstrated. (omitted)

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칡 이소플라본을 첨가한 청국장의 품질 특성 및 이소플라본 함량 (Quality Properties and Isoflavone Contents of Chungkukjang Containing Isoflavone Extracted from Arrowroot (Pueraria lobata Ohwi))

  • 이명예;장경호
    • 동아시아식생활학회지
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    • 제20권4호
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    • pp.543-550
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    • 2010
  • 칡에서 추출한 이소플라본(AI)의 첨가량을 0, 1.76, 3.52 및 7.11 g/kg으로 각각 달리하여 제조한 청국장(Con, AC1, AC2, AC3)의 품질 특성 및 이소플라본의 함량을 조사하여, 칡 이소플라본 첨가 청국장의 건강기능성 식품으로서의 이용 가능성을 알아보았다. AI 첨가량이 증가할수록 청국장의 pH는 낮아졌고, 점질물의 함량은 4.46~7.36%로 대조구(4.36%)에 비해 높아졌으나, 일반 성분 함량은 차이가 없었다. 청국장의 색도는 AI 첨가량이 증가할수록 $L^*$, $a^*$$b^*$ 값 모두 낮아져 전체적으로 옅은 초록색을 나타냈다. 칼슘 함량은 AI 첨가구(AC1, AC2, AC3)가 대조구에 비해 11.18~12.82% 증가하였다. 청국장의 이소플라본 함량은 AI 첨가량의 증가에 따라 AC3>AC2>AC1 순으로 유의적으로 증가하여, 대조구에 비해 30.81~130.66% 증가하였다. Aglycone 형태인 genistein과 daidzein은 AI 첨가구(AC1, AC2 및 AC3)가 대조구에 비해 각각 65.00~128.34%와 89.38~142.91% 증가하였으며, glycoside 형태의 genistin과 daidzin 역시 AI 첨가량의 증가에 따라 그 함량이 증가하였다. 이상의 결과, 칡 이소플라본을 첨가하여 제조한 청국장은 일반 청국장에 비해 이소플라본의 함량이 높을 뿐만 아니라 특히, 체내 이용 효율이 높은 aglycone 형태의 이소플라본을 높게 함유하고 있으므로 건강기능성 식품 개발에 활용할 수 있을 것으로 사료된다.