• 제목/요약/키워드: triol ginsenoside

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수용액(水溶液)에서 인삼배당체(人蔘配糖體)의 분자결합양상(分子結合樣相) (Pattern of Molecular Aggregation of Ginsenosides in Aqueous Solution)

  • 박훈;이미경;박귀희
    • Applied Biological Chemistry
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    • 제29권2호
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    • pp.198-206
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    • 1986
  • 정제인삼(精製人蔘)사포닌의 수용액을 분자투석막(分子透析膜)(분자량(分子量) 12000)을 통(通)하여 투석(透析)하거나 Bio-Gel P-2(분자량(分子量) $200{\sim}2000$)gel을 통과시켜 분취(分取)하고 HPLC로 ginsenoside를 분석(分析)하였다. Ginsenoside는 분자결합양상(分子結合樣相)과 분자내(分子內) 친수성기(親水性基)의 공간배열(空間配列)에 따라 3군(群)으로 분류(分類)되었다. 제(第) I 군(群)은 거대(巨大)미셀 형성자(形成者)로 결합분자수(結合分子數)가 10이상이며 I면친수기형(面親水基形)이고 panaxadiol인 $Ginsenoside\;Rb_1$, $Rb_2$, Rc 및 Rd가 포함된다. 제(第)II군(群)은 소(小)미셀형성자(形成者)로 결합분자수(結合分子數)가 10이상(以上)에서 1까지이고 불완전(不完全) 양면친수기형(兩面親水基形)이며 triol인 $Rg_2$와 Rf 및 diol인 $Rg_3$가 포함된다. 제(第)III군(群)은 단분자(單分子)로 존재(存在)하며 양면친수기형(兩面親水基形)이고 triol인 Re와 $Rg_1$을 포함한다.

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THE EFFECT OF GINSENOSIDE-TRIOL ON THE POSTOPERATIVE RECOVERY IN GYNECOLOGICAL PATIENTS

  • Chang Yoon Seok;Lee Jin Yong;Kim Chong Woo
    • 고려인삼학회:학술대회논문집
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    • 고려인삼학회 1978년도 학술대회지
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    • pp.79-84
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    • 1978
  • Ginseng has been widely used in the Oriental world for more than 2,000 years. Its chemical and pharmacological studies have been published by many investigators of many countries. But its clinical studies have not been performed in satsifactory amount. This study was carried out to evaluate the effect of ginsenoside-triol on the postoperative recovery in 120 cases of gynecological laparotomies. Daily dose of 0.23 gram of ginsenoside-triol was administered orally for three weeks after surgery to 60 cases, and placebo to 60 cases as control. Hemoglobin, hematocrit, leukocyte count, serum total protein, albumin, cholesterol and glucose were studied at pre- and postadministration. At the same time, body weight, blood pressure and subjective symptoms such as appetite, bowel movement and digestion were checked. The results obtained were summarized as follows: 1) The side effect was nil. 2) Hemoglobin and hematocrit Were more increased in treated group than in control group, but the changes were not significant. 3) Serum total protein was more significantly increased in treated group than in control group. 4) Serum cholesterol was significantly less increased in treated group than in control group. 5) Serum glucose level was significantly decreased in both groups, more significantly in control group. 6) Body weight was significantly increased in treated group.

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영양액재배 인삼근의 진세노사이드 조성에 미치는 N.P.K.의 영향 (Effect of Nitrogen Phosphorus and Potassium on Ginsenoside Composition of Panax Ginseng Root Grown with Nutrient Solution)

  • 박훈;이미경;이종화
    • Applied Biological Chemistry
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    • 제29권1호
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    • pp.78-82
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    • 1986
  • 버미큐라이트 폿드 시험으로 묘삼(苗蔘)의 양액재배(養液栽培)에서 N.P.K.의 수준(水準)을 달리하여 근중 ginsenoside의 함량변화(含量變化)를 조사(調査)하였다. 이들 중 어느 하나의 결제 또는 증가는 사포닌 함량(含量)의 증가 또는 감소를 보였다. 사포닌 함량에 영향을 가장 크게 주는 것은 질소이고(15.5%에서 8.9%) P.K.의 순(順)이었다. 각 ginsenoside 함량에서도 유사(類似)한 결과를 보였다. 양분환경변화에 의한 함량변이(含量變異)의 순위(順位)는 $Rd>Rb_1>Rg_1+Rf>Rc>Rg_2{\geqq}Rb_2>Re$로 Re가 가장 둔감하며 다른 요인에 관하여도 둔감할 것으로 보였다. Diol 총량이 triol 총량보다 민감하나 이들의 비(比)는 절반의 변이계수를 보였다. 영양조건에 의한 각(各) ginsenoside의 변이(變異)는 그 함량(含量)과는 무관(無關)하였다. Ginsenoside pattern의 유사도(類似度)는 총 사포닌 함량에 차이가 큰 처리간에서 낮아졌다. 뿌리의 생육(生育)은 수도수구(水道水區)에서만 유의성있게 적었다.

