• Title/Summary/Keyword: Ginseng Rh2+

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Complete $^1H$-NMR and $^{13}C$-NMR spectral analysis of the pairs of 20(S) and 20(R) ginsenosides

  • Yang, Heejung;Kim, Jeom Yong;Kim, Sun Ok;Yoo, Young Hyo;Sung, Sang Hyun
    • Journal of Ginseng Research
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    • v.38 no.3
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    • pp.194-202
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    • 2014
  • Background: Ginsenosides, the major ingredients of Panax ginseng, have been studied for many decades in Asian countries as a result of their wide range of pharmacological properties. The less polar ginsenosides, with one or two sugar residues, are not present in nature and are produced during manufacturing processes by methods such as heating, steaming, acid hydrolysis, and enzyme reactions. $^1H$-NMR and $^{13}C$-NMR spectroscopic data for the identification of the less polar ginsenosides are often unavailable or incomplete. Methods: We isolated 21 compounds, including 10 pairs of 20(S) and 20(R) less polar ginsenosides (1-20), and an oleanane-type triterpene (21) from a processed ginseng preparation and obtained complete $^1H$-NMR and $^{13}C$-NMR spectroscopic data for the following compounds, referred to as compounds 1-21 for rapid identification: 20(S)-ginsenosides Rh2 (1), 20(R)-Rh2 (2), 20(S)-Rg3 (3), 20(R)-Rg3 (4), 6'-O-acetyl-20(S)-Rh2 [20(S)-AcetylRh2] (5), 20(R)-AcetylRh2 (6), 25-hydroxy-20(S)-Rh2 (7), 25-hydroxy-20(S)-Rh2 (8), 20(S)-Rh1 (9), 20(R)-Rh1 (10), 20(S)-Rg2 (11), 20(R)-Rg2 (12), 25-hydroxy-20(S)-Rh1 (13), 25-hydroxy-20(R)-Rh1 (14), 20(S)-AcetylRg2 (15), 20(R)-AcetylRg2 (16), Rh4 (17), Rg5 (18), Rk1 (19), 25-hydroxy-Rh4 (20), and oleanolic acid 28-O-b-D-glucopyranoside (21).

Ginsenoside Rh2 Induces Apoptosis Independently of Bcl-2, Bcl-XL, or Bax in C6Bu-1 Cells

  • Kim, Young-Sook;Jin, Sung-Ha;Lee, You-Hui;Kim, Shin-Il;Park, Jong-Dae
    • Archives of Pharmacal Research
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    • v.22 no.5
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    • pp.448-453
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    • 1999
  • In ginsenoside Rh2-treated rat glioma C6Bu-1 cells, apoptotic morphological changes, such as cell shrinkage, chromatin condensation and pyknosis were confirmed by means of electron microscopy. To evaluate whether induction of apoptosis by ginsenoside Rh2 is mediated by the members of Bcl-2 family, we first established C6Bu-1 cells overexpressing Bcl-2. It was demonstrated that the expression of Bcl-2, Bcl-xL, and Bax was not altered in ginsenoside Rh2-treated C6Bu-1 overexpressing C6Bu-1 cells failed to prevent from ginsenoside Rh2-induced cell death. These results suggest the existence of other apoptotic pathway that requires induction of apoptosis by ginsenoside Rh2 rather than the pathway through Bcl-2, $Bcl-x_{L}$ or Bax in C6Bu-1 cells.

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Effects of Triterpence Acids and Ginsenosides in Differentiation of HL-60 Promyelocytic Leckemia Cells (HL-60 세포에 대한 Triterpent Acids와 Ginsenosides의 분화효과)

  • Kang, Chang-Mo;Lee, Ho-Young;Kim, Shin-Il;Kim, Kyu-Won
    • Journal of Life Science
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    • v.8 no.2
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    • pp.162-166
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    • 1998
  • The acute myelogeous leukemia cell line, HL-60 is good model to examine leukemia differentiation with nitro blue terazolium reduction assay. We investigated that effect of triterpene acids and ginseng saponin on differentiation of HL-60 cells. Differentiation of HL-60 cells was induced in proportion to ,olar concentration by dibutylyl cAMP, ginseng saponin, lithocholic acid, ginsenoside RH2, and ginsenoside RH3.

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AMP-activated protein kinase determines apoptotic sensitivity of cancer cells to ginsenoside-Rh2

