• 제목/요약/키워드: Ginseng saponin compounds

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Cyclic Nucleotide Phosphodiesterases as Possible Targets for Ginsenosides

  • Lugnler, C.;Kim, N.D
    • 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.216-223
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    • 1998
  • Cyclic nucleotide phosphodiesterases (PDEs) represent the unique enzymatic system degrddinf cAMP and cGMP which play a major role in the regulation of cell physiology. To investigate a possible molecular mechanism of ginsenosides, their activities were evaluated on PDEs which are recently described is new therapeutic targets. PDEs are classified into 7 families according to their genes (PDEI to PDE7) and are differently distributed in tissues. The IC50 values of ginsenosides were determined on PDEI to PDE 5 chromatographically isolatetl from bovine aorta. The results show that total ginseng saponin extract preferentially inhibits PDE 1 and PDE4 at concentrations nearby 200 ug/ml. Protopanaxadiol (PPD) fraction acts preferentially on PDE4 with and IC50 value of 100 nlml and inhibits also PDEI and PDE5 at 14 to 2 fold higher concentrations, respectively. Protopanaxatriol (PPT) fraction preferentially inhibits PDE 1 with and IC50 value of 170 ug/ml. Compound Rgl, originated from PPT fraction, and RC3 (5) represent the most active compounds towards PDE 1 with IC50 values around 80 UM. However Rg3 (R), epimer of Rgl (5) has no effect on the various PDEs tested, excepted on PDE3 rich is sligthly sensitive Compound Rbl, originated from PPD, acts on both PDEI and PDE4. It if two fold less active than Rgl and Rg3 (5) on PDEI. Taken together, these results mainly suggest that PDEI and PDE4 inhibitions could be a molecular mechanism which would participate in ginsenoside mechanisms, especially the effect of PPD on blood vessel and on CNS.

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Phytosome 형태인 Phospholipids-Panax ginseng Saponin의 미용효과 (Cosmetic Utilization of Phospholipids-Panax ginseng Saponins in Phytosoma Form)

  • Bombardelli Ezio;Curri S.B.;Gariboldi P.L.
    • 고려인삼학회:학술대회논문집
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    • 고려인삼학회 1988년도 학술대회지
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    • pp.11-18
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    • 1988
  • 인삼 추출물의 피부도말에 의한 미용효과는 거의 연구된 바 없다. 미용에 관한 문헌을 고찰해 보아도, 늘어지거나 주름진 피부를 활성화 시켜주고, 건성이나 유성피부에 바람직한 효과가 있다고 강조한 연구결과는 거의 없다. 인삼의 지용성추출물 제제 몇가지가 피부내성에 관하여 설명된 것이 없는 반면 노화된 피부에 관한 주제로 피부에 영향을 준다는 효과는 관찰되어 지고 있다. 본 연구는 "Phytosome" 라고 명명한 인삼 사포닌과 인지질의 물리화학적 상호작용에 의하여 얻어진 특정 추출 유도체의 제조방법에 관한 것이다. 이 복합물들은 NMR spectroscopy와 electron-microscopy로 확인되었다. 더욱이 이들은 새롭고 안정하며 수성 liposome 형태구조안에 수성미세분산형이다. 이 화합물들의 미용효과는 노화피부에 대한 영향과 피부층의 수화능력과 피부탄력성을 연구하기 위하여 corneometry elastometry를 이용하여 실험하였다.

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고로쇠나무 수액(樹液)의 화학적(化學的) 성분(成分), 영양가치(營養價置)와 사포닌 함유(含有) 여부(與否)에 관(關)한 연구(硏究) (Chemical Composition, Nutritional Value, and Saponin Content in the Spring Sap of Acer mono)

