• 제목/요약/키워드: (20S)- and (20R)-ginsenoside Rg3

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In situ analysis of chemical components induced by steaming between fresh ginseng, steamed ginseng, and red ginseng

  • In, Gyo;Ahn, Nam-Geun;Bae, Bong-Seok;Lee, Myoung-Woo;Park, Hee-Won;Jang, Kyoung Hwa;Cho, Byung-Goo;Han, Chang Kyun;Park, Chae Kyu;Kwak, Yi-Seong
    • Journal of Ginseng Research
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    • 제41권3호
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    • pp.361-369
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    • 2017
  • Background: The chemical constituents of Panax ginseng are changed by processing methods such as steaming or sun drying. In the present study, the chemical change of Panax ginseng induced by steaming was monitored in situ. Methods: Samples were separated from the same ginseng root by incision during the steaming process, for in situ monitoring. Sampling was sequentially performed in three stages; FG (fresh ginseng) ${\rightarrow}$ SG (steamed ginseng) ${\rightarrow}$ RG (red ginseng) and 60 samples were prepared and freeze dried. The samples were then analyzed to determine 43 constituents among three stages of P. ginseng. Results: The results showed that six malonyl-ginsenoside (Rg1, Rb1, Rb3, Rc, Rd, Rb2) and 15 amino acids were decreased in concentration during the steaming process. In contrast, ginsenoside-Rh1, 20(S)-Rg2, 20(S, R)-Rg3 and Maillard reaction product such as AF (arginine-fructose), AFG (arginine-fructose-glucose), and maltol were newly generated or their concentrations were increased. Conclusion: This study elucidates the dynamic changes in the chemical components of P. ginseng when the steaming process was induced. These results are thought to be helpful for quality control and standardization of herbal drugs using P. ginseng and they also provide a scientific basis for pharmacological research of processed ginseng (Red ginseng).

압출성형 백삼추출물의 화학적 조성 및 항산화 활성 (Chemical Compositions and Antioxidant Activity of Extract from a Extruded White Ginseng)

  • 손현정;류기형
    • 한국식품영양과학회지
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    • 제38권7호
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    • pp.946-950
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    • 2009
  • 본 연구는 압출성형 공정을 통한 인삼 시료의 성분 변화를 측정하기 위하여 일반성분 및 항산화활성을 측정하였다. 수분함량을 20%로 고정시키고, 배럴온도는 100, $140^{\ciirc}C$로 변화시켜 압출성형백삼을 제조하였다. 백삼, 홍삼, 압출성형백삼의 일반성분 실험에서는 압출성형 공정을 통한 성분의 증가를 확인할 수 없었다. 항산화활성 측정 결과 산성다당체 함량은 홍삼이 62.94 mg/mL로 높게 측정되었고 총 폴리페놀함량과 DPPH 측정에서는 $140^{\circ}C$ 압출성형백삼이 각각 14.99 mg/g, 80.21%로 높게 측정되어 압출성형 공정을 통한 항산화 물질의 증가를 확인할 수 있었다. $140^{\circ}C$ 압출성형백삼의 조성 분석을 위하여 BuOH 분획을 실시한 결과 총페놀성 화합물과 산성다당체 측정 결과가 각각 27.2 mg/g, 217.6 mg/mL로 측정되었으며 HPLC를 통해 알아본 사포닌 조성은 $140^{\circ}C$ 압출성형백삼에서 모든 성분의 증가를 확인할 수 있었고 특히 홍삼의 특유성분인 Rg3s, Rg3r의 증가로 압출성형 공정을 통한 백삼의 홍삼화 가능성을 확인할 수 있었다.

