• 제목/요약/키워드: gypenoside

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Gypenoside V로부터 minor ginsenosides의 생산 (Production of Minor Gisenosides from Gypenoside V)

  • 손나리;민진우;장미;김효연;전지나;양덕춘
    • 한국자원식물학회:학술대회논문집
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    • 한국자원식물학회 2010년도 정기총회 및 추계학술발표회
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    • pp.20-20
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    • 2010
  • Panax ginseng C.A Meyer is frequently taken orally as a traditional herbal medicine in Asian countries. The major components of ginseng are ginsenoside, which are pharmaceutical activity. The six major ginsenosides, including Rb1, Rb2, Rc, Rd, Re and Rg1 account for 90% of total ginsenosides. Even though the minor ginsenosides, including Rg3, Rh2 and compound K has high pharmacetical activities, the price of minor ginsenosides is too high. Therefore we isolated the gypenoside V and made it converted to minor ginsenosides. In the plant Gynostemma pentaphyllum Makino, gypenosdie V was presented as dominant saponin (content about 2.4%), and was similar to protopanaxadol type ginsenosides such as ginsenoside Rb1. In this study, we confirmed that the coversion of gypenoside V to minor ginsenosides after using the various treatment such as heating, acid treatment, commercial edible enzyme, and lactobacillus. Consequently, we optimizied the transformation of gypenoside V to minor ginsenoside using Thin Layer Chromatography (TLC), High Performance Liquid Chromatography (HPLC), Time-of-flight Mass Spectrometry (LC/TOF/MS).

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Microbial Conversion of Ginsenoside $Rb_1$ to Minor Ginsenoside $F_2$ and Gypenoside XVII by Intrasporangium sp. GS603 Isolated from Soil

  • Cheng, Le-Qin;Na, Ju-Ryun;Kim, Myung-Kyum;Bang, Myun-Ho;Yang, Deok-Chun
    • Journal of Microbiology and Biotechnology
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    • 제17권12호
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    • pp.1937-1943
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    • 2007
  • A new strain, GS603, having ${\beta}$-glucosidase activity was isolated from soil of a ginseng field, and its ability to convert major ginsenoside $Rb_1$ to minor ginsenoside or gypenoside was studied. Strain GS603 was identified as an Intrasporangium species by phylogenetic analysis and showed high ginsenoside-converting activity in LB and TSA broth but not in nutrient broth. The culture broth of the strain GS603 could convert ginsenoside $Rb_1$i into two metabolites, which were analyzed by TLC and HPLC and shown to be the minor ginsenoside $F_2$ and gypenoside XVII by NMR.

피부 노화의 선평가 지표 개발 및 그에 따른 칠엽담 지페노사이드 분획물 함유 크림의 피부 내부 노화 개선 효과 (Development of Pre-assessment Indicator for Skin Aging and Anti-aging Effect of Inner Skin by the Cream Product Containing Gynostemma pentaphyllum Gypenoside Fraction)

  • 김주연;김정윤;최치호;임주혁;추민주;문성호;장신재
    • 대한화장품학회지
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    • 제42권3호
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    • pp.303-309
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    • 2016
  • 연령이 증가함에 따라 피부 내부에서는 콜라겐의 합성 능력이 떨어지고 탄력섬유의 손상 및 matrix metalloproteinase (MMPs) 발현이 증가한다. 본 연구의 목적은 눈가에 주름이 형성되기 전에 연령이 증가할수록 피부 내부에서 피부 노화의 징후가 관찰된다는 것을 확인하고, 피부 내부에서 먼저 발생하는 노화의 징후가 칠엽담 지페노사이드 분획물 함유 크림(칠엽담 지페노사이드 크림)의 효능으로 인해 개선되는 것을 확인하는데 있다. 이에 본 연구에서는 육안으로 눈가에 주름이 관찰되지 않는 21 ~ 34세의 한국 여성 52명을 대상으로 임상 시험을 수행하였다. 이들에게서 연령이 증가함에 따라 피부 외부의 노화 징후가 관찰되지는 않지만 피부 내부에서 노화의 징후가 시작되는 시점을 진피치밀도 측정을 통해 확인하였다. 그리고 육안으로 주름이 관찰되지는 않았지만, 진피치밀도가 감소하는 연령대에서 칠엽담 지페노사이드 크림을 4주 및 8주 사용한 후에 진피치밀도 값이 유의하게 증가함을 확인하였다. 따라서 칠엽담 지페노사이드 크림이 피부 내부에서 먼저 진행되는 노화를 효과적으로 개선하는데 도움을 주며, 이 결과를 토대로 칠엽담 지페노사이드 분획물이 향후 주름 개선기능성 화장품 개발에 활용하기 적합하다고 판단된다.

