• 한국식품과학회지
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• 제31권6호
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• pp.1405-1409
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• 1999

본 연구는 콩, 메주, 된장에서의 isoflavones의 aglycones % 차이와 ${\beta}-glucosidase$의 활성을 살펴보기 위하여 수행되었다. Isoflavones 중 체내 이용률이 높은 aglycones %는 콩보다는 메주, 된장에서 높게 나타났다. 콩의 경우 유리 daidzein이 106 mg/kg, 총 dai-dzein은 406 mg/kg으로 aglycones 비율이 26.03%이었고 유리 genistein이 95 mg/kg, 총 genistein은 484 mg/kg으로 aglycones 비율이 19.49%이었으며 daidzein/genistein ratio는 0.85이었다. 메주는 유리 daidzein이 269 mg/kg, 총 daidzein은 433 mg/kg으로 aglycones 비율이 61.96%이었고 유리 genistein이 137 mg/kg, 총 genistein은 200 mg/kg으로 aglycones 비율이 68.52%이었으며 daidzein/genistein ratio는 2.16였다. 된장은 유리 daidzein이 578 mg/kg, 총 daidzein은 538 mg/kg으로 aglycones 비율이 107.68%이었고 유리 genistein이 455 mg/kg, 총 genistein은 538 mg/kg으로 aglycones 비율이 85.26%이었으며 daidzein/genistein ratio는 1.00이었다. ${\beta}-glucosidase$의 활성은 콩(5.65 units/mg protein), 메주(2.04 units/mg protein), 된장(0.69 units/mg protein)의 순이었다. pH변화에 따른 ${\beta}-glucosidase$ 활성 변화를 조사한 결과 콩은 pH 6.5, 메주와 된장은 pH 7.0에서 최대 활성을 나타냈다. 온도에 있어서는 $50^{\circ}C$에서 최대 활성을 보였다.

• Archives of Pharmacal Research
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• 제27권7호
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• pp.751-756
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• 2004

Flavonoids have been demonstrated to exhibit a wide range of biological activities including anti-inflammatory and neuroprotective actions. Although a significant amount of flavonoids has been identified to be present as glycosides in medicinal plants, determinations of the biological activities of flavonoids were mainly carried out with aglycones of flavonoids. Therefore, the exact role of the glycosidation of flavonoid aglycones needs to be established. In an attempt to understand the possible role of glycosidation on the modulation of the biological activities of flavonoids, diverse glycosides of kaempferol, quercetin, and aromadendrin were examined in terms of their anti-inflammatory activity determined with the suppression of lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV2 microglial cells. The results indicated that glycosidation of aglycones attenuated the suppressive activity of aglycones on LPS-induced NO production. Although attenuated, some of glycosides, depending on the position and degree of glycosidation, maintained the inhibitory capability of LPS-induced NO production. These findings suggest that glycosidation of flavonoid aglycones should be considered as an important modulator of the biological activities of flavonoids.

• Archives of Pharmacal Research
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• 제18권6호
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• pp.454-457
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• 1995

To improve the yield of genuine aglycones from glycosides, the conditions of alkaline hydrolysis were investigated, and a modified method was established. The modified method empolyed pyridine as an aprotic solvent. To complete the hydrolysis and obtain 20(S)-protopanaxadiol (1) and 20(S)-protopanaxatriol(2), which are the genuine aglycones of ginsenosides, total ginsenosides were refluxed with sodium methoxide in pyridine. Addition of methanol, a protic polar solvent to the reaction miuxture, led partial hydrolysis yielding a mixture of the genuine prosapogenols. Of the prosapogenols compound 3 and 6 characteristically possessed D-glucopyranosyl moiety attached at the sterically hindered C-20 hydroxyl group. 3 and 6 were not obtaijned by other hydrolysisw methods except by the soil bacterial hydrolysis.