  • Kim, Min-Jung;Yun, Hee;Kim, Dong-Hyun;Kang, Insug;Choe, Wonchae;Kim, Sung-Soo;Ha, Joohun
    • Journal of Ginseng Research
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    • v.38 no.1
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    • pp.16-21
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    • 2014
  • Ginseng saponins exert various important pharmacological effects with regard to the control of many diseases, including cancer. In this study, the anticancer effect of ginsenosides on human cancer cells was investigated and compared. Among the tested compounds, ginsenoside-Rh2 displays the highest inhibitory effect on cell viability in HepG2 cells. Ginsenoside-Rh2, a ginseng saponin isolated from the root of Panax ginseng, has been suggested to have potential as an anticancer agent, but the underlying mechanisms remain elusive. In the present study, we have shown that cancer cells have differential sensitivity to ginsenoside-Rh2-induced apoptosis, raising questions regarding the specific mechanisms responsible for the discrepant sensitivity to ginsenoside-Rh2. In this study, we demonstrate that AMP-activated protein kinase (AMPK) is a survival factor under ginsenoside-Rh2 treatment in cancer cells. Cancer cells with acute responsiveness of AMPK display a relative resistance to ginsenoside-Rh2, but cotreatment with AMPK inhibitor resulted in a marked increase of ginsenoside-Rh2-induced apoptosis. We also observed that p38 MAPK (mitogen-activated protein kinase) acts as another survival factor under ginsenoside-Rh2 treatment, but there was no signaling crosstalk between AMPK and p38 MAPK, suggesting that combination with inhibitor of AMPK or p38 MAPK can augment the anticancer potential of ginsenoside Rh2.

Cancer Chemopreventive Compounds of Red Ginseng Produced from panax ginseng C.A. Meyer (고려인삼으로 제조된 홍삼중의 화학적 암 예방성분)

  • Yun, Taik-Koo;Lee, Yun-Sil;Lee, You-Hui;Yun, Hyo-Yung
    • Journal of Ginseng Research
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    • v.25 no.3
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    • pp.107-111
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    • 2001
  • Fresh Panax gineng C.A. cultivated in Korea(Korean red ginseng) was found to be ineffective as anticarcinogenic or cancer preventive in experimental animal model or in human case-control and cohort study. However, when treated with heat, the fresh ginseng, white ginseng were highly effective cancer preventives. Four compounds including 20(S)-ginsenoside Rh$_1$(Rh$_1$), 20(S)-ginsenoside Rh$_2$(Rh$_2$), 20(S)0-siwenoside Rg$_3$(Rg$_3$) and sinsenoside Rg$\sub$5/ were consequently purified from Korean red ginseng, and they were tested by Yun\`s 9 week medium-term anticarcinogenicity test model. Rg$_3$ and Rg$\sub$5/ statistically significantlydecreased the incidence of benzo(a)pyrene-induced mouse lung tumor, Rh$_2$showed tendency of decrease, and Rh1 showed no effect. It is, therefore, concluded that Rg$_3$ and Rg$\sub$5/ are active anticarcinogenic components in res ginseng and they either singularly or synergistically act in the prevention of cancer.

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Effect of Extrusion Process on the Change of Components in Ginseng (압출성형이 인삼의 성분변화에 미치는 영향)

  • Ryu, Byung-Hee;Choi, Mi-Jung;Chung, Koo-Chun;Lee, Si-Kyung
    • Korean Journal of Food Science and Technology
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    • v.44 no.4
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    • pp.411-416
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    • 2012
  • This study was carried out to investigate the effects of the extrusion process on the change of components in ginseng. The extraction yields from ginseng by distilled water extraction were highest in the extruded ginsengs, whereas it was lowest in the white ginseng. The contents of crude saponin were highest in the extruded ginseng, and they increased as the extrusion temperature was raised. The total contents of 11 kinds of ginsenosides increased in the order of red, white and extruded ginsengs. In particular, red ginseng showed higher contents of Rg1, Rg3 and Rb2, whereas Re was highest in white ginseng. In addition, the contents of Rg2, Rh1, Rh2 and Rg3 in the extruded white ginseng became higher. Free sugar contents were greatest in red ginseng. However, they were lowest in the extruded ginseng. White ginseng had a greater L value, whereas extruded ginseng demonstrated higher a and b values. In conclusion, the extraction yields, the contents of saponin, and ginsenoside-Rg2, Rh1, Rh2 and Rg3 were increased through the extrusion process.

Effect of High Pressure and Steaming Extraction Processes on Ginsenosides Rg3 and Rh2 Contents of Cultured-Root in Wild Ginseng (Panax ginseng C. A. Meyer) (초고압 증숙처리가 산삼배양근의 진세노사이드 Rg3와 Rh2의 함량에 미치는 영향)

  • Choi, Woon-Yong;Lee, Choon-Geun;Seo, Yong-Chang;Song, Chi-Ho;Lim, Hye-Won;Lee, Hyeon-Yong
    • Korean Journal of Medicinal Crop Science
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    • v.20 no.4
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    • pp.270-276
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    • 2012
  • This study was performed to enhance contents of low molecular weight ginsenoside Rh2 and Rg3 using an ultra high pressure and steaming process in wild cultured-Root in wild ginseng. For selective increase in contents of Rg3 and Rh2 in cultured wild ginseng roots, an ultra high extraction was applied at 500MPa for 20 min which was followed by steaming process at $90^{\circ}C$ for 12 hr. It was revealed that contents of ginsenosides, Rb1, Rb2, Rc and Rd, were decreased with the complex process described above, whereas contents of ginsenoside Rh2 and Rg3 were increased up to 4.918 mg/g and 6.115 mg/g, respectively. In addition, concentration of benzo[${\alpha}$]pyrene in extracts of the cultured wild ginseng roots treated by the complex process was 0.64 ppm but it was 0.78 ppm when it was treated with the steaming process. From the results, it was strongly suggested that low molecular weight ginsenosides, Rh2 and Rg3, are converted from Rb1, Rb2, Rc, and Rd which are easily broken down by an ultra high pressure and steaming process. This results indicate that an ultra high pressure and steaming process can selectively increase in contents of Rg3 and Rh2 in cultured wild ginseng roots and this process might enhance the utilization and values of cultured wild ginseng roots.