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.

Enzymatic Biotransformation of Ginsenoside Rb1 and Gypenoside XVII into Ginsenosides Rd and F2 by Recombinant β-glucosidase from Flavobacterium johnsoniae

  • Hong, Hao;Cui, Chang-Hao;Kim, Jin-Kwang;Jin, Feng-Xie;Kim, Sun-Chang;Im, Wan-Taek
    • Journal of Ginseng Research
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    • 제36권4호
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    • pp.418-424
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    • 2012
  • This study focused on the enzymatic biotransformation of the major ginsenoside Rb1 into Rd for the mass production of minor ginsenosides using a novel recombinant ${\beta}$-glucosidase from Flavobacterium johnsoniae. The gene (bglF3) consisting of 2,235 bp (744 amino acid residues) was cloned and the recombinant enzyme overexpressed in Escherichia coli BL21(DE3) was characterized. This enzyme could transform ginsenoside Rb1 and gypenoside XVII to the ginsenosides Rd and F2, respectively. The glutathione S-transferase (GST) fused BglF3 was purified with GST-bind agarose resin and characterized. The kinetic parameters for ${\beta}$-glucosidase had apparent $K_m$ values of $0.91{\pm}0.02$ and $2.84{\pm}0.05$ mM and $V_{max}$ values of $5.75{\pm}0.12$ and $0.71{\pm}0.01{\mu}mol{\cdot}min^{-1}{\cdot}mg$ of $protein^{-1}$ against p-nitrophenyl-${\beta}$-D-glucopyranoside and Rb1, respectively. At optimal conditions of pH 6.0 and $37^{\circ}C$, BglF3 could only hydrolyze the outer glucose moiety of ginsenoside Rb1 and gypenoside XVII at the C-20 position of aglycon into ginsenosides Rd and F2, respectively. These results indicate that the recombinant BglF3 could be useful for the mass production of ginsenosides Rd and F2 in the pharmaceutical or cosmetic industry.

Preparative separation of minor saponins from Panax notoginseng leaves using biotransformation, macroporous resins, and preparative high-performance liquid chromatography

  • Liu, Fang;Ma, Ni;Xia, Fang-Bo;Li, Peng;He, Chengwei;Wu, Zhenqiang;Wan, Jian-Bo
    • Journal of Ginseng Research
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    • 제43권1호
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    • pp.105-115
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    • 2019
  • Background: Ginsenosides with less sugar moieties may exhibit the better adsorptive capacity and more pharmacological activities. Methods: An efficient method for the separation of four minor saponins, including gypenoside XVII, notoginsenoside Fe, ginsenoside Rd2, and notoginsenoside Fd, from Panax notoginseng leaves (PNL) was established using biotransformation, macroporous resins, and subsequent preparative high-performance liquid chromatography. Results: The dried PNL powder was immersed in the distilled water at $50^{\circ}C$ for 30 min for converting the major saponins, ginsenosides Rb1, Rc, Rb2, and Rb3, to minor saponins, gypenoside XVII, notoginsenoside Fe, ginsenoside Rd2, and notoginsenoside Fd, respectively, by the enzymes present in PNL. The adsorption characteristics of these minor saponins on five types of macroporous resins, D-101, DA-201, DM-301, X-5, and S-8, were evaluated and compared. Among them, D-101 was selected due to the best adsorption and desorption properties. Under the optimized conditions, the fraction containing the four target saponins was separated by D-101 resin. Subsequently, the target minor saponins were individually separated and purified by preparative high-performance liquid chromatography with a reversed-phase column. Conclusion: Our study provides a simple and efficient method for the preparation of these four minor saponins from PNL, which will be potential for industrial applications.