• Preventive Nutrition and Food Science
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• 제10권1호
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• pp.52-57
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• 2005

Soy and soy foods are a rich source of isoflavones, which possess several biological activities. The effect of soy isoflavones, genistin and diadzin and their respective aglycones, on glucose uptake in adipocytes isolated from normal or high-fat fed rats was examined. As expected, insulin stimulated glucose uptake in a concentration-dependent manner. However, genistin and daidzin and their aglycones inhibited glucose uptake in a concentration-dependent (25-100μM) manner. In a time-course response, the aglycones significantly inhibited glucose uptake throughout 3 hr (after 30, 60, 120, 180 min), whereas the glycones only significantly inhibited the glucose uptake after 120 min and 180 min in the isolated rat adipocytes. Thus, the glucosides of genistein and daidzein, i.e. genistin and daidzin, were much less effective in inhibiting glucose uptake than their aglycones. In addition, genistin and daidzin did not significantly affect the insulin-stimulated glucose uptake, whereas genistein and daidzein did significantly inhibited glucose uptake compared to the vehicle control group by 47.5% and 24.8%, respectively (p < 0.05). The isoflavones also significantly inhibited glucose uptake in adipocytes isolated from rats fed a high-fat diet (50% of total calorie intake) when compared to the vehicle control. Finally, the isoflavones were found to enhance lipolysis in adipocytes isolated from high-fat fed rats, where the glycerol released by the aglycones was also higher than that released by the glycones. The current results showed that the inhibitory effect of daidzein on glucose uptake was very similar to that of genistein. The aglycones were more potent in inhibiting the uptake of glucose and a more potent stimulator of lypolysis than the glycones in adipocytes isolated from high-fat fed rats.

• 한국약용작물학회지
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• 제14권5호
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• pp.311-316
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• 2006

The content of four phonolic acids 1-4, and two flavonol aglycones 14 and 15 from Orostachysjaponicus A. Berger grown under night-break and day-length controlled experiments was estimated and compared with those in wild plants. The amount of the phenolic acids 1-4 and the flavonol aglycones 14 and 15 increased with increasing light irradiation under both the night-break and day-length control conditions. It was disclosed that the cultivation conditions such as the night-break and the day-length control were not adversely affect the production of phenolic acids and flavonols in Orostachys japonicus A. Berger extracts.

• Preventive Nutrition and Food Science
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• 제12권1호
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• pp.29-34
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• 2007

The production of mevinolin, a potent hypocholesterolemic drug, and the bioconversion of isoflavones were investigated in soybeans fermented with Monascus pilosus KFRI-1140. The highest yields of 2.94 mg mevinolins and 1.13 mg isoflavone aglycones per g dry weight of soybean were obtained after 20 days of fermentation. Mevinolin was present in the fermentation substrate predominantly in the hydroxycarboxylate form (open lactone, 94.8$\sim$96.7%), which is currently being used as an hypocholesterolemic agent. The significant (p<0.01) bioconversion (96.6%) of the glucoside isoflavones (daidzin, glycitin, genistin) present in the soybean to the bioactive aglycones (daidzein, glycitein, genistein), with a 15.8-fold increase of aglycones was observed. The results suggest that Monascus-fermented soybean has potential as a novel medicinal food or multifunctional food supplement.

• 대한화장품학회지
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• 제16권1호
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• pp.1-17
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• 1990

The major flavonoid component of Ginseng leaf is trifolin, a glycoside of kaempferol. To evaluate the antioxidative properties of trifolin and kaempferol on cellular membranes, we compared them with the other flavonoids through the 102-Induced photohemolysis of rabbit erythrocytes. All the flavonoid aglycones including kaempferol, quercetin and baicalein protected effectively the cells from the 102-caused damage in a dose- dependent manner, by scavenging 102 and free radicals in the cellular membranes. The solubilization of the flavonoid aglycones into micelles or erythrocyte membranes was deduced from spectro-photometric and microscopic observations. The flavonoid glycosides were not protective or less protective than their corresponding aglycones, and trifolin was the only glycoside that exhibited a solubilization into the membranes and a significant protection against the photohemolysis. We also tested some phenolic compounds contained in Ginseng, and found that they did not prevent the photohemolysis so effectively as kaempferol or trifolin.

