• 제목/요약/키워드: Ginseng saponin compounds

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고려홍삼에서 분리된 비사포닌 화합물의 생물활성 (Biological Activities of Non-saponin Compounds Isolated from Korean Red Ginseng)

  • Hiromichi Okuda;Lee, Sung-Dong;Yukinaga Matsuura;Yinan Zheng;Keizo Sekiya;Takeshi Takaku;Kenji Kameda;Kumi Hirose;Kazuhiro Ohtani;Osamu Tanaka;Toshiie Sakata
    • Journal of Ginseng Research
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    • 제14권2호
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    • pp.157-161
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    • 1990
  • We have been isolating various physiologically active substances from non-saponin fraction of Korean Red Ginseng. These are adenosine, pyre-glutamic acid, dencichine and acidic polysaccharide. Adenosine and pyre-glutamic acid are known to inhibit epinephrine-induced lipolysis in fat cells and stimulate the insulin-mediated lipogenesis. In addition to these actions, adenosine was found to inhibit both norepinephrine- and histamine-induced aorta constriction, and pyre·glutamic acid inhibits angiotensin-converting enzyme. Dencichine stimulated histamine-induced aorta constriction. Finally, acidic polysaccharide was found to inhibit both lipolytic and anorexigenic actions of Toxohormone-L. Based on these experimental results, I presented a briefreview on these compounds isolated from non-saponin fraction of Korea Red Ginseng.

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추출 용매에 따른 인삼과 압출 성형 인삼의 사포닌 함량 및 항산화 활성 연구 (A Study on the Saponin Contents and Antioxidant Activity of the Ginseng and Extruded Ginseng by Using Different Solvents for Extraction)

  • 김성환
    • 한국식품영양학회지
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    • 제24권4호
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    • pp.528-534
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    • 2011
  • 추출용매와 조작순서를 달리하여 원료인삼 및 압출성형 가공시 인삼의 사포닌 함량 및 항산화 정도의 변화를 알아보기 위하여 인삼과 압출성형한 가공 인삼의 80% 에탄올 엑기스, 에틸아세테이트 분획, 수포화 부탄올 분획, 수층 분획을 각각 얻은 후 LC/MASS를 사용하여 사포닌 함량을 조사하고 기존의 여러 가지 항산화 작용 측정 방법들의 오류를 없애고 더욱 정확한 결과를 낼 수 있는 대처 방안으로 선정된 ORAC 분석법에 의해 항산화 활성을 검토하였다. 검체 인삼 중 사포닌은 ginsenoside Rb1과 Rg1 및 Re를 주요 성분으로 다량 함유하고 있었으며, Rb2, Rc, Rd 등이 뒤를 이었고, 그밖에도 Rg3, Rh1가 미량 분포하고 있었다. 압출 성형 인삼의 경우 원료 인삼에 비해 전반적으로 사포닌 함량이 높았으며, 주로 ginsenoside Re와 Rb1 및 Re가 많았고, 그밖에 Rc, Rb2, Rg1, Rh, Rd 등이었으며, 특히 원료인삼에서 미량 존재하던 Rh1과 Rg3가 많이 증가함을 보였다. 이러한 현상은 압출인삼의 에틸아세테이트층과 부탄올층에서도 같은 경향을 보였다. 원료 인삼의 에틸아세테이트층에서는 Rg1 함량이 높았고, 압출인삼에서는 Rh1과 Rg3가 많이 용출되었으며, Rg1, Re, Rb1 등이 용출되었다. ORAC 분석법에 의한 항산화 활성 연구에서 원료인삼 중의 여러 생리활성 성분이 많이 함유되어 있는 80% 에탄올 추출 분획과 일반적으로 극성의 사포닌 성분을 많이 함유한 수포화 부탄올층의 항산화 활성은 에틸아세테이트층과 수층에 비해 높았으나, 압출성형과정을 거치더라도 유의성 있는 증가는 없었다. 그러나 압출성형과정을 거친 압출 인삼의 에틸아세테이트층과 수층 분획이 대조 원료인삼의 각각의 분획들에 비해 모두 유의성($p$ >0.05)있는 증가를 보였다. 또한 원료인삼과 압출 인삼의 80% 에탄올 추출 엑기스, 에틸 아세테이트 분획, 수포화 부탄올 분획, 수층 분획 모두에서 일정 수준의 항산화 활성을 나태내고 있음을 확인할 수 있었고, 특히 인삼사포닌을 거의 함유하지 않은 원료인삼과 압출 인삼의 수층에서도 항산화 활성을 나타내었다. 이는 인삼 중 항산화 활성은 에틸아세테이트 층으로 이행되는 폴리페놀 계통 성분 및 일부 비극성의 사포닌에 의한 것으로 추측되고 있으나, 모든 분획에서 나타난 것으로 보아 이들 외에 산성 다당체, 당단백질, 수용성 다당류, 말톨 등 다른 생리 활성 물질에 대한 연구가 요구된다.