Kinetics of a Cloned Special Ginsenosidase Hydrolyzing 3-O-Glucoside of Multi-Protopanaxadiol-Type Ginsenosides, Named Ginsenosidase Type III

  • Jin, Xue-Feng;Yu, Hong-Shan;Wang, Dong-Ming;Liu, Ting-Qiang;Liu, Chun-Ying;An, Dong-Shan;Im, Wan-Taek;Kim, Song-Gun;Jin, Feng-Xie
    • Journal of Microbiology and Biotechnology
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    • 제22권3호
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    • pp.343-351
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    • 2012
  • In this paper, the kinetics of a cloned special glucosidase, named ginsenosidase type III hydrolyzing 3-O-glucoside of multi-protopanaxadiol (PPD)-type ginsenosides, were investigated. The gene (bgpA) encoding this enzyme was cloned from a Terrabacter ginsenosidimutans strain and then expressed in E. coli cells. Ginsenosidase type III was able to hydrolyze 3-O-glucoside of multi-PPD-type ginsenosides. For instance, it was able to hydrolyze the 3-O-${\beta}$-D-(1${\rightarrow}$2)-glucopyranosyl of Rb1 to gypenoside XVII, and then to further hydrolyze the 3-O-${\beta}$-D-glucopyranosyl of gypenoside XVII to gypenoside LXXV. Similarly, the enzyme could hydrolyze the glucopyranosyls linked to the 3-O-position of Rb2, Rc, Rd, Rb3, and Rg3. With a larger enzyme reaction $K_m$ value, there was a slower enzyme reaction speed; and the larger the enzyme reaction $V_{max}$ value, the faster the enzyme reaction speed was. The $K_m$ values from small to large were 3.85 mM for Rc, 4.08 mM for Rb1, 8.85 mM for Rb3, 9.09 mM for Rb2, 9.70 mM for Rg3(S), 11.4 mM for Rd and 12.9 mM for F2; and $V_{max}$ value from large to small was 23.2 mM/h for Rc, 16.6 mM/h for Rb1, 14.6 mM/h for Rb3, 14.3 mM/h for Rb2, 1.81mM/h for Rg3(S), 1.40 mM/h for Rd, and 0.41 mM/h for F2. According to the $V_{max}$ and $K_m$ values of the ginsenosidase type III, the hydrolysis speed of these substrates by the enzyme was Rc>Rb1>Rb3>Rb2>Rg3(S)>Rd>F2 in order.

Gypenoside XVII protects against myocardial ischemia and reperfusion injury by inhibiting ER stress-induced mitochondrial injury

  • Yu, Yingli;Wang, Min;Chen, Rongchang;Sun, Xiao;Sun, Guibo;Sun, Xiaobo
    • Journal of Ginseng Research
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    • 제45권6호
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    • pp.642-653
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    • 2021
  • Background: Effective strategies are dramatically needed to prevent and improve the recovery from myocardial ischemia and reperfusion (I/R) injury. Direct interactions between the mitochondria and endoplasmic reticulum (ER) during heart diseases have been recently investigated. This study was designed to explore the cardioprotective effects of gypenoside XVII (GP-17) against I/R injury. The roles of ER stress, mitochondrial injury, and their crosstalk within I/R injury and in GP-17einduced cardioprotection are also explored. Methods: Cardiac contractility function was recorded in Langendorff-perfused rat hearts. The effects of GP-17 on mitochondrial function including mitochondrial permeability transition pore opening, reactive oxygen species production, and respiratory function were determined using fluorescence detection kits on mitochondria isolated from the rat hearts. H9c2 cardiomyocytes were used to explore the effects of GP-17 on hypoxia/reoxygenation. Results: We found that GP-17 inhibits myocardial apoptosis, reduces cardiac dysfunction, and improves contractile recovery in rat hearts. Our results also demonstrate that apoptosis induced by I/R is predominantly mediated by ER stress and associated with mitochondrial injury. Moreover, the cardioprotective effects of GP-17 are controlled by the PI3K/AKT and P38 signaling pathways. Conclusion: GP-17 inhibits I/R-induced mitochondrial injury by delaying the onset of ER stress through the PI3K/AKT and P38 signaling pathways.