• 제목/요약/키워드: ginsenoside conversion

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Rhizopus japonicus의 효소(酵素)에 의한 인삼(人蔘) 사포닌의 선택적(選擇的) 전환(轉換) (Specific Conversion of Ginseng Saponin by the Enzyme of Rhizopus japonicus)

  • 김상달;서정훈
    • 한국균학회지
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    • 제14권3호
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    • pp.195-200
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    • 1986
  • Rhizopus japonicus의 한 균주가 생산하는 효소에 의해 인삼 사포닌의 ginsenoside 중 조성비율이 가장 큰 ginsenoside $Rb_1$을 약리 효능면에서 보다 우수한 ginseuoside $Rb_1$로 선택적으로 전환할 수 있음을 TLC 및 HPLC로 정량적으로 확인하였다. Total saponin을 기질로 사용하였을 경우 ginsenoside $Rb_1$은 그 함량의 82.5%까지 ginsenoside Rd로 전환되어 ginsenoside Rd의 함량을 원래 함량에 비해 4.75배까지 증가시킬 수 있었으며, ginsenoside-Rb group saponin 기질의 경우는 80.8%의 ginsenoside $Rb_1$이 ginsenoside Rd로 전환되어 ginsenoside Rd의 함량을 34.7배까지 처리효소의 농도에 비례해서 증가시킬 수 있었다. 한편 다른 ginsenoside 함량변화 없이 오직 ginsenoside $Rb_1$에서 ginsenoside Rd만으로 선택적 전환을 한다는 사실이 당이나 sapogenin의 검출로도 증명되었다.

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Ginsenoside Rg1 Stimulates Nitric Oxide Release in Pulmonary Artery Endothelial Cells in Culture

  • Kim, Hye-Young
    • BMB Reports
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    • 제28권4호
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    • pp.301-305
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    • 1995
  • Considering the stimulatory effects of ginsenosides from Panax ginseng C. A. Meyer on the release of nitric oxide from bovine aortic endothelial cells in vitro and vasodilatation of rabbit pulmonary artery in vivo, the present study is designed to investigate the mechanism of nitric oxide release by ginsenosides in calf pulmonary artery endothelial cells, Nitric oxide release was determined in endothelial cells treated with ginsenosides and compared with those of the receptor-dependent agonists, bradykinin and ADP and the receptor-independent calcium ionophore $A_{23187}$. The results showed that total saponin and ginsenoside $Rg_1$, not $Rb_1$, stimulated nitric oxide release measured as conversion to L-citrulline. The nitric oxide releasing properties of total saponin and ginsenoside $Rg_1$ were different; total saponin stimulated only conversion to L-citrulline, like $A_{23187}$, while ginsenoside $Rg_1$ stimulated both L-arginine transport and conversion to L-citrulline, as bradykinin or ADP did.

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Rhizopus sp.가 생산하는 효소에 의한 인삼 Saponin의 전환 (제1보) Ginsenoside-Rb$_1$에서 Ginsenoside-Rd로의 전환확인 (Conversion of Ginseng Saponin with the Enzyme Produced by Rhizopus sp. (Part 1) Confirmation of Conversion of Ginsenoside- Rb$_1$to Ginsenoside-Rd)