  • 이경준;박종영;박관화;박훈
    • 한국산림과학회지
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    • 제84권4호
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    • pp.415-423
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    • 1995
  • 본(本) 연구(硏究)는 한국산(韓國産) 고로쇠나무(Acer mono Max.) 수액(樹液)을 대상(對象)으로 화학적(化學的) 성분(成分), 영양학적(營養學的) 가치(價値), 인삼(人蔘) saponin의 존재여부(存在與否)를 구명(究明)하기 위하여 실시(實施)하였다. 1994년(年) 2월(月) 25일(日)부터 3월(月) 4일(日) 사이에 전남(全南) 백운산(白雲山)과 지리산(智異山)에서 지상(地上) 50cm 높이 이내(以內)의 수간(樹幹)에 작경(直徑) 1.7cm의 구멍을 뚫고 수액(樹液)을 채취(採取)하여, 당류(糖類)는 high performance ion chromatography(HPIC), 아미노산(酸)은 자동분석기(自動分析器), saponin과 phenol은 thin layer chromatography(TLC)와 high performance liquid chromatography(HPLC)로 분석하고, saponin 분획물질을 $^1H$$^{13}C$ NMR로 구조를 추적하였다. 단백질(蛋白質), 지방(脂肪), 무기원소(無機元素), 비타민의 함량(含量)도 정량((定量)하였다. 수액(樹液)의 주성분(主成分)은 사당(砂糖)으로써 0.68-2.01% 농도(濃度)로 존재(存在)했으며, 포도당(葡萄糖) 0.03-0.11%, 과당(果糖) 0.01-0.03%, 지방(脂肪) 0.03%이었으며, 아미노산(酸)중에서 threonine 0.152%, lysine 0.038%, arginine 0.068%으로 나타났다. 회분(灰分)은 0.1%, Ca 175ppm, Fe 2ppm, P 19ppm, K 16ppm, Na 31ppm이고, vitamin $B_1$ 0.6ppm, vitamin $B_2$ 0.1ppm, vitamin C 19ppm이었다. phenol류(類)가 미량(微量)으로 검출(檢出)되었으며, saponin은 TLC와 HPLC, NMR 분석에서 모두 존재(存在)를 확인(確認)할 수 없었다. 비교치(比較値)로 분석(分析)한 당단풍나무의 수액(樹液)은 고로쇠나무와 비슷했으며, 거제수나무와 자작나무의 수액(樹液)에서는 사당(砂糖)대신 포도당(葡萄糖)과 과당(果糖)이 검출(檢出)되었다. 고로쇠나무의 수액(樹液)은 사당(砂糖), 포도당(葡萄糖), 과당(果糖), 아미노산(酸), 칼슘, 철분(鐵分) 그리고 세 가지 비타민류(類)가 포함(包含)되어 있어서 자연음료(自然飮料) 혹은 건강음료(健康飮料)로써 충분한 영양학적(營養學的) 가치(價値)를 가지고 있다고 판단된다.

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2D-NMR 기법을 이용한 (20S)-와 (20R)-ginsenoside $Rh_2$$^1H-$$^{13}C-NMR$ Signals의 완전 동정 (Complete Assignment of $^1H-$ and $^{13}C-NMR$ Signals for (20S)- and (20R)-ginsenoside $Rh_2$ by 2D-NMR Techniques)

  • 김동선;이유희;박종대;정소영;이천배;김신일;백남인
    • Applied Biological Chemistry
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    • 제38권2호
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    • pp.184-189
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    • 1995
  • 인삼의 다이올계 조사포닌 분획으로 부터 및 단계의 화학반응을 이용하여 (20S)-ginsenoside $Rh_2$ 및 그 입체이성체인 (20R)-ginsenoside $Rh_2$를 제조하였다. 또한 DEPT, $^1H-^1H$ COSY, HMQC, HMBC 및 NOESY와 같은 NMR 기법을 이용하여 두 화합물의 $^1H-NMR$$^{13}C-NMR$의 signal들을 완전히 동정하였다.