• Current Research on Agriculture and Life Sciences
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• 제12권
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• pp.9-22
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• 1994

Soybean mosaic virus에 감수성 품종인 단경콩과 저항성 품종인 팔달콩의 cotyledon에 여러형태로 자극을 처리하였을때 유도되는 isoflavone aglycones(daidzein, genistein)와 이들 배당체들(daidzin, genistin)의 시간별 축적 정도를 조사하였다. UDP-glucose, $MgSO_4$, $HgCl_2$의 처리 및 Botrytis cinerea의 감염에 의하여 두 품종 모두 isoflavone aglycones와 이들 배당체들의 함량이 대조구(water 처리)와 비교하여 증가하였다. 그러나 citrate의 처리에 의해서는 isoflavone aglycones의 함량은 대조구와 큰 차이가 없었으나 isoflavone glucosides의 함량은 크게 증가하였다. UDP-glucose, $MgSO_4$ 및 $HgCl_2$의 처리에 의하여 isoflavone aglycones의 함량은 단경콩보다 팔달콩에서 크게 나타났다. 특히 daidzein의 경우, 단경콩보다 팔달콩에서 현저하게 크게 나타났다. 그러나 Botrytis cinerea의 감염에 의해서 daidzein의 최대 축적 양에는 두 품종 사이에 큰 차이가 없으나 최대 축적 시간은 팔달콩이 단경콩보다 빠르게 나타났다. 그리고 그 배당체인 daidzin과 geinstein의 축적은 단경콩보다 팔달콩에서 모든 자극처리에의해 높게 나타났다. UDP-glucose, $MgSO_4$, 및 $HgCl_2$의 처리에 의한 daidzein과 geinstein이 축적되는 양은 단경콩에서는 초기에는(24hr까지)에는 비슷하나, 48hr이후에는 daidzein의 축적이 geinstein의 함량보다 크게 나타났다. 그러나 팔달콩에서는 대체로 전 기간에서 daidzein의 함량이 geinstein의 함량보다 크게 나타났다. 병원균의 감염에 의해서는 두 품종에서 모두 daidzein의 양이 geinstein의 양보다 크게 나타났다.

• Journal of Ginseng Research
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• 제20권3호
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• pp.269-273
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• 1996

We investigated the effects of ginseng glycosides and their aglycones on processes of single ion channel formation and channel properties. The glycosides, Rg, and Rb, , and their aglycones, 20-(S)-protopanaxatriol (PT) and 20-(S)-protopanaxadiol (PD) increased the membrane permeability for ions. PT, PD, Rg1, and Rb1; at concentrations of 0.5, 3.0, 10.0 and 30.0 $\mu\textrm{g}$/ml respectively; Induced single ion channel fluctuations with the life times in the range of 0.1~1005 in open states and conductances from 5 to 30 pS in 1 M KCI. At high concentrations of these substances, rapid fluctuations of transmembrane ion current with amplitude from hundred pS to dozen nS were observed. Against other substances, ginsenoside Rbl began to increase the membrane conductance at concentration of about 60 $\mu\textrm{g}$/ml without fluctuation of single ion channel. Membranes treated with PT, PD, Rg1 and Rb1 are more permeable to K+, than to Cl while zero current membrane potentials with 10 gradients of KCI were 12, 16, 8, 25 mV respectively. Key words : Membrane conductance, single ion channel, ginsenosides.

• Archives of Pharmacal Research
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• 제21권1호
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• pp.17-23
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• 1998

Flavonoid glycosides were metabolized to phenolic acids via aglycones by human intestinal microflora producing ${\alpha}$-rhamnosidase, exo-${\beta}$-glucosidase, endo- ${\beta}$-glucosidase and/or ${\beta}$-glucuronidase. Rutin, hesperidin, naringin and poncirin were transformed to their aglycones by the bacteria producing ${\alpha}$-rhamnosidase and ${\beta}$-glucosidase or endo- ${\beta}$-glucosidase, and baicatin, puerarin and daidzin were transformed to their aglycones by the bacteria producing ${\beta}$glucuronidase, C-glycosidase and ${\beta}$-glycosidase, respectively. Anti-platelet activity and cytotoxicity of the metabolites of flavonoid glycosides by human intestinal bacteria were more effective than those of the parental compounds. 3,4-Dihydroxyphenylacetic acid and 4-hydroxyl-phenylacetic acid were more effective than rutin and quercetin on anti-platelet aggregation activity. 2,4,6-Trihydroxybenzaidehyde, quercetin and ponciretin were more effective than rutin and ponciretin on the cytotoxicity for tumor cell lines. We insist that these flavonoid glycosides should be natural prodrugs.