  • 김상달;서정훈
    • 한국미생물·생명공학회지
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    • 제10권4호
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    • pp.267-273
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    • 1982
  • 미생물성 효소를 이용하여 인삼saponin중 조성비율이 가장 큰 ginsenoside-Rb$_1$을 약효면에서 보다 우수한 ginsenoside-Rd로 전환하고자 인삼부패균 중 Rhizopus 속의 한 균주를 선정하여 이 균주에서 얻은 효소를 ammonium sulfate 분별 침전법으로 조정제하여 사용하였다. 기질로 사용하기 위해 홍미삼 extract로부터 ginsenoside-Rb$_1$이 36.4%, ginsenoside-Rd 가 12.2%의 조성비율을 갖인 total saponin을 정제하였고 이어 ginsenoside-Rb$_1$의 함량을 증가시키기 위해 더욱 정제한 결과 ginsenoside-Rb$_1$이 54. 5%, ginsenoside-Rd가 1.1%인 ginsenoside Rb group saponin을 얻었다. 이들 기질 saponin에 본 효소를 작용시켜 본 결과 두 기질 모두 다른 ginsenoside pattern에는 변화없이 ginsenoside-Rb$_1$만이 선택적으로 감소하고 반면에 ginsenoside-Rd의 함량이 비례적으로 증가됨을 TLC 및 HPLC의 방법으로 조사하였으며 이로써 효소에 의한 인삼saponin의 선택적전환 가능성을 확인하였다.

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Influence of organic acids and heat treatment on ginsenoside conversion

  • Jang, Gwi Yeong;Kim, Min Young;Lee, Yoon Jeong;Li, Meishan;Shin, Yu Su;Lee, Junsoo;Jeong, Heon Sang
    • Journal of Ginseng Research
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    • 제42권4호
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    • pp.532-539
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    • 2018
  • Background: Heat treatments are applied to ginseng products in order to improve physiological activities through the conversion of ginsenosides, which are key bioactive components. During heat treatment, organic acids can affect ginsenoside conversion. Therefore, the influence of organic acids during heat treatment should be considered. Methods: Raw ginseng, crude saponin, and ginsenoside $Rb_1$ standard with different organic acids were treated at $130^{\circ}C$, and the chemical components, including ginsenosides and organic acids, were analyzed. Results: The organic acid content in raw ginseng was 5.55%. Organic acids were not detected in crude saponin that was not subjected to heat treatment, whereas organic acids were found in crude saponin subjected to heat treatment. Major ginsenosides ($Rb_1$, Re, and $Rg_1$) in ginseng and crude saponin were converted to minor ginsenosides at $130^{\circ}C$; the ginsenoside $Rb_1$ standard was very stable in the absence of organic acids and was converted into minor ginsenosides in the presence of organic acids at high temperatures. Conclusion: The major factor affecting ginsenoside conversion was organic acids in ginseng. Therefore, the organic acid content as well as ginsenoside content and processing conditions should be considered important factors affecting the quality of ginseng products.

Evaluation of glucosidases of Aspergillus niger strain comparing with other glucosidases in transformation of ginsenoside Rb1 to ginsenosides Rg3

  • Chang, Kyung Hoon;Jo, Mi Na;Kim, Kee-Tae;Paik, Hyun-Dong
    • Journal of Ginseng Research
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    • 제38권1호
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    • pp.47-51
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    • 2014
  • The transformation of ginsenoside Rb1 into a specific minor ginsenoside using Aspergillus niger KCCM 11239, as well as the identification of the transformed products and the pathway via thin layer chromatography and high performance liquid chromatography were evaluated to develop a new biologically active material. The conversion of ginsenoside Rb1 generated Rd, Rg3, Rh2, and compound K although the reaction rates were low due to the low concentration. In enzymatic conversion, all of the ginsenoside Rb1 was converted to ginsenoside Rd and ginsenoside Rg3 after 24 h of incubation. The crude enzyme (b-glucosidase) from A. niger KCCM 11239 hydrolyzed the ${\beta}$-($1{\rightarrow}6$)-glucosidic linkage at the C-20 of ginsenoside Rb1 to generate ginsenoside Rd and ginsenoside Rg3. Our experimental demonstration showing that A. niger KCCM 11239 produces the ginsenoside-hydrolyzing b-glucosidase reflects the feasibility of developing a specific bioconversion process to obtain active minor ginsenosides.