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Complete 1H-NMR and 13C-NMR spectral assignment of five malonyl ginsenosides from the fresh flower buds of Panax ginseng

  • Wang, Yu-Shuai;Jin, Yin-Ping;Gao, Wei;Xiao, Sheng-Yuan;Zhang, Yu-Wei;Zheng, Pei-He;Wang, Jia;Liu, Jun-Xia;Sun, Cheng-He;Wang, Ying-Ping
    • Journal of Ginseng Research
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    • 제40권3호
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    • pp.245-250
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    • 2016
  • Background: Ginsenosides are the major effective ingredients responsible for the pharmacological effects of ginseng. Malonyl ginsenosides are natural ginsenosides that contain a malonyl group attached to a glucose unit of the corresponding neutral ginsenosides. Methods: Medium-pressure liquid chromatography and semipreparative high-performance liquid chromatography were used to isolate purified compounds and their structures determined by extensive one-dimensional- and two-dimensional nuclear magnetic resonance (NMR) experiments. Results: A new saponin, namely malonyl-ginsenoside Re, was isolated from the fresh flower buds of Panax ginseng, along with malonyl-ginsenosides Rb1, Rb2, Rc, Rd. Some assignments for previously published $^1H$- and $^{13}C$-NMR spectra were found to be inaccurate. Conclusion: This study reports the complete NMR assignment of malonyl-ginsenoside Re, $Rb_1$, $Rb_2$, Rc, and Rd for the first time.

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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    • 제38권1호
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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.

가열처리에 따른 인삼의 이화학적 성분변화 (Changes in Physicochemical Compounds with Heating Treatment of Ginseng)

  • 윤성란;이명희;박정현;이인선;권중호;이기동
    • 한국식품영양과학회지
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    • 제34권10호
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    • pp.1572-1578
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    • 2005
  • 인삼을 세절하여 동결건조 시킨 후 가열에 따른 성분변화의 특성을 살펴보고자 가열온도(130, 145, 160, 175, 190$^{\circ}C$) 및 가열시간(10, 15, 20, 23, 30 min)에 따른 중심합성실험계획으로 가열처리 하여 반응표면분석하였다. 그 결과, 가용성 고형분 함량의 경우 가열온도 및 가열시간이 증가할수록 감소하는 것으로 나타났으며 갈색도는 가별온도 및 가열 시간이 증가할수록 증가하는 것으로 나타났다. 또한 산성 다당체 함량, 총 폐놀성 화합물 함량도 가열온도 및 가열시간이 증가할수록 증가하는 것으로 나타났다. 가용성 고형분 함량은 가열온도 146.05$^{\circ}C$ 및 가열시간 18.16 min일 때 최대값 58$\%$로 예측되었으며, 조사포닌 함량은 160.00$^{\circ}C$ 및 가열시간 20.00 min일 때 64.40 mg/g의 최대값으로 예측되었다. 조사포닌 함량은 가열시간에 영향을 많이 받는 것으로 나타났으며, 가용성 고형분 함량, 산성다당체 및 총 페놀성 화합물 함량은 가열온도에 영향을 많이 받는 것으로 나타났다.

Identification and confirmation of 14-3-3 ζ as a novel target of ginsenosides in brain tissues

  • Chen, Feiyan;Chen, Lin;Liang, Weifeng;Zhang, Zhengguang;Li, Jiao;Zheng, Wan;Zhu, Zhu;Zhu, Jiapeng;Zhao, Yunan
    • Journal of Ginseng Research
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    • 제45권4호
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    • pp.465-472
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    • 2021
  • Background: Ginseng can help regulate brain excitability, promote learning and memory, and resist cerebral ischemia in the central nervous system. Ginsenosides are the major effective compounds of Ginseng, but their protein targets in the brain have not been determined. Methods: We screened proteins that interact with the main components of ginseng (ginsenosides) by affinity chromatography and identified the 14-3-3 ζ protein as a potential target of ginsenosides in brain tissues. Results: Biolayer interferometry (BLI) analysis showed that 20(S)-protopanaxadiol (PPD), a ginseng saponin metabolite, exhibited the highest direct interaction to the 14-3-3 ζ protein. Subsequently, BLI kinetics analysis and isothermal titration calorimetry (ITC) assay showed that PPD specifically bound to the 14-3-3 ζ protein. The cocrystal structure of the 14-3-3 ζ protein-PPD complex showed that the main interactions occurred between the residues R56, R127, and Y128 of the 14-3-3 ζ protein and a portion of PPD. Moreover, mutating any of the above residues resulted in a significant decrease of affinity between PPD and the 14-3-3 ζ protein. Conclusion: Our results indicate the 14-3-3 ζ protein is the target of PPD, a ginsenoside metabolite. Crystallographic and mutagenesis studies suggest a direct interaction between PPD and the 14-3-3 ζ protein. This finding can help in the development of small-molecular compounds that bind to the 14-3-3 ζ protein on the basis of the structure of dammarane-type triterpenoid.

