• 제목/요약/키워드: Ginsenoside Rg3(S)

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인삼의 Protopanaxadiol계 사포닌으로부터 20(R)-Ginsenoside $Rh_2$ 및 20(S) 이성체의 제조 (Preparation of a 20(R)-Ginsenoside $Rh_2$ and the 20(S) Epimer from Protopanaxadiol Saponins of Panax ginseng C.A. Meyer)

  • 김신일;백남인;김동선;이유희;강규상;박종대
    • 약학회지
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    • 제35권5호
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    • pp.432-437
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    • 1991
  • A mixture of 20(R)- and 20(S)-ginsenoside Rg$_{3}$ was obtained under mild acidic hydrolysis from protopanaxadiol saponins, ginsenosides Rb$_{1}$, Rb$_{2}$, Rc and Rd. The product was acetylated to give the peracetates, which were further converted into 20(R)-ginsenoside Rg$_{3}$, 20(S)-ginsenoside Rg$_{3}$, 20(R)-ginsenoside Rh$_{2}$ and 20(S)-ginsenoside Rh$_{2}$ by the direct alkaline treatment depending upon two kinds of temperature conditions respectively. The structure and physicochemical properties of a prosapogenin, 20(R)-ginsenoside Rh$_{2}$, were investigated.

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Effects of Ginsenoside Rg3 Epimers on Swine Coronary Artery Contractions

  • Kim, Jong-Hoon;Nah, Seung-Yeol
    • Journal of Ginseng Research
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    • 제29권3호
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    • pp.119-125
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    • 2005
  • The previous reports demonstrated that ginseng saponins, active ingredient of Panax ginseng, inhibited blood vessel contraction induced by various hormones or high $K^+$. Recently, we demonstrated that 20(R)- and 20(S)-ginsenoside $Rg_3$. regulate ion channel activities with differential manners. The aim of this study was to examine whether ginsenoside $Rg_3$ isomers also show differential effects on swine coronary artery contractionresponses induced by high $K^+$, serotonin (5-HT) or acetylcholine. Treatment of 20(S)- but not 20(R)-ginsenoside $Rg_3$ caused a concentration-dependent relaxation of coronary artery contracted by 25mM KCI. 20(S)- and 20(R)-ginsenoside $Rg_3$ induced significant relaxations of coronary artery contraction induced by 5-HT $(3{\mu}M)$ in the presence of endothelium with concentration-dependent manner and, also in the absence of endothelium only 20(S)-ginsenoside $Rg_3$ induced a strong Inhibition of coronary artery contraction induced by 5-HT in a concentration-dependent manner. 20(S)-ginsenoside $Rg_3$ caused relaxation of coronary artery in the absence and presence of endothelium. In contrast, treatment of 20(S)- and 20(R)-ginsenoside $Rg_3\;(100{\mu}M)$ did not show significant inhibition of coronary artery contraction induced by acetylcholine $(0.01\;to\;30{\mu}M)$ in the presence of endothelium, whereas both isomers caused significant inhibition of coronary artery contraction induced by acetylcholine $(0.01\;to\;30{\mu}M)$ in the absence of endothelium in a concentration-dependent manner. These findings indicate that 20(S)-or 20(R)-ginsenoside $Rg_3$ exhibits differential relaxation eff3cts of swine coronary artery contractions caused by high $K^+$, acetylcholine, and 5-HT treatment and that this differential vasorelaxing effects of ginsenoside $Rg_3$ isomers also might be dependent on endothelium.

20(S)-ginsenoside Rg3 inhibits glycoprotein IIb/IIIa activation in human platelets

  • Kwon, Hyuk-Woo
    • Journal of Applied Biological Chemistry
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    • 제61권3호
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    • pp.257-265
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    • 2018
  • The Panax ginseng Mayer is used in conventional medicine in Asia owing to its preventing effects on thrombosis, hypertension, atherosclerosis, vasorelaxation and myocardial infarction. Because platelets are crucial mediators of cardiovascular diseases, many studies have investigated its functions. The previous study showed the antiplatelet effects of crude ginseng fraction and two of its components, ginsenoside Rg3 (20S and 20R). In addition, ginsenoside Rg3-enriched fraction shows an inhibitory effect on collagen-activated rat platelets. However, the mechanism underlying this effect remains unclear. Thus, I investigated the inhibitory action of ginsenoside Rg3 (20S, G-Rg3) on the regulation of signaling molecules involved in ${\alpha}IIb/{\beta}_3$ activation. I found that G-Rg3, in a cyclic AMP dependent manner, inhibited thrombin-induced activation of human platelets and affinity of fibrinogen and fibronectin with ${\alpha}IIb/{\beta}_3$. Thus, in the present study, G-Rg3 showed an inhibitory effect on glycoprotein IIb/IIIa (${\alpha}IIb/{\beta}_3$) activation, suggesting its potential use for preventing platelet-mediated thrombotic disease.