Microbial Conversion of Major Ginsenoside $Rb_1$ to Pharmaceutically Active Minor Ginsenoside Rd

  • Kim Myung Kyum;Lee Jun Won;Lee Ki Young;Yang Deok-Chun
    • Journal of Microbiology
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    • 제43권5호
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    • pp.456-462
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    • 2005
  • More than seventy strains of aerobic bacteria showing ${\beta}$-glucosidase activity were isolated from a ginseng field, using a newly designed Esculin-R2A agar, and identified by their 16S rRNA gene sequences. Of these microorganisms, twelve strains could convert the major ginsenoside, $Rb_1$, to the pharmaceutically active minor ginsenoside Rd. Three strains, Burkholderia pyrrocinia GP16, Bacillus megaterium GP27 and Sphingomonas echinoides GP50, were phylogenetically studied, and observed to be most potent at converting ginsenoside $Rb_1$ almost completely within 48 h, as shown by TLC and HPLC analyses.

Thermal Conversion Pathways of Ginsenosides in Red Ginseng Processing

  • Lee, Sang Myung
    • Natural Product Sciences
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    • 제20권2호
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    • pp.119-125
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    • 2014
  • According to the results of my study on the chromatographic analysis of fresh ginseng (Panax ginseng C. A. Meyer) roots, most of the contents of protopanxadiol ginsenosides $Rb_1$, Rc, $Rb_2$, and Rd are derived from the corresponding malonyl ginsenosides in fresh ginseng by a heat process. Also, I confirmed that acetyl ginsenosides are naturally occurring constituents in fresh ginseng, not decarboxylates from malonyl ginsenosides. Seven neutral ginsenosides $Rg_1$, Re, Rf, Rc, $Rb_1$, $Rb_2$, and Rd were transformed to specific conversions in red ginseng preparation conditions. The conversion paths progress by three rules concluded from my study. These conversion rules are I: the ether bond is stable at positions 3 and 6 in the dammarane skeleton, II: the ether bond between sugars is stable in glycosides, and III: the ether bond to glycosides is unstable at position 20 in the dammarane skeleton.

Lactobacillus brevis LH8이 생산하는 효소에 의한 Ginsenoside Rd의 Compound K로의 전환 (Conversion of Ginsenoside Rd to Compound K by Crude Enzymes Extracted from Lactobacillus brevis LH8)

  • 전림호;양지제;김호빈;김세화;김세영;노영덕;양덕춘
    • Journal of Ginseng Research
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    • 제32권3호
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    • pp.226-231
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    • 2008
  • 인삼사포닌 ginsenoside는 인삼의 주요한 약리성분으로 인삼을 경구투여 시 major 사포닌의 생체 내에서의 흡수는 매우 낮아 인삼사포닌의 약효를 증대시키기 위해서 기존에 많이 존재하는 major 사포닌을 상대적으로 흡수도 잘 되며 약효도 더 뛰어난 minor 사포닌으로의 전환이 요구된다. 본 연구는 김치에서 분리한 ${\beta}-glucosidase$ 활성균주 L. brevis LH8이 분비하는 효소를 이용하여 ginsenoside Rd를 compound K로 전환시켰다. L. brevis LH8의 효소액은 반응 온도 $30^{\circ}C$에서 효소활성이 가장 좋았고 $35^{\circ}C$이상에서는 활성이 급격히 저하되었으며, pH $6.0{\sim}12.0$ 사이에서 효소활성이 가장 좋았고, pH 5.0 이하 및 pH 13.0 이상에서는 활성도가 떨어지는 것을 관찰할 수 있었다. 또한 ginsenoside Rd는 반응 48시간부터 ginsenoside F2로 전환되기 시작하였으며, 반응 72 시간 이후에는 대부분 compound K로 전환되었다.