Four New Darnmarane-Glycosidesl Ginsenosides $Rg_5, Rh_4, Rs_3, AND Ff_2$, from Korean Red Ginsengs the Root off]unarm ginseng C. A. Meyer

  • Jong Dae Park;Nam
    • 고려인삼학회:학술대회논문집
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    • 고려인삼학회 1998년도 Advances in Ginseng Research - Proceedings of the 7th International Symposium on Ginseng -
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    • pp.115-126
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    • 1998
  • Four new dammarnae-glycosides named ginsenosides Rgs, Rh4, RsB and Rf2 have been isolated 1'rom Korean red ginseng, the root of Panax ginseng C. A. Meyer (Araliaceae) and their chemical structures have been elucidated by chemical and spectroscopic methods, including'H-'H COSY, HMQC, HMBC, NOESY, as 3-0- [$\beta$-D-glucopyranosyl(1 ~2)-$\beta$-D-glucopyranosyl] dammar-20(22) , B4-diene-3P,12P-diol (ginsenoside Rgs),6-0-$\beta$-D-glucopyranosyl-dammar-20(22),24-diene-3P,6P, 12P-triol (ginsenoside Rh4),3-0- [6" -0-acetyl-D-glucopyranosyl(1 ~2)--D-glucopyranosyl] 20(5)- protopanaxadiol (ginsenoside Rs3) and 6-0- [u-L-rhamno-pyranosyl(1 ~2)-$\beta$-D-glucopyranosyl] dammarane -3$\beta$, 6a, 12 $\beta$, 20(R),25-pentol(ginsenoslde Rfa). The absolute stereo structure of a double bond at C-20(22) was determined as entgegen type by applying NOESY.OESY.

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인삼생육의 최적광량 구명에 관한 연구 제2보 광도가 인삼엽내 Saponin 및 유리당함량에 미치는 영향 (Studies on the Optimum Light Intensity for Growth of Panax Ginseng II. Effect of Light Intensity on the Contents of Saponin and Free Sugar in the Ginseng Leaf)

  • 이종철;최진호;천성기;이종화;조재성
    • 한국작물학회지
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    • 제28권4호
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    • pp.497-503
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    • 1983
  • 수광율의 차이가 인삼엽내의 saponin과 유리당함량 및 Panaxatriol(PT)/Panaxadiol(PD) 비에 미치는 영향을 구명코자 수광량이 자연광의 5, 10, 20, 30%의 수광율(LTR) 하에서 자란 4년생 인삼엽에서 이들을 조사하였던 바 그 결과는 다음과 같다. 1. Ginsenoside별 함량은 PD계 사로닌에서는 -Rd가 가장 많았고, PT계 사포닌에서는 -Re, $Rg_1$, $-Rg_2$순으로 많았다. 2. Total 사포닌과 PT계 사로닌함량과 PT/PD의 비는 20% LTP까지 수광율이 많을수록 증가되다가 30% LTR에서는 약간 감소되었고, PD계 사포닌 함량은 수광율이 증가할수록 많아졌다. 3. Glucose, Fluctose 함량은 20% LTR에서 가장 많았으나 sucrose함량은 오히려 20% LTR에서 가장 적었다. 4. Total 사포닌 함량과 Glucose함량간에는 정(+)의 상관($r=0.992$^{**}$)이 인정되었다.

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Increase in apoptotic effect of Panax ginseng by microwave processing in human prostate cancer cells: in vitro and in vivo studies

  • Park, Jun Yeon;Choi, Pilju;Kim, Ho-kyong;Kang, Ki Sung;Ham, Jungyeob
    • Journal of Ginseng Research
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    • 제40권1호
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    • pp.62-67
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    • 2016
  • Background: Ginseng, which is widely used in functional foods and as an herbal medicine, has been reported to reduce the proliferation of prostate cancer cells by mechanisms that are not yet fully understood. Methods: This study was designed to investigate the changes in ginsenoside content in ginseng after treatment with a microwave-irradiation thermal process and to verify the anticancer effects of the extracts. To confirm the anticancer effect of microwave-irradiated processed ginseng (MG), it was tested in three human prostate cancer cell lines (DU145, LNCaP, and PC-3 cells). Involvements of apoptosis and autophagy were assessed using Western blotting. Results: After microwave treatment, the content of ginsenosides Rg1, Re, Rb1, Rc, Rb2, and Rd in the extracts decreased, whereas the content of ginsenosides 20(S)-Rg3, 20(R)-Rg3, Rk1, and Rg5 increased. Antiproliferation results for the human cancer cell lines treated with ginseng extracts indicate that PC-3 cells treated with MG showed the highest activity with an half maximal inhibitory concentration of $48{\mu}g/mL$. We also showed that MG suppresses the growth of human prostate cancer cell xenografts in athymic nude mice as an in vivo model. This growth suppression by MG is associated with the inductions of cell death and autophagy. Conclusion: Therefore, heat processing by microwave irradiation is a useful method to enhance the anticancer effect of ginseng by increasing the content of ginsenosides Rg3, Rg5, and Rk1.