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Diol-ginsenosides from Korean Red Ginseng delay the development of type 1 diabetes in diabetes-prone biobreeding rats

  • Ju, Chung;Jeon, Sang-Min;Jun, Hee-Sook;Moon, Chang-Kiu
    • Journal of Ginseng Research
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    • 제44권4호
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    • pp.619-626
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    • 2020
  • Background: The effects of diol-ginsenoside fraction (Diol-GF) and triol-ginsenoside fraction (Triol-GF) from Korean Red Ginseng on the development of type 1 diabetes (T1D) were examined in diabetes-prone biobreeding (DP-BB) rats that spontaneously develop T1D through an autoimmune process. Methods: DP-BB female rats were treated with Diol-GF or Triol-GF daily from the age of 3-4 weeks up to 11-12 weeks (1 mg/g body weight). Results: Diol-GF delayed the onset, and reduced the incidence, of T1D. Islets of Diol-GF-treated DP-BB rats showed significantly lower insulitis and preserved higher plasma and pancreatic insulin levels. Diol-GF failed to change the proportion of lymphocyte subsets such as T cells, natural killer cells, and macrophages in the spleen and blood. Diol-GF had no effect on the ability of DP-BB rat splenocytes to induce diabetes in recipients. Diol-GF and diol-ginsenoside Rb1 significantly decreased tumor necrosis factor α production, whereas diol-ginsenosides Rb1 and Rd decreased interleukin 1β production in RAW264.7 cells. Furthermore, mixed cytokine- and chemical-induced β-cell cytotoxicity was greatly inhibited by Diol-GF and diol-ginsenosides Rc and Rd in RIN5mF cells. However, nitric oxide production in RAW264.7 cells was unaffected by diol-ginsenosides. Conclusion: Diol-GF, but not Triol-GF, significantly delayed the development of insulitis and T1D in DP-BB rats. The antidiabetogenic action of Diol-GF may result from the decrease in cytokine production and increase in β-cell resistance to cytokine/free radical-induced cytotoxicity.

Ginsentology II: Chemical Structure-Biological Activity Relationship of Ginsenoside

  • Lee, Byung-Hwan;Nah, Seung-Yeol
    • Journal of Ginseng Research
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    • 제31권2호
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    • pp.69-73
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    • 2007
  • Since chemical structures of ginsenoside as active ingredient of Panax ginseng are known, accumulating evidence have shown that ginsenoside is one of bio-active ligands through the diverse physiological and pharmacological evaluations. Chemical structures of ginsenoside could be divided into three parts depending on diol or triol ginsenoside: Steroid- or cholesterol-like backbone structure, carbohydrate portions, which are attached at the carbon-3, -6 or -20, and aliphatic side chain coupled to the backbone structure at the carbon-20. Ginsenosides also exist as stereoisomer at the carbon-20. Bioactive ligands usually exhibit the their structure-function relationships. In ginsenosides, there is little known about the relationship of chemical structure and biological activity. Recent reports have shown that ginsenoside $Rg_3$, one of active ginsenosides, exhibits its differential physiological or pharmacological actions depending on its chemical structure. This review will show how ginsenoside $Rg_3$, as a model compound, is functionally coupled to voltage-gated ion channel or ligand-gated ion channel regulations in related with its chemical structure.

SYNTHESIS OF THE GINSENG GLYCOSIDES AND THEIR ANALOGS

  • Elyakov G. B.;Atopkina L. N.;Uvarova N. I.
    • 고려인삼학회:학술대회논문집
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    • 고려인삼학회 1993년도 학술대회지
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    • pp.74-83
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    • 1993
  • In an attempt toward the synthesis of the difficulty accessible ginseng saponins the four dammarane glycosides identical to the natural $ginsenosides-Rh_2,$ - F2, compound K and chikusetsusaponin - LT8 have been prepared from betulafolienetriol(=dammar-24-ene-$3{\alpha},12{\beta}\;20(S)-triol).\;3-O-{\beta}-D-Glucopyranoside$ of 20(S) - protopanaxadiol $(=ginsenoside-Rh_2)$ have been obtained by the regio - and stereoselective glycosylation of the $12-O-acetyldammar-24-ene-3{\beta},\;12{\beta},$ 20(S)-triol. The 12-ketoderivative of 20(S)-protopanaxadiol has been used as aglycon in synthesis of chikusetsusaponin - LT8. Attempted regio - and stereoselective glycosylation of the less reactive tertiary C - 20 - hydroxyl group in order to synthesize the $20-O-{\beta}-D-glucopyranoside$ of 20(S)-protopanaxadiol(=compound K) using 3, 12 - di - O - acetyldammar - 24 - ene - $3{\beta},12{\beta},20(S)$-trial as aglycon was unsuccessful. Glycosylation of 3, 12 - diketone of betulafolienetriol followed by $NaBH_4$ reduction yielded the $20-O-{\beta}-D-glucopyranoside\;of\;dammar-24-ene-3{\beta},12{\alpha},$ 20(S)-triol, the $12{\alpha}-epimer$ of 20(S) - protopanaxadiol. Moreover, a number of semisynthetic ocotillol - type glucosides, analogs of natural pseudoginsenosides, have been prepared.