홍삼 사포닌에 의한 유선상피 및 유선암세포의 분화 유도 효과 연구 (Effects of Ginseng Saponins on the Induction of Differentiation in Mammary Epithelial Cells and Mammary tumor Cells)

  • 오미숙;백기주;전성실;김규원;최강주;김남득
    • Journal of Ginseng Research
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    • 제24권4호
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    • pp.188-195
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    • 2000
  • 정상 흰쥐 유선상피세포 및 DMBA로 유도안 흰쥐 유선암세포를 in vitro 상태에서 배양시키며 이들의 성장과 증식에 대한 홍삼 사포닌(조사포닌, 총사포닌, Rbl, Rb2, Rc, Rd, Re, Rhl, Rtl2)의 영향을 관찰하였다. 홍삼 사포닌들의 세포 배양중 발생하는 4종의 세포집락의 형태(cobble stone, spindle, honey comb, senescence)에 영향을 미쳤다. 배양한 세포집락에 lucifer yellow용액을 이용하여 SLDT결과 홍삼 사포닌을 첨가하고 배양한 세포군에서 배양 2주째 세포 간극을 통한 세포간 정보전달체계가 양성을 나타내었다. 이것으로 홍삼사포닌이 분화가 덜된 상피 간세포의 분화를 촉진시켜 분화의 지표 중 하나인 세포체포신호전달을 유도한 것으로 사료된다. 그리고 정상 유선 및 유선암 미세절편들을 Matrigel에 배양한 결과 분화의 종 지표인 수종의 다세포구조물이 생성됨을 확인하였는데 정상 조직과 유선암세포로부터 생성된 구조물 ductal, webbed, stellate, squamous colony들of 생성되었는데 유선암세포로부터는 alveloar unit, foamy alveolar nit, squmaous, lobule-ductal, stellate, webbed colony들이 생성되어 다소 상이함을 확인하였다. 그러나 홍삼사포닌을 첨가하여 배양하였을 때 수종의 다세포 구조물 발생 빈도가 변하는 것으로 미루어 보아 홍삼 사포닌이 이들 다세포 구조물의 발생에도 영향을 미치는 것으로 생각된다. 편평상피암의 전암병소라 일컬어지는 편평상피화생의 경우홍삼 사포닌의 존재 하에 이들의 생성이 억제되고 분화가된 ductal colony들의 수가 증가된 것으로 보아 암예방 효과의 기전을 이해하는데 중요한 단서를 제공할 것으로 사료된다.

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

  • 백남인;김동선
    • Journal of Ginseng Research
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    • 제19권1호
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    • pp.45-50
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    • 1995
  • (20S)- and (20R)-protopanaxadiol were prepared from crude ginseng saponin by chemical treatment. The $^{1}H$- and $^{13}C$-NMR signals of these compounds were fully assigned by various NMR techniques such as DEPT, 1H-1H COSY, HMQC, HMBC and NOESY.

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정상홍삼과 불량홍삼의 화학적 특성 (Chemical Characteristics of Normal and Inferior Parts in Korean Red Ginseng)

  • 김천석;이종원;도재호
    • Journal of Ginseng Research
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    • 제25권2호
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    • pp.89-93
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    • 2001
  • This study was carried out to investigate a point of difference in chemical characteristics between normal and inferior Korean red ginseng (Naeback red ginseng=red ginseng with white part of clear boundary in phloem and/or xylem of ginseng body, saengnaeback red ginseng=red ginseng with white part of indistinct boundary). content of total sugar as chemical components of naeback and saengnaeback part from Korean red ginseng were less than that of normal part, and content of reducing sugar in normal and saengnaebakc part showed higher than that of naeback part. But differences in content of total phenolic compounds was not found. The content of crude saponin in normal part was highest, amounts of ginsneoside were about same. The content of constituent amino acid in normal part was about 2 times as compared with those in naeback and saengnaeback part in red ginseng. Among the various amino acids, the contents of arginine, glutamic acid, aspartic acid, leucine and alanine of normal and naeback part were higher than others, but in saengnaeback proline, glutamic acid, aspartic acid, threonin and glycine etc. were higher. In the total amount of free amino acids, those in normal, naeback and saengnaeback part were about the same one another, and arginine, glutamic acid and aspartic acid were major free amino acids.