발효홍삼 농축액을 이용한 노인용 기능성 간식(양갱)의 항산화성 및 품질특성 (Antioxidative Capacity and Quality Characteristics of Yanggaeng using Fermented Red Ginseng for the Elderly)

  • 김애정;한명륜;이수정
    • 한국식품영양학회지
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    • 제25권1호
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    • pp.83-89
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    • 2012
  • 본 연구에서는 유산균 혼합물(Lactobacillus casei와 Bifidobacteriumlogum 1:1)을 이용하여 발효홍삼을 제조하여 강화된 기능성 성분을 확인하였다. 유산균 혼합물에 의한 발효로 인해 발효홍삼의 전자공여능(EDA%)는 6.11~3.22 mg/g의 범위로 감소하여 홍삼($16.32{\pm}0.29$ mg/g)에 비해 항산화활성이 우수한 것으로 나타났다. 홍삼 및 발효홍삼의 ginsenosides의 함량 차이를 분석한 결과, ginsenoside$-Rb_1$, $-Rb_2$, -Rc 등의 사포닌 함량은 홍삼이 발효홍삼에 비해 높게 나타났으나, 발효홍삼에서는 항암활성이 우수한 대사산물인 20(S)$-Rg_3$, 20(R)$-Rg_3$, Compound K 함량이 홍삼에 비해 높게 나타났다. 그리고 노인 건강증진 식품을 제조하고자 발효홍삼 농축액 첨가비율(0%, 5%, 10%, 15%, 20%)을 달리하여 발효홍삼 양갱을 제조하고 그 품질특성을 평가하였다. 발효홍삼 첨가 수준별 색도 측정 결과, L값과 b값은 발효홍삼 농축액 첨가 비율이 증가할수록 유의적으로 감소하였다(p<0.05). 관능 평가결과, 홍삼농축액 10% 첨가 양갱의 맛, 색, 향, 질감 등이 다른 군들에 비해 우수하게 나타났다. 따라서 발효홍삼의 기능성과 기호적인 면을 함께 고려해 볼 때 10% 첨가가 바람직하다고 생각된다. 차후 본 자료를 기초로 하여 발효홍삼을 이용하여 제조한 제품에 대한 기능성을 효과적으로 평가할 수 있는 후속 연구를 기대한다.

Ginsenoside Rg3 in combination with artesunate overcomes sorafenib resistance in hepatoma cell and mouse models