백삼 및 홍삼 농축액의 사포닌 분석 (Analysis of Ginsenosides of White and Red Ginseng Concentrates)

  • 고성권;이충렬;최용의;임병옥;성종환;윤광로
    • 한국식품과학회지
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    • 제35권3호
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    • pp.536-539
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    • 2003
  • 백삼 가공품과 홍삼 가공품의 사포닌 분포 내용과 함량을 비교하기 위하여 시판되고 있는 백삼 농축액(WGC)과 홍삼 농축액(RGC)을 각각 1종 선정하여 조 사포닌의 함량과 개별 ginsenoside의 함량분포를 조사하였다. Shibata의 방법과 우리나라 식품공전에 따라 측정한 조 사포닌의 양은 WGC가 각각 10.65와 21.77%이었으며 RGC는 5.80와 10.94%이였고, HPLC에 의한 총 사포닌의 양은 WGC가 7.40와 10.64%, RGC는 3.31와 3.13%로서 백삼 농축액의 사포닌 함량이 홍삼 농축액의 경우 보다 전반적으로 높았다. HPLC로 분석한 인삼 사포닌, ginsenoside $Rb_1,\;Rb_2,\;Rc,\;Rd,\;Re,\;Rf,\;Rg_1,\;20(S)\;Rg_3,\;20(R)Rg_3,\;20(S)\;Rh_1$ 그리고 $20(R)\;Rh_1$ 이었으며 대부분 홍삼농축액 보다는 백삼농축액의 함량이 높았으며, 특히 ginsenoside $Rb_1,\;Rg_1$ 그리고 $Rb_2$은 백삼 농축액에 3배 이상 더 함유되어 있었다. 또한 protopanaxadiol group과 protopanaxatriol group의 비율(PD/PT)에 있어서는 농축액간의 차이는 크지 않았다. 홍삼의 특유 사포닌으로 알려진 20(S)- 및 20(R)-ginsenoside $Rg_3$가 WGC와 RGC에 비슷하게 분포하는 것으로 확인되었다. 20(S)-ginsenoside $Rg_3$의 조 사포닌 조제법에 따라 RGC에서 0.48과 0.47% WGC에 0.40와 0.53%, 20(R)-ginsenoside $Rg_3$도 RGC에 0.10과 0.11%, WGC에 0.14와 0.22%이었다.

Ginsenoside-Rb2 and 20(S)-Ginsenoside-Rg3 from Korean Red Ginseng Prevent Rotavirus Infection in Newborn Mice

  • Yang, Hui;Oh, Kwang-Hoon;Kim, Hyun Jin;Cho, Young Ho;Yoo, Yung Choon
    • Journal of Microbiology and Biotechnology
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    • 제28권3호
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    • pp.391-396
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    • 2018
  • It is well known that Korean red ginseng has various biological activities. However, there is little knowledge about the antiviral activity of Korean red ginseng and its ginsenosides. In this study, we addressed whether oral administration of ginsenoside-Rb2 and -Rg3 is able to protect against rotavirus (RV) infection. The protective effect of ginsenosides against RV infection was examined using an in vivo experiment model in which newborn mice (10-day-old) were inoculated perorally (p.o.) with $1.5{\times}10^6$ plaque-forming units/mouse of RV strain SA11. When various dosages of ginsenoside-Rb2 (25-250 mg/kg) were administered 3days, 2 days, or 1 day before virus challenge, treatment with this ginsenoside at the dosage of 75 mg/kg 3days before virus infection most effectively reduced RV-induced diarrhea. In addition, consecutive administration of ginsenoside-Rb2 (75 mg/kg) at 3 days, 2 days, and 1 day before virus infection was more effective than single administration on day -3. The consecutive administration of ginsenoside-Rb2 also reduced virus titers in the bowels of RV-infected mice. In an experiment to compare the protective activity between ginsenoside-Rb2 and its two hydrolytic products (20(S)- and 20(R)-ginsenoside-Rg3), 20(S)-ginsenoside-Rg3, but not 20(R)-ginsenoside-Rg3, prevented RV infection. These results suggest that ginsenoside-Rb2 and its hydrolytic product, 20(S)-ginsenoside-Rg3, are promising candidates as an antiviral agent to protect against RV infection.

