• 제목/요약/키워드: aglycone

검색결과 328건 처리시간 0.026초

Hydrolysis of Isoflavone Glucosides in Soymilk Fermented with Single or Mixed Cultures of Lactobacillus paraplantarum KM, Weissella sp. 33, and Enterococcus faecium 35 Isolated from Humans

  • Chun, Ji-Yeon;Jeong, Woo-Ju;Kim, Jong-Sang;Lim, Jin-Kyu;Park, Cheon-Seok;Kwon, Dae-Young;Choi, In-Duck;Kim, Jeong-Hwan
    • Journal of Microbiology and Biotechnology
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    • 제18권3호
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    • pp.573-578
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    • 2008
  • Lactobacillus paraplantarum KM (Lp), Weissella sp. 33 (Ws), and Enterococcus faecium 35 (Ef) were used in single (Lp, Ws, Ef) or mixed cultures (Lp+Ws, Lp+Ef, Ws+Ef) for soy milk fermentation ($37^{\circ}C$, 12 h). After 12 h, the cell numbers, pH, and TA of soymilk were $7.4{\times}10^8-6.0{\times}10^9CFU/ml$, 3.8-4.5, and 0.59-0.70%, respectively. Changes in the contents of glycitin and genistin in soymilk fermented with Ef were not significant. The contents of isoflavone glucosides in soymilk fermented with the other cultures decreased significantly with an increase of aglycone contents (p<0.05). It corresponded well with a sharp increase in ${\beta}$-glucosidase activity during fermentation. About 92-100% of the daidzin and 98-100% of the genistin in soymilk were converted to corresponding aglycones by Lp, Ws, or Lp+Ef within 12 h.

Inhibition of VLA-4/VCAM-1-mediated Cell Adhesion by Triterpenoid Saponins from Bupleurum falcatum L

  • Lee, Seung-Woong;Kim, Min-Seok;Lim, Ju-Hwan;Chang, Jong-Sun;Ling, Jin;Bae, Ki-Hwan;Lee, Woo-Song;Rho, Mun-Chual
    • Bulletin of the Korean Chemical Society
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    • 제31권7호
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    • pp.1931-1936
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    • 2010
  • Discovery and isolation of compounds capable of blocking the interactions between VCAM-1 and VLA-4, a major pair of adhesion molecules contributing to the different steps of leukocyte migration across the endothelium in inflammatory responses, has been a major goal of this lab. Through bioactivity-guided fractionation, five saikosaponins were subsequently isolated from the methanol extracts of the roots of Bupleurum falcatum L. Their structures were elucidated by spectroscopic analysis ($^1H-$, $^{13}C$-NMR and 2D-NMR), as follows, saikosaponins: A (1); D (2); C (3); B3 (4); B4 (5). Compounds 1 and 2 inhibited interaction of sVCAM-1 and VLA-4 of THP-1 cells with respective $IC_{50}$ values of 7.8 and 1.7 ${\mu}M$. The aglycone structure of 2 also showed cell adhesion inhibitory activity with an $IC_{50}$ value of 21.1 ${\mu}M$. With these results, we suspect these two saikosaponins from the Bupleurum falcatum L. roots to be prime candidates for therapeutic strategies towards inflammation.

Metabolism of Soyasaponin I by Human Intestinal Microflora and Its Estrogenic and Cytotoxic Effects

  • Chang, Seo-Young;Han, Myung-Joo;Han, Sang-Jun;Kim, Dong-Hyun
    • Biomolecules & Therapeutics
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    • 제17권4호
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    • pp.430-437
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    • 2009
  • Metabolites of Soyasaponin I, a major constituent of soybean, by human intestinal microflora were investigated by LC-MS/MS analysis. We found four peaks, one parental constituent and three metabolites: m/z 941 [M-H]$^-$, m/z 795 [M-rha-H]$^-$, m/z 441 [aglycone-$H_2O$+H]$^+$, and m/z 633 [M-rha-gal-H]$^-$, which was an unknown metabolite, soyasapogenol B 3-$\beta$-D-glucuronide. When soyasaponin I was incubated with the human fecal microbial fraction from ten individuals for 48 h, soyasaponin I was metabolized to soyasapogenol B via soyasaponin III and soyasapogenol B 3-$\beta$-D-glucuronide or via soyasaponin III alone. Both soyasaponin I and its metabolite soyasapgenol B exhibited estrogenic activity. Soyasaponin I increased the proliferation, mRNA expression of c-fos and pS2, in MCF7 cells more potently than soyasapogenol B. However, soyasapogenol B showed potent cytotoxicity against A549, MCF7, HeLa and HepG2 cells, while soyasaponin I did not. The cytotoxicity of soyasapogenol B may prevent its estrogenic effect from increasing dose-dependently. These findings suggest that orally administered soyasaponin I may be metabolized to soyasapogenol B by intestinal microflora and that soyasapogenol B may express a cytotoxic effect rather than an estrogenic effect.