  • Chen, Ying-Jie;Wu, Jia-Ying;Deng, Yu-Yi;Wu, Ying;Wang, Xiao-Qi;Li, Amy Sze-man;Wong, Lut Yi;Fu, Xiu-Qiong;Yu, Zhi-Ling;Liang, Chun
    • Journal of Ginseng Research
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    • 제46권3호
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    • pp.418-425
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    • 2022
  • Background: Sorafenib is effective in treating hepatoma, but most patients develop resistance to it. STAT3 signaling has been implicated in sorafenib resistance. Artesunate (ART) and 20(R)-ginsenoside Rg3 (Rg3) have anti-hepatoma effects and can inhibit STAT3 signaling in cancer cells. This study aimed to evaluate the effects of Rg3 in combination with ART (Rg3-plus-ART) in overcoming sorafenib resistance, and to examine the involvement of STAT3 signaling in these effects. Methods: Sorafenib-resistant HepG2 cells (HepG2-SR) were used to evaluate the in vitro anti-hepatoma effects of Rg3-plus-ART. A HepG2-SR hepatoma-bearing BALB/c-nu/nu mouse model was used to assess the in vivo anti-hepatoma effects of Rg3-plus-ART. CCK-8 assays and Annexin V-FITC/PI double staining were used to examine cell proliferation and apoptosis, respectively. Immunoblotting was employed to examine protein levels. ROS generation was examined by measuring DCF-DA fluorescence. Results: Rg3-plus-ART synergistically reduced viability of, and evoked apoptosis in HepG2-SR cells, and suppressed HepG2-SR tumor growth in mice. Mechanistic studies revealed that Rg3-plus-ART inhibited activation/phosphorylation of Src and STAT3 in HepG2-SR cultures and tumors. The combination also decreased the STAT3 nuclear level and induced ROS production in HepG2-SR cultures. Furthermore, overactivation of STAT3 or removal of ROS diminished the anti-proliferative effects of Rg3-plus-ART, and removal of ROS diminished Rg3-plus-ART's inhibitory effects on STAT3 activation in HepG2-SR cells. Conclusions: Rg3-plus-ART overcomes sorafenib resistance in experimental models, and inhibition of Src/STAT3 signaling and modulation of ROS/STAT3 signaling contribute to the underlying mechanisms. This study provides a pharmacological basis for developing Rg3-plus-ART into a novel modality for treating sorafenib-resistant hepatoma.

A Role for Leu247 Residue within Transmembrane Domain 2 in Ginsenoside-Mediated α7 Nicotinic Acetylcholine Receptor Regulation

  • Lee, Byung-Hwan;Choi, Sun-Hye;Pyo, Mi Kyung;Shin, Tae-Joon;Hwang, Sung-Hee;Kim, Bo-Ra;Lee, Sang-MoK;Lee, Jun-Ho;Lee, Joon-Hee;Lee, Hui Sun;Choe, Han;Han, Kyou-Hoon;Kim, Hyoung-Chun;Rhim, Hyewhon;Yong, Joon-Hwan;Nah, Seung-Yeol
    • Molecules and Cells
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    • 제27권5호
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    • pp.591-599
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    • 2009
  • Nicotinic acetylcholine receptors (nAChRs) play important roles in nervous system functions and are involved in a variety of diseases. We previously demonstrated that ginsenosides, the active ingredients of Panax ginseng, inhibit subsets of nAChR channel currents, but not ${\alpha}7$, expressed in Xenopus laevis oocytes. Mutation of the highly conserved Leu247 to Thr247 in the transmembrane domain 2 (TM2) channel pore region of ${\alpha}7$ nAChR induces alterations in channel gating properties and converts ${\alpha}7$ nAChR antagonists into agonists. In the present study, we assessed how point mutations in the Leu247 residue leading to various amino acids affect 20(S)-ginsenoside $Rg_3$ ($Rg_3$) activity against the ${\alpha}7$ nAChR. Mutation of L247 to L247A, L247D, L247E, L247I, L247S, and L247T, but not L247K, rendered mutant receptors sensitive to $Rg_3$. We further characterized $Rg_3$ regulation of L247T receptors. We found that $Rg_3$ inhibition of mutant ${\alpha}7$ nAChR channel currents was reversible and concentration-dependent. $Rg_3$ inhibition was strongly voltage-dependent and noncompetitive manner. These results indicate that the interaction between $Rg_3$ and mutant receptors might differ from its interaction with the wild-type receptor. To identify differences in $Rg_3$ interactions between wild-type and L247T receptors, we utilized docked modeling. This modeling revealed that $Rg_3$ forms hydrogen bonds with amino acids, such as Ser240 of subunit I and Thr244 of subunit II and V at the channel pore, whereas $Rg_3$ localizes at the interface of the two wild-type receptor subunits. These results indicate that mutation of Leu247 to Thr247 induces conformational changes in the wild-type receptor and provides a binding pocket for $Rg_3$ at the channel pore.