Effect of a soluble prebiotic fiber, NUTRIOSE, on the absorption of ginsenoside Rd in rats orally administered ginseng

  • Kim, Kyung-Ah;Yoo, Hye Hyun;Gu, Wan;Yu, Dae-Hyung;Jin, Ming Ji;Choi, Hae-Lim;Yuan, Kathy;Guerin-Deremaux, Laetitia;Kim, Dong-Hyun
    • Journal of Ginseng Research
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    • 제38권3호
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    • pp.203-207
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    • 2014
  • Background: There is limited understanding of the effect of dietary components on the absorption of ginsenosides and their metabolites into the blood. Methods: This study investigated the pharmacokinetics of the ginseng extract and its main constituent ginsenoside Rb1 in rats with or without pretreatment with a prebiotic fiber, NUTRIOSE, by liquid chromatography tandem mass spectrometry. When ginsenoside Rb1 was incubated with rat feces, its main metabolite was ginsenoside Rd. Results: When the intestinal microbiota of rat feces were cultured in vitro, their ginsenoside Rd-forming activities were significantly induced by NUTRIOSE. When ginsenoside Rb1 was orally administered to rats, the maximum plasma concentration (Cmax) and area under the plasma drug concentratione-time curve (AUC) for the main metabolite, ginsenoside Rd, were $72.4{\pm}31.6ng/mL$ and $663.9{\pm}285.3{\mu}g{\cdot}h/mL$, respectively. When the ginseng extract (2,000 mg/kg) was orally administered, Cmax and AUC for ginsenoside Rd were $906.5{\pm}330.2ng/mL$ and $11,377.3{\pm}4,470.2{\mu}g{\cdot}h/mL$, respectively. When ginseng extract was orally administered to rats fed NUTRIOSE containing diets (2.5%, 5%, or 10%), Cmax and AUC were increased in the NUTRIOSE receiving groups in a dose-dependent manner. Conclusion: These findings reveal that intestinal microflora promote metabolic conversion of ginsenoside Rb1 and ginseng extract to ginsenoside Rd and promote its absorption into the blood in rats. Its conversion may be induced by prebiotic diets such as NUTRIOSE.

상업용 β-glucanase를 이용한 홍삼유래 사포닌으로부터 Ginsnoside Rd 의 생물 전환 (Biotransformation of Ginsenoside Rd from Red Ginseng Saponin using Commercial β-glucanase)

  • 강혜정;이종우;박태우;박혜윤;박준성
    • 대한화장품학회지
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    • 제46권4호
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    • pp.349-360
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    • 2020
  • 최근 피부 기능 개선과 관련한 다양한 가능성으로 인해 화장품 소재로서 수요가 높아지고 있는 인삼 유래 사포닌의 한 종류인 ginsenoside Rd를 위한 생물 전환 제조 기술을 확립하였다. 홍삼 사포닌(RGS)에 포함된 ginsenoside Rb1을 Rd로 전환하기 위하여 상업용 효소를 탐색하였고 그 중 Viscoflow MG가 가장 효율적인 것을 확인하였다. Ginsenoside Rd로의 전환에 영향을 주는 요인을 최적화하기 위하여 반응표면분석법(RSM)을 통하여 실험 조건을 설계하였다. 주요 독립변수는 RGS 농도, 효소 농도와 반응 시간이었고 Box-Behnken design (BBD) 모델설계법에 따라 선정된 17 가지 조건으로 ginsenoside Rd로 전환을 수행하고 최적화 조건을 분석하였다. 전환된 Ginsenoside Rd의 농도는 0.3113 g/L에서 최대 0.5277 g/L까지였고 RGS 2%, 효소 1.25%를 13.5 h 반응시킨 조건에서 가장 높은 생성량을 보였다. 결론적으로, ginsenoside Rd 생물전환의 독립변수인 RGS 농도, 효소 농도는 p-value가 0.05보다 작은 값으로 유의미한 값을 나타내었고 각 독립변수 사이의 교호작용 중에서는 효소 농도와 반응 시간 사이의 교호 작용이 가장 큰 영향력을 갖고 있음을 확인하였다.