Biotransformation of Ginsenoside Rb1 to Prosapogenins, Gypenoside XVII, Ginsenoside Rd, Ginsenoside F2, and Compound K by Leuconostoc mesenteroides DC102

  • Quan, Lin-Hu;Piao, Jin-Ying;Min, Jin-Woo;Kim, Ho-Bin;Kim, Sang-Rae;Yang, Dong-Uk;Yang, Deok-Chun
    • Journal of Ginseng Research
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    • 제35권3호
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    • pp.344-351
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    • 2011
  • Ginsenoside $Rb_1$ is the main component in ginsenosides. It is a protopanaxadiol-type ginsenoside that has a dammarane-type triterpenoid as an aglycone. In this study, ginsenoside $Rb_1$ was transformed into gypenoside XVII, ginsenoside Rd, ginsenoside $F_2$ and compound K by glycosidase from Leuconostoc mesenteroides DC102. The optimum time for the conversion was about 72 h at a constant pH of 6.0 to 8.0 and the optimum temperature was about $30^{\circ}C$. Under optimal conditions, ginsenoside $Rb_1$ was decomposed and converted into compound K by 72 h post-reaction (99%). The enzymatic reaction was analyzed by highperformance liquid chromatography, suggesting the transformation pathway: ginsenoside $Rb_1$ ${\rightarrow}$ gypenoside XVII and ginsenoside Rd${\rightarrow}$ginsenoside $F_2{\rightarrow}$compound K.

갯방풍의 Anthocyanin생성에 미치는 온도 및 광의 영향 (The effect of temperature and light on anthocyanin synthesis in Glehnia littoralis Fr. Schm.)

  • 부희옥
    • 한국자원식물학회지
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    • 제8권2호
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    • pp.135-141
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    • 1995
  • 갯방풍(防風)의 품질(品質)은 홍색(紅色)의 착색과정(着色過程)에 따라 크게 좌우(左右)되기 때문에 보다 확실(確實)한 착색기술(着色技術)의 확립(確立)이 요망(要望)된다. 따라서 본 실험(實驗)은 갯방풍(防風)의 Anthocyanin 생성(生成)에 미치는 환경요인(環境要因)을 구명(究明)하고자 수행(遂行)하였던 바 얻어진 결과(結果)는 다음과 같다. 1. 온도처리(溫度處理)에 따른 갯방풍(防風)의 발아율(發芽率)은 20/$15^{\circ}C$ 에서 가장 높았고, 30/$25^{\circ}C$에서는 거의 발아(發芽)가 되지 않았다. 또한 지상부(地上部) 생체중(生體重)은 25/$20^{\circ}C$에서 가장 양호(良好)했다. Anthocyanin 생성(生成)은 15/$10^{\circ}C$의 온도(溫度)에서 가장 높았고, 30/$25^{\circ}C$의 고온(高溫)에서 억제(抑制) 되었다. 2. 각(各) 온도조건(溫度條件)에서 광처리구(光處理區) 간(間)의 지상부(地上部) 생체중(生體重)에는 큰차가 없었다. 또한 광(光)은 Anthocyanin 생성(生成)을 촉진(促進)하는 것으로 인정(認定)되었으며, 특히 광(光)의 그 촉진작용(促進作用)은 저온(低溫)에서 더욱 효과적(效果的)이었다. 3. 자외선처리(紫外線處理)에 따른 지상부생육(地上部生育)은 전반적(全般的)으로 큰차는 없었지만, 25/$20^{\circ}C$에서는 자외선(紫外線) 투과구(透過區)가 자외선(紫外線) 차단구(遮斷區)에 비해 양호(良好)한 경향(傾向)을 보였다. Anthocyanin생성(生成)은 자외선투과구(자외선투과구)가 자외선차단구(紫外線遮斷區) 보다 많았던 점으로 보아 Anthocyanin생성(生成)에 대한 자외선(紫外線)의 효과(效果)가 인정(認定)되었다.