Anti-thrombotic effects of ginsenoside Rk3 by regulating cAMP and PI3K/MAPK pathway on human platelets

  • Hyuk-Woo Kwon ;Jung-Hae Shin ;Man Hee Rhee ;Chang-Eun Park ;Dong-Ha Lee
    • Journal of Ginseng Research
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    • 제47권6호
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    • pp.706-713
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    • 2023
  • Background and objective: The ability to inhibit aggregation has been demonstrated with synthetically derived ginsenoside compounds G-Rp (1, 3, and 4) and ginsenosides naturally found in Panax ginseng 20(S)-Rg3, Rg6, F4, and Ro. Among these compounds, Rk3 (G-Rk3) from Panax ginseng needs to be further explored in order to reveal the mechanisms of action during inhibition. Methodology: Our study focused to investigate the action of G-Rk3 on agonist-stimulated human platelet aggregation, inhibition of platelet signaling molecules such as fibrinogen binding with integrin αIIbβ3 using flow cytometry, intracellular calcium mobilization, dense granule secretion, and thromboxane B2 secretion. In addition, we checked the regulation of phosphorylation on PI3K/MAPK pathway, and thrombin-induced clot retraction was also observed in platelets rich plasma. Key Results: G-Rk3 significantly increased amounts of cyclic adenosine monophosphate (cAMP) and led to significant phosphorylation of cAMP-dependent kinase substrates vasodilator-stimulated phosphoprotein (VASP) and inositol 1,4,5-trisphosphate receptor (IP3R). In the presence of G-Rk3, dense tubular system Ca2+ was inhibited, and platelet activity was lowered by inactivating the integrin αIIb/β3 and reducing the binding of fibrinogen. Furthermore, the effect of G-Rk3 extended to the inhibition of MAPK and PI3K/Akt phosphorylation resulting in the reduced secretion of intracellular granules and reduced production of TXA2. Lastly, G-Rk3 inhibited platelet aggregation and thrombus formation via fibrin clot. Conclusions and implications: These results suggest that when dealing with cardiovascular diseases brought upon by faulty aggregation among platelets or through the formation of a thrombus, the G-Rk3 compound can play a role as an effective prophylactic or therapeutic agent.

Comparative Study of White and Steamed Black Panax ginseng, P. quinquefolium, and P. notoginseng on Cholinesterase Inhibitory and Antioxidative Activity

  • Lee, Mi-Ra;Yun, Beom-Sik;Sung, Chang-Keun
    • Journal of Ginseng Research
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    • 제36권1호
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    • pp.93-101
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    • 2012
  • This study evaluated the anti-cholinesterases (ChEs) and antioxidant activities of white ginseng (WG) and black ginseng (BG) roots of Panax ginseng (PG), P. quinquefolium (PQ), and P. notoginseng (PN). Ginsenosides $Rg_1$, Re, Rf, $Rb_1$, Rc, $Rb_2$, and Rd were found in white PG, whereas Rf was not found in white PQ and Rf, Rc, and $Rb_2$ were not detected in white PN. The major ginsenoside content in steamed BG including $RK_3$, $Rh_4$, and 20(S)/(R)-$Rg_3$ was equivalent to approximately 70% of the total ginsenoside content. The WG and BG inhibited acetylcholinesteras (AChE) and butyrylcholinesterase (BChE) in a dose dependent manner. The efficacy of BG roots of PG, PQ, and PN on AChE and BChE inhibition was greater than that of the respective WG roots. The total phenolic contents and 2, 2-diphenyl-1-picryl-hydrazyl (DPPH) scavenging activity were increased by heat treatment. Among the three WG and BG, white PG and steamed black PQ have significantly higher contents of phenolic compounds. The best results for the DPPH scavenging activity were obtained with the WG and BG from PG. These results demonstrate that the steamed BG roots of the three studied ginseng species have both high ChEs inhibition capacity and antioxidant activity.