Ginsenoside Rg1 Induces Autophagy in Colorectal Cancer through Inhibition of the Akt/mTOR/p70S6K Pathway

  • Ruiqi Liu;Bin Zhang;Shuting Zou;Li Cui;Lin, Lin;Lingchang Li
    • Journal of Microbiology and Biotechnology
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    • 제34권4호
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    • pp.774-782
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    • 2024
  • This study aimed to elucidate the anti-colon cancer mechanism of ginsenoside Rg1 in vitro and in vivo. Cell viability rate was detected using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) tetrazolium assay. The inhibitory effect of ginsenoside Rg1 against CT26 cell proliferation gradually increased with increasing concentration. The in vivo experiments also demonstrated an antitumor effect. The monodansylcadaverine (MDC), transmission electron microscopy (TEM), and expression of autophagy marker proteins confirmed that ginsenoside Rg1 induced autophagy in vitro. Ginsenoside Rg1 induced autophagy death of CT26 cells, but this effect could be diminished by autophagy inhibitor (3-methyladenine, 3-MA). Additionally, in a xenograft model, immunohistochemical analysis of tumor tissues showed that the LC3 and Beclin-1 proteins were highly expressed in the tumors from the ginsenoside Rg1-treated nude mice, confirming that ginsenoside Rg1 also induced autophagy in vivo. Furthermoer, both in vivo and in vitro, the protein expressions of p-Akt, p-mTOR, and p-p70S6K were inhibited by ginsenoside Rg1, which was verified by Akt inhibitors. These results indicated that the mechanism of ginsenoside Rg1 against colon cancer was associated with autophagy through inhibition of the Akt/mTOR/p70S6K signaling pathway.

인삼유래 Ginsenoside Rg3에 의한 항-주름 효과 (Anti-wrinkle Effect by Ginsenoside Rg3 Derived from Ginseng)

  • 김성우;정지헌;조병기
    • 대한화장품학회지
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    • 제30권2호
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    • pp.221-225
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    • 2004
  • 인삼(Panax ginseng C. A Meyer)의 뿌리는 전통적인 항-노화 및 항-주름제로 동양에서 사용되어 왔다. 그러나 인삼의 어떤 성분이 주름 형성을 억제하는데 효과적인지는 아직 밝혀지지 않았다. 최근 인삼의 주요 활성 성분으로 생각되는 ginsenosides가 20가지 이상 분리되었다. 이들 중 본 연구원들은 인삼에 의한 항-주름의 작용기작을 밝히기 위해 세포간질(extracellular matrix, ECM) 물질대사에 있어 ginsenoside Rg3의 진피에서의 효과를 시험하였다. 본 연구에서, ginsenoside Rg3의 항-주름 효과를 연구하기 위해 진피의 세포간질 구성 성분과 성장 인자를 ELISA (enzyme-1in14ed immunosorbent assay) 측정법으로 평가하였다. Ginsenoside Rg3은 human dermal fibroblasts 배양에서 type I procollagen과 fibronectin(FN) 생합성을 농도 증가에 비례하여 촉진시키고(p < 0.05, n=3), 농도에 비례하여 TGF-$\beta$1 수준을 증가 (p < 0.05, n=3) 시키는 것으로 밝혀졌다. RT-PCR 분석에서 AP-1 전사 인자(transcription factor)의 일부인 c-Jun의 mRNA 수준이 human dermal fibroblasts에서 ginsenoside Rg3에 의해 감소되었다. 이들 결과들은 ginsenoside Rg3이 fibroblasts에서 TGF-$\beta$1과 AP-1의 발현을 변화시킴으로써 type I collagen과 FN합성을 촉진시킴을 보여준다.

인삼 사포닌에서 Ginsenoside-$Rg_2$와 -$Rg_3$의 이성질체인 20(R&S) Prosapogenin들의 역상 고속 액체 크로마토그래피에 의한 분리 (Separation of 20(R&S) Prosapogenin Isomers of Ginsenoside-$Rg_2$ and -$Rg_3$ from Ginseng Saponins by Reversed-Phase High Performance Liquid Chromatography)

  • 정승일;김천석;이용구;이호섭;김일광
    • 분석과학
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    • 제11권5호
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    • pp.404-408
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    • 1998
  • Using a reversed-phase high performance liquid chromatography, the separation of 20(S)-, 20(R)-prosapogenin stereo-isomers of ginsenoside-$Rg_2$ and of ginsenoside-$Rg_3$ in ginseng saponins has been carried out with binary solvent system. The optimum conditions for the isomer separation are as following: Nova-$Pak^{(R)}C_{18}$ (Waters, $3.9{\times}150mm$) column, $CH_3CN/CH_3CN$ (100:8, v/v) binary solvent system and the flow rate was 1.7 mL/min. The stereoisomers were separated with change of the mixture ratio of the solvent system, the solvent elution by gradient program, and then detected at 203 nm of UV detector. The simultaneous separation of mixture that were the $Rg_2$, $Rg_3$ isomers was easily performed in nonpolar solvent for $Rg_2$, polar solvent for $Rg_3$ at the same optimum conditions.