Ginsenoside Rk1 is a novel inhibitor of NMDA receptors in cultured rat hippocampal neurons

  • Ryoo, Nayeon;Rahman, Md. Ataur;Hwang, Hongik;Ko, Sung Kwon;Nah, Seung-Yeol;Kim, Hyoung-Chun;Rhim, Hyewhon
    • Journal of Ginseng Research
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    • 제44권3호
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    • pp.490-495
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    • 2020
  • Background: Ginsenoside Rk1, a saponin component isolated from heat-processed Panax ginseng Meyer, has been implicated in the regulation of antitumor and anti-inflammatory activities. Although our previous studies have demonstrated that ginsenoside Rg3 significantly attenuated the activation of NMDA receptors (NMDARs) in hippocampal neurons, the effects of ginsenosides Rg5 and Rk1, which are derived from heat-mediated dehydration of ginsenoside Rg3, on neuronal NMDARs have not yet been elucidated. Methods: We examined the regulation of NMDARs by ginsenosides Rg5 and Rk1 in cultured rat hippocampal neurons using fura-2-based calcium imaging and whole-cell patch-clamp recordings. Results: The results from our investigation showed that ginsenosides Rg3 and Rg5 inhibited NMDARs with similar potencies. However, ginsenoside Rk1 inhibited NMDARs most effectively among the five compounds (Rg3, Rg5, Rk1, Rg5/Rk1 mixture, and protopanaxadiol) tested in cultured hippocampal neurons. Its inhibition is independent of the NMDA- and glycine-binding sites, and its action seems to involve in an interaction with the polyamine-binding site of the NMDAR channel complex. Conclusion: Taken together, our results suggest that ginsenoside Rk1 might be a novel component contributable to the development of ginseng-based therapeutic treatments for neurodegenerative diseases.

AKT1-targeted proapoptotic activity of compound K in human breast cancer cells

  • Choi, Eunju;Kim, Eunji;Kim, Ji Hye;Yoon, Keejung;Kim, Sunggyu;Lee, Jongsung;Cho, Jae Youl
    • Journal of Ginseng Research
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    • 제43권4호
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    • pp.692-698
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    • 2019
  • Background: Breast cancer is a severe disease and the second leading cause of cancer death in women worldwide. To surmount this, various diagnosis and treatment options for breast cancer have been developed. One of the most effective strategies for cancer treatment is to induce apoptosis using naturally occurring compounds. Compound K (CK) is a ginseng saponin metabolite generated by human intestinal bacteria. CK has been studied for its cardioprotective, antiinflammatory, and liver-protective effects; however, the role of CK in breast cancer is not fully understood. Methods: To investigate the anticancer effects of CK in SKBR3 and MDA-MB-231 cells, cell viability assays and flow cytometry analysis were used. In addition, the direct targets of CK anticancer activity were identified using immunoblotting analysis and overexpression experiments. Invasion, migration, and clonogenic assays were carried out to determine the effects of CK on cancer metastasis. Results: CK-induced cell apoptosis in SKBR3 cells as determined through 3-(4-5-dimethylthiazol-2-yl)-2-5-diphenyltetrazolium bromide assays, propidium iodide (PI) and annexin V staining, and morphological changes. CK increased the cleaved forms of caspase-7, caspase-8, and caspase-9, whereas the expression of Bcl-2 was reduced by CK. In assays probing the cell survival pathway, CK activated only AKT1 and not AKT2. Moreover, CK inhibited breast cancer cell invasion, migration, and colony formation. Through regulation of AKT1 activity, CK exerts anticancer effects by inducing apoptosis. Conclusion: Our results suggest that CK could be used as a therapeutic compound for breast cancer.