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$\beta$-Glucosidase 처리된 참깨박 추출물의 항산화 및 상승효과 (Antioxidant and Synergistic Effect of Sesame Oil Cake Extract Treated from $\beta$-Glucosidase)

  • 손종연;강동우;신길만
    • 한국식품영양학회지
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    • 제14권6호
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    • pp.591-595
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    • 2001
  • 참깨 탈지박에 다량존재하는 수용성 lignan화합물을 $\beta$-glucosidase로 처리하여 얻어진 참깨박 추출물의 항산화 효과 및 기존 항산화제들과의 상승효과를 비교, 검토하고자 하였다. 참깨박 추출물 중에서도 sesamin 및 sesamolin이 peak가 확인되었으며, 각각 8.32%(8,315.4mg/100g) 및 0.28%(2,824.5mg/100g)의 함량을 나타냈다. Sesamin과 sesamolin은 배당체의 aglycone으로서 탈지박 중에 존재하는 것으로 나타났다. 참깨박 추출물의 항산화효과는 첨가농도가 증가함에 따라 증가되었으며, 이들의 효과는 같은 농도(100ppm)의 $\alpha$-tocopherol이나 ascorbyl palmitate 첨가구보다 항산화효과가 우수하였으나 BHA보다는 다소 약한 효과를 보였다. 또한 가수분해 물은 $\alpha$-tocopherol과 강한 상승 작용을 보여주었으나 ascorbyl palmitate와는 비교적 약한 상승작용을 나타내었다.

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Purification and Characterization of Two Novel $\beta$-D-Glucuronidases Converting Glycyrrhizin to 18$\beta$-Glycyrrhetinic Acid-3-O-$\beta$-D-Glucuronide from Streptococcus LJ-22

  • PARK HYE-YOUNG;KIM NA-YOUNG;HAN MYUNG JOO;BAE EUN-AH;KIM DONG-HYUN
    • Journal of Microbiology and Biotechnology
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    • 제15권4호
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    • pp.792-799
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    • 2005
  • Two novel $\beta$-glucuronidases, which metabolize glycyrrhizin (GL) to 18$\beta$-glycyrrhetinic acid-3-O-$\beta$-D-glucuronide (GAMG), were purified from Streptococcus LJ-22 isolated from human intestinal microflora. $\beta$-Glucuronidases I and II were purified to apparent homogeneity, using a combination of ammonium sulfate fractionation, butyl toyopearl, Q-Sepharose, hydroxyapatite Ultrogel, and GL-attached Sepharose column chromatographies, with the final specific activities of 137 and 190 nmole/min/mg, respectively. The molecular sizes of both $\beta$-glucuronidases were found to be 140 kDa by gel filtration, and they consisted of two identical subunits (M.W. 67 kDa by SDS-PAGE). $\beta$-Glucuronidases I and II showed optimal activity at pH 7.0 and pH 6.5, respectively. Both purified enzymes were potently inhibited by $Cu^{2+}$ and PCMS, and had maximum activity on glycyrrhizin, but did not hydrolyze p-nitrophenyl-$\beta$-glucuronides, baicalin, or GAMG These findings suggest that the biochemical properties and substrate specificities of these enzymes are different from those of the previously purified $\beta$-glucuronidases. This is the first reported purification of sugar (not aglycone)-recognizing $\beta$-glucuronidases from intestinal bacteria.

생물전환에 의한 Rhapontigenin의 생산 및 멜라닌 합성저해 (Rhapontigenin Production by Bioconversion and Inhibition of Melanin Synthesis)

  • 전민;이강문;임영희;김정근
    • 한국미생물·생명공학회지
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    • 제37권1호
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    • pp.49-54
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    • 2009
  • 대황으로부터 추출한 rhapontin을 산업용 효소로 가수분해하여 rhapontigenin을 제조하고 kojic acid, hydroquinone 및 ascorbic acid를 비교물질로 한 tyrosinase 활성저해 실험과 S. bikiniensis를 이용한 멜라닌 생성 억제효과 실험을 통해 미백효과에 대한 가능성을 확인하였다. Rhapontin과 rhapontigenin의 결과를 비교해 보면 rhapontigenin의 경우 tyrosinase활성저해 및 멜라닌 생성 억제능이 증가하는 것으로 나타났다. 따라서 rhapontin을 효소 가수분해하여 생성된 rhapontigenin은 미백능이 월등히 증가된 천연 미백화장품소재로 개발될 수 있을 것으로 기대된다.