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Identification of Dammarane-type Triterpenoid Saponins from the Root of Panax ginseng

  • Lee, Dong Gu;Lee, Jaemin;Yang, Sanghoon;Kim, Kyung-Tack;Lee, Sanghyun
    • Natural Product Sciences
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    • 제21권2호
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    • pp.111-121
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    • 2015
  • The root of Panax ginseng, is a Korea traditional medicine, which is used in both raw and processed forms due to their different pharmacological activities. As part of a continued chemical investigation of ginseng, the focus of this research is on the isolation and identification of compounds from Panax ginseng root by open column chromatography, medium pressure liquid chromatography, semi-preparative-high performance liquid chromatography, Fast atom bombardment mass spectrometric, and nuclear magnetic resonance. Dammarane-type triterpenoid saponins were isolated from Panax ginseng root by open column chromatography, medium pressure liquid chromatography, and semi-preparative-high performance liquid chromatography. Their structures were identified as protopanaxadiol ginsenosides [gypenoside-V (1), ginsenosides-Rb1 (2), -Rb2 (3), -Rb3 (4), -Rc (5), and -Rd (6)], protopanaxatriol ginsenosides [20(S)-notoginsenoside-R2 (7), notoginsenoside-Rt (8), 20(S)-O-glucoginsenoside-Rf (9), 6-O-[$\alpha$-L-rhamnopyranosyl(1$\rightarrow$2-$\beta$-D-glucopyranosyl]-20-O-$\beta$-D-glucopyranosyl-$3\beta$,$12\beta$, 20(S)-dihydroxy-dammar-25-en-24-one (10), majoroside-F6 (11), pseudoginsenoside-Rt3 (12), ginsenosides-Re (13), -Re5 (14), -Rf (15), -Rg1 (16), -Rg2 (17), and -Rh1 (18), and vinaginsenoside-R15 (19)], and oleanene ginsenosides [calenduloside-B (20) and ginsenoside-Ro (21)] through the interpretation of spectroscopic analysis. The configuration of the sugar linkages in each saponin was established on the basic of chemical and spectroscopic data. Among them, compounds 1, 8, 10, 11, 12, 19, and 20 were isolated for the first time from P. ginseng root.

산양산삼약침의 추출법 별 성분 및 항산화 활성 비교 (Comparison of Index Compounds Content and Antioxidative Activity of Wild Ginseng Pharmacopuncture by Extraction Methods)

  • 이대연;최병선;이인희;김재현;권필승
    • 대한한방내과학회지
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    • 제39권3호
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    • pp.313-322
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    • 2018
  • Objectives: Wild ginseng pharmacopuncture is widely used in oriental medicine. However, there is no standard method for efficiently extracting the active ingredient. In this study, in order to determine an efficient extraction method, wild ginseng was extracted by the distillation and 70% ethanol reflux methods, respectively. In comparing each extract, the index compounds were analyzed, and antioxidant activity was measured. Methods: The index compounds, ginsenoside Rg1 and ginsenoside Rb1, were detected using high performance liquid chromatography (HPLC). Antioxidative activities of total phenolic compounds, DPPH (${\alpha}$, ${\alpha}$-diphenyl-${\beta}$-picrylhydrazyl), ABTS (2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid)) and FRAP (ferric reducing antioxidant power) were measured to compare their bioactivities. Since saponin is known to be hemolytic, the hemolytic activity of each extract was compared. Results: The index compounds were analyzed. Nothing was detected in the wild ginseng distilled extracts (WGDE). In the wild ginseng 70% ethanol reflux extracts (WGEE), ginsenoside Rg1 was 3.66 mg/g, and ginsenoside Rb1 was 16.70 mg/g. WGEE showed higher levels than WGDE in all antioxidative activities. In the hemolytic test, the extracts showed almost no toxicity, but WGEE showed lower toxicity than WGDE. Conclusions: In this study, it was concluded that WGEE is more advantageous than WGDE in the detection of index compounds and bioactivity. However, additional studies of additional extraction methods and other bioactivity tests are needed.