Screening of Antioxidative Components from Red Ginseng Saponin (홍삼 사포닌의 항산화활성 성분 Screening)

  • 김정선;김규원
    • Journal of Ginseng Research
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    • v.20 no.2
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    • pp.173-178
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    • 1996
  • Aerobic cells are normally protected from the damage of free radicals by antioxidative on , zymes such as superoxide dismutase (SOD), catalase, glutathione (GSH) peroxidase, GSH S- transferase and GSH reductase which scavenge free radicals as well as nonenzymatic antioxidants such as ceruloplasmin, albumin and nonprotein-SH including GSH. The effects of each component (ginsenoside $Rb_1$, $Rb_2$, Rc, Rd, Re, $Rb_1$, Rf, $Rh_1$ and $Rh_2$) of red ginseng on the antioxidative enzyme activities were investigated in the liver in order to screen antioxidative components of red ginseng. Ginsenoside $Rb_1$ and Rc showed a tendency to increase GSH peroxidase activity, while ginsenoside Rc significantly decreased Cu,Zn-SOD activity. Especially, ginsenoside $Rh_2$ significantly increased catalase activity. These results suggest that ginsenoside $Rh_2$ is an important active component among total saponins of red ginseng.

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Glycosyltransformation of ginsenoside Rh2 into two novel ginsenosides using recombinant glycosyltransferase from Lactobacillus rhamnosus and its in vitro applications

  • Wang, Dan-Dan;Kim, Yeon-Ju;Baek, Nam In;Mathiyalagan, Ramya;Wang, Chao;Jin, Yan;Xu, Xing Yue;Yang, Deok-Chun
    • Journal of Ginseng Research
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    • v.45 no.1
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    • pp.48-57
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    • 2021
  • Background: Ginsenoside Rh2 is well known for many pharmacological activities, such as anticancer, antidiabetes, antiinflammatory, and antiobesity properties. Glycosyltransferases (GTs) are ubiquitous enzymes present in nature and are widely used for the synthesis of oligosaccharides, polysaccharides, glycoconjugates, and novel derivatives. We aimed to synthesize new ginsenosides from Rh2 using the recombinant GT enzyme and investigate its cytotoxicity with diverse cell lines. Methods: We have used a GT gene with 1,224-bp gene sequence cloned from Lactobacillus rhamnosus (LRGT) and then expressed in Escherichia coli BL21 (DE3). The recombinant GT protein was purified and demonstrated to transform Rh2 into two novel ginsenosides, and they were characterized by nuclear magnetic resonance (NMR) techniques and evaluated by 3-(4, 5-dimethylthiazol-2-yl)-2-5-diphenyltetrazolium bromide assay. Results: Two novel ginsenosides with an additional glucopyranosyl (6→1) and two additional glucopyranosyl (6→1) linked with the C-3 position of the substrate Rh2 were synthesized, respectively. Cell viability assay in the lung cancer (A549) cell line showed that glucosyl ginsenoside Rh2 inhibited cell viability more potently than ginsenoside Rg3 and Rh2 at a concentration of 10 μM. Furthermore, glucosyl ginsenoside Rh2 did not exhibit any cytotoxic effect in murine macrophage cells (RAW264.7), mouse embryo fibroblasts cells (3T3-L1), and skin cells (B16BL6) at a concentration of 10 μM compared with ginsenoside Rh2 and Rg3. Conclusion: This is the first report on the synthesis of two novel ginsenosides, namely, glucosyl ginsenoside Rh2 and diglucosyl ginsenoside Rh2 from Rh2 by using recombinant GT isolated from L. rhamnosus. Moreover, diglucosyl ginsenoside Rh2 might be a new candidate for treatment of inflammation, obesity, and skin whiting, and especially for anticancer.

Merit of Ginseng in the Improvement of Insulin Resistance

  • Cheng, Juei-Tang
    • Journal of Ginseng Research
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    • v.34 no.3
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    • pp.155-159
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    • 2010
  • In the present review, the merit of ginseng in the improvement of insulin resistance has been introduced. Using the results in previous studies, we found that ginseng or ginsenoside Rh2 has the ability to reduce glucose-insulin index in rats with insulin resistance. Insulin resistance was induced by feeding of fructose-rich chow in rats. Insulin resistance was characterized by regular methods. Effectiveness of ginseng powder or extract Rh2 was identified in this animal model. Also, the application of ginseng for handling of diabetic disorders in China has been discussed. According to Chinese traditional medicine, ginseng is merit in the treatment of diabetic disorders named as Shiaw-Ker in Chinese. Therefore, it is no doubt that ginseng is helpful in the control of diabetic disorders either prevention or the treatment. Otherwise, the potential effect of ginseng on nervous functions shall be investigated in the future.