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Evaluation of the gastroprotective effects of 20 (S)-ginsenoside Rg3 on gastric ulcer models in mice

  • Zhang, Kai;Liu, Ying;Wang, Cuizhu;Li, Jiannan;Xiong, Lingxin;Wang, Zhenzhou;Liu, Jinping;Li, Pingya
    • Journal of Ginseng Research
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    • 제43권4호
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    • pp.550-561
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    • 2019
  • Background: Gastric ulcer (GU) is a common gastrointestinal disease that can be induced by many factors. Finding an effective treatment method that contains fewer side effects is important. 20 (S)-ginsenoside Rg3 is a kind of protopanaxadiol and has shown superior antiinflammatory and antioxidant effects in many studies, especially cancer studies. In this study, we examined the treatment efficacy of 20 (S)-ginsenoside Rg3 on GU. Methods: Three kinds of GU models, including an alcohol GU model, a pylorus-ligated GU model, and an acetic acid GU model, were used. Mouse endothelin-1 (ET-1) and nitric oxide (NO) levels in blood and epidermal growth factor (EGF), superoxide dismutase, and NO levels in gastric mucosa were evaluated. Hematoxylin and eosin staining of gastric mucosa and immunohistochemical staining of ET-1, inducible nitric oxide synthase (NOS2), and epidermal growth factor receptors were studied. Ulcer index (UI) scores and UI ratios were also analyzed to demonstrate the GU conditions in different groups. Furthermore, Glide XP from $Schr{\ddot{o}}dinger$ was used for molecular docking to clarify the interactions between 20 (S)-ginsenoside Rg3 and EGF and NOS2. Results: 20 (S)-ginsenoside Rg3 significantly decreased the UI scores and UI ratios in all the three GU models, and it demonstrated antiulcer effects by decreasing the ET-1 and NOS2 levels and increasing the NO, superoxide dismutase, EGF, and epidermal growth factor receptor levels. In addition, high-dose 20 (S)-ginsenoside Rg3 showed satisfactory gastric mucosa protection effects. Conclusion: 20 (S)-ginsenoside Rg3 can inhibit the formation of GU and may be a potential therapeutic agent for GU.

Ginsenoside Rg3 increases gemcitabine sensitivity of pancreatic adenocarcinoma via reducing ZFP91 mediated TSPYL2 destabilization

  • Pan, Haixia;Yang, Linhan;Bai, Hansong;Luo, Jing;Deng, Ying
    • Journal of Ginseng Research
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    • 제46권5호
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    • pp.636-645
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    • 2022
  • Background: Ginsenoside Rg3 and gemcitabine have mutual enhancing antitumor effects. However, the underlying mechanisms are not clear. This study explored the influence of ginsenoside Rg3 on Zinc finger protein 91 homolog (ZFP91) expression in pancreatic adenocarcinoma (PAAD) and their regulatory mechanisms on gemcitabine sensitivity. Methods: RNA-seq and survival data from The Cancer Genome Atlas (TCGA)-PAAD and Genotype-Tissue Expression (GTEx) were used for in-silicon analysis. PANC-1, BxPC-3, and PANC-1 gemcitabine-resistant (PANC-1/GR) cells were used for in vitro analysis. PANC-1 derived tumor xenograft nude mice model was used to assess the influence of ginsenoside Rg3 and ZFP91 on tumor growth in vivo. Results: Ginsenoside Rg3 reduced ZFP91 expression in PAAD cells in a dose-dependent manner. ZFP91 upregulation was associated with significantly shorter survival of patients with PAAD. ZFP91 overexpression induced gemcitabine resistance, which was partly conquered by ginsenoside Rg3 treatment. ZFP91 depletion sensitized PANC-1/GR cells to gemcitabine treatment. ZFP91 interacted with Testis-Specific Y-Encoded-Like Protein 2 (TSPYL2), induced its poly-ubiquitination, and promoted proteasomal degradation. Ginsenoside Rg3 treatment weakened ZFP91-induced TSPYL2 poly-ubiquitination and degradation. Enforced TSPYL2 expression increased gemcitabine sensitivity of PAAD cells and partly reversed induced gemcitabine resistance in PANC-1/GR cells. Conclusion: Ginsenoside Rg3 can increase gemcitabine sensitivity of pancreatic adenocarcinoma at least via reducing ZFP91 mediated TSPYL2 destabilization.