홍삼 Ext 수용액의 살균과 저장 중 성분의 변화와 생성된 침전물의 이화학적 특성 (Changes in Chemical Components of Red Ginseng Extract Solution and Physicochemical Properties of Precipitates Formed During Pterilization and Storage)

  • 김나미;이종태;양재원
    • Journal of Ginseng Research
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    • 제20권1호
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    • pp.54-59
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    • 1996
  • Red Ginseng extracts sol'n was sterilized at 85f for 20 mins and/or stored at 4$0^{\circ}C$ for 6 months and centrifuged for 20 mins at 8,500xg in order to investigate the changes in chemical components of supernatants and the properties of precipitates. Contents of crude saponin and ginsenoside-$Rb_1$, -$Rg_1$, -Re were partially decreased during heating and storage. Starch contents were decreased from 26.81% in red ginseng extracts to 17.50-8.81% in supernatants, whereas free sugar contents were increased from 15.50% to 20.29~21.35% by heating and storage. The contents of protein and minerals in supernatants were decreased, but acidic polysaccharides and polyphenol compounds were not changed. pH values of supernatants and precipitates were decreased. The absorbances of brown color precursor and brown pigment in precipitates, detected at 285 nm and 440 nm were remarkably increased. The Overa11 data suggest that precipitates in red ginseng extracts sol'n formed during steilization and storage are provably the brown pigments resulting from Maillard reaction of amino compounds with reducing sugar which could be released from starch and protein matrix and $Cu^+$, $Ca^{2+}$ and $Fe^{3+}$ ions are implicated with the reaction incorporated.

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Newly identified maltol derivatives in Korean Red Ginseng and their biological influence as antioxidant and anti-inflammatory agents

  • Jeong Hun Cho;Myoung Chong Song;Yonghee Lee;Seung-Taek Noh;Dae-Ok Kim;Chan-Su Rha
    • Journal of Ginseng Research
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    • 제47권4호
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    • pp.593-603
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    • 2023
  • Background: Korean Red Ginseng is a major source of bioactive substances such as ginsenosides. Efficacy of red ginseng extract (RGE), which contains not only saponins but also various non-saponins, has long been studied. In the water-soluble component-rich fraction of RGE (WS), a byproduct generated in the process of extracting saponins from the RGE, we identified previously unidentified molecules and confirmed their efficacy. Methods: The RGE was prepared and used to produce WS, whose components were isolated sequentially according to their water affinity. The new compounds from WS were fractionized and structurally analyzed using nuclear magnetic resonance spectroscopy. Physiological applicability was evaluated by verifying the antioxidant and anti-inflammatory efficacies of these compounds in vitro. Results: High-performance liquid chromatography confirmed that the obtained WS comprised 11 phenolic acid and flavonoid substances. Among four major compounds from fractions 1-4 (F1-4) of WS, two compounds from F3 and F4 were newly identified in red ginseng. The analysis results show that these compound molecules are member of the maltol-structure-based glucopyranose series, and F1 and F4 are particularly effective for decreasing oxidative stress levels and inhibiting nitric oxide secretion, interleukin (IL)-1β and IL-6, and tumor necrosis factor-α. Conclusion: Our findings suggest that a few newly identified maltol derivatives, such as red ginseng-derived non-saponin in the WS, exhibit antioxidant and anti-inflammatory effects, making them viable candidates for application to pharmaceutical, cosmetic, and functional food materials.

Six new dammarane-type triterpene saponins from Panax ginseng flower buds and their cytotoxicity

  • Li, Ke-Ke;Li, Sha-Sha;Xu, Fei;Gong, Xiao-Jie
    • Journal of Ginseng Research
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    • 제44권2호
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    • pp.215-221
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    • 2020
  • Background: Panax ginseng has been used for a variety of medical purposes in eastern countries for more than two thousand years. From the extensive experiences accumulated in its long medication use history and the substantial strong evidence in modern research studies, we know that ginseng has various pharmacological activities, such as antitumor, antidiabetic, antioxidant, and cardiovascular system-protective effects. The active chemical constituents of ginseng, ginsenosides, are rich in structural diversity and exhibit a wide range of biological activities. Methods: Ginsenoside constituents from P. ginseng flower buds were isolated and purified by various chromatographic methods, and their structures were identified by spectroscopic analysis and comparison with the reported data. The 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H- tetrazolium bromide method was used to test their cytotoxic effects on three human cancer cell lines. Results: Six ginsenosides, namely 6'-malonyl formyl ginsenoside F1 (1), 3β-acetoxyl ginsenoside F1 (2), ginsenoside Rh24 (6), ginsenoside Rh25 (7), 7β-hydroxyl ginsenoside Rd (8) and ginsenoside Rh26 (10) were isolated and elucidated as new compounds, together with four known compounds (3-5 and 9). In addition, the cytotoxicity of these isolated compounds was shown as half inhibitory concentration values, a tentative structure-activity relationship was also discussed based on the results of our bioassay. Conclusion: The study of chemical constituents was useful for the quality control of P. ginseng flower buds. The study on antitumor activities showed that new Compound 1 exhibited moderate cytotoxic activities against HL-60, MGC80-3 and Hep-G2 with half inhibitory concentration values of 16.74, 29.51 and 20.48 μM, respectively.