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NaCl 농도가 인삼의 ginsenoside 함량과 pH 및 색의 변화에 미치는 영향 (Effect on the change of ginsenosides, pH and color by NaCl concentration)

  • 박명한;이종원;이종태;김교창
    • Applied Biological Chemistry
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    • 제36권4호
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    • pp.260-264
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    • 1993
  • 인삼을 조미제품의 첨가성분으로 이용할 때 그 NaCl 농도에서 인삼성분의 안정성을 규명하기 위하여, 미삼과 홍삼정을 NaCl 농도별로 처리하여 pH, 색상 및 ginsenosides 함량을 조사한 결과, 미삼의 경우 NaCl 농도가 증가 할수록 pH는 높아졌으나 홍삼정 시험구에서는 유의적인 변화가 없었다. 색상은 NaCl 농도가 증가 될수록 감소하였다. n-BuOH extract 수율은 5% NaCl 농도에서 감소하였고 그 이상의 농도에서는 증가하는 경향을 나타내었으며, 증감 범위는 홍삼정이 컸다. Ginsenosides 함량은 diol계 saponin인 ginsenoside-Re, $-Rb_1$, $-Rb_2$, -Rc, -Rd 및 triol계 saponin인 ginsenoside-Re 모두 5% NaCl 농도에서 감소하였고 그 이상의 농도에서 증가하는 경향이었으며, 특히 ginsenoside-Re가 가장 민감한 증감의 변화를 보였다.

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Matrix metalloproteinase-13 downregulation and potential cartilage protective action of the Korean Red Ginseng preparation

  • Lee, Je Hyeong;Shehzad, Omer;Ko, Sung Kwon;Kim, Yeong Shik;Kim, Hyun Pyo
    • Journal of Ginseng Research
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    • 제39권1호
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    • pp.54-60
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    • 2015
  • Background: The present study was designed to prepare and find the optimum active preparation or fraction from Korea Red Ginseng inhibiting matrix metalloproteinase-13 (MMP-13) expression, because MMP-13 is a pivotal enzyme to degrade the collagen matrix of the joint cartilage. Methods: From total red ginseng ethanol extract, n-BuOH fraction (total ginsenoside-enriched fraction), ginsenoside diol-type-enriched fraction (GDF), and ginsenoside triol-type-enriched fraction (GTF) were prepared, and ginsenoside diol type-/F4-enriched fraction (GDF/F4) was obtained from Panax ginseng leaf extract. Results: The n-BuOH fraction, GDF, and GDF/F4 clearly inhibited MMP-13 expression compared to interleukin-$1{\beta}$-treated SW1353 cells (human chondrosarcoma), whereas the total extract and ginsenoside diol-type-enriched fraction did not. In particular, GDF/F4, the most effective inhibitor, blocked the activation of p38 mitogen-activated protein kinase (p38 MAPK), c-Jun-activated protein kinase (JNK), and signal transducer and activator of transcription-1/2 (STAT-1/2) among the signal transcription pathways involved. Further, GDF/F4 also inhibited the glycosaminoglycan release from interleukin-$1{\alpha}$-treated rabbit cartilage culture (30.6% inhibition at $30{\mu}g/mL$). Conclusion: Some preparations from Korean Red Ginseng and ginseng leaves, particularly GDF/F4, may possess the protective activity against cartilage degradation in joint disorders, and may have potential as new therapeutic agents.

무기영양변화에서 인삼근Ginsenoside의 상호관계 (Relationship among Ginsenosides of Panax ginseng Root under the Variation of Mineral Nutrients)

  • 이미경;민진숙;박훈
    • Journal of Ginseng Research
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    • 제10권1호
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    • pp.101-107
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    • 1986
  • 양분조성(N.P.K)을 달리하여 양액재배한 인삼근(2년생)에서 ginsenoside, triol(PT), diol(PD) 및 총saponin(TS)과의 관계를 단순, 다중회귀 및 standard partial regression coefficient의 검정으로 분석하였다. ginsenoside 상호간의 밀접도는 분자구조의 유이도와 관계가 깊은 것으로 나타났다. PT는 Re와 Rg1에 의존하였으며 PD의 변화는 Rb1>Rb2$\geq$Rd>Rc의 순으로 의존하였다. TS도 PD에 의존도가 커서 TS가 클수록 PT/PD가 적어졌다. PT가 커지면 PD는 더 커지므로 PT와 PT/PD는 부상관을 보였다. 근중이 커지면 모든 ginsenoside는 감소하는 경향이며 Re와는 유의성이 있었다.

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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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