Profiles of Compositional Components in Vegetable Soybeans (Glycine max (L.) Merr.)

  • Lee, Jin-Hwan;Baek, In-Youl;Ko, Jong-Min;Kang, Nam-Suk;Kim, Hyun-Tae;Han, Won-Young;Shin, Sang-Ouk;Park, Keum-Yong;Oh, Ki-Won;Ha, Tae-Joung;Park, Ki-Hun
    • Journal of Applied Biological Chemistry
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    • 제50권2호
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    • pp.63-69
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    • 2007
  • Compositional components such as isoflavone, protein, oil, fatty acid, and free sugar in Korean vegetable soybeans were examined with four cultivars including Hwaeomputkong, Keunolkong, Mirang, and Danmi 2. In the isoflavone, Mirang cultivar showed the highest content ($967.1{\mu}g/g$), whereas Keunolkong was the lowest content ($535.9{\mu}g/g$). The malonylglucosides were the predominant isoflavone type followed by the glucoside, aglycone, and acetyl glucoside forms, respectively. In the protein content, Hwaeomputkong was the lowest (41.7%) and Danmi 2 was the highest (45.9%). The oil contents were 11.5 to 21.2% and Mirang cultivar was the lowest. The fatty acid compositions of the oil extracts exhibited that linoleic acid was the highest (33.6-42.5%), followed by oleic, palmitic, linolenic, and stearic acids. Whereas, oleic acid ($46.7{\pm}2.0%$) was more than linoleic acid ($33.6{\pm}1.3%$) in Mirang cultivar. In the free sugar contents, Hwaeomputkong cultivar showed the highest level and sucrose ($5.52{\pm}0.49%$) appeared to be most prevalent in vegetable soybeans.

A Novel Ginsenosidase from an Aspergillus Strain Hydrolyzing 6-O-Multi-Glycosides of Protopanaxatriol-Type Ginsenosides, Named Ginsenosidase Type IV

  • Wang, Dong-Ming;Yu, Hong-Shan;Song, Jian-Guo;Xu, Yu-Feng;Liu, Chun-Ying;Jin, Feng-Xie
    • Journal of Microbiology and Biotechnology
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    • 제21권10호
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    • pp.1057-1063
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    • 2011
  • Herein, a novel ginsenosidase, named ginsenosidase type IV, hydrolyzing 6-O-multi-glycosides of protopanaxatriol-type ginsenosides (PPT), such as Re, R1, Rf, and Rg2, was isolated from the Aspergillus sp. 39g strain, purified, and characterized. Ginsenosidase type IV was able to hydrolyze the 6-O-${\alpha}$-L-($1{\rightarrow}2$)-rhamnoside of Re and the 6-O-${\beta}$-D-($1{\rightarrow}2$)-xyloside of R1 into ginsenoside Rg1. Subsequently, it could hydrolyze the 6-O-${\beta}$-D-glucoside of Rg1 into F1. Similarly, it was able to hydrolyze the 6-O-$_{\alpha}$-L-($1{\rightarrow}2$)-rhamnoside of Rg2 and the 6-O-${\beta}$-D-($1{\rightarrow}2$)-glucoside of Rf into Rh1, and then further hydrolyze Rh1 into its aglycone. However, ginsenosidase type IV could not hydrolyze the 3-O- or 20-O-glycosides of protopanaxadiol-type ginsenosides (PPD), such as Rb1, Rb2, Rb3, Rc, and Rd. These exhibited properties are significantly different from those of glycosidases described in Enzyme Nomenclature by the NC-IUBMB. The optimal temperature and pH for ginsenosidase type IV were $40^{\circ}C$ and 6.0, respectively. The activity of ginsenosidase type IV was slightly improved by the $Mg^{2+}$ ion, and inhibited by $Cu^{2+}$ and $Fe^{2+}$ ions. The molecular mass of the enzyme, based on SDS-PAGE, was noted as being approximately 56 kDa.