• Title/Summary/Keyword: sapogenins

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PHARMACOKINETICS OF GINSENG COMPOUNDS

  • Chen Shiow-Edith;Sawchuk Ronald J.;Staba E. John
    • Proceedings of the Ginseng society Conference
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    • 1978.09a
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    • pp.55-66
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    • 1978
  • Five ginsenosides $(A_1,\;A_2,\;B_1,\;B_2,\;C)$ and a yellow pigment were isolated from American ginseng stems and leaves. Ginsenoside $A_2,\;B_1,\;B_2$ and C were proven to be identical with Korean ginseng root ginsenoside $Rg_1,$ Rd, Re and $Rb_2,$ respectively. The yellow pigment proved identical with panasenoside isolated from Korean ginseng leaves. Ginsenoside $A_1$, which was also present in American ginseng roots, was not identical to any of the known root (ginsenoside $R_{0}-Rg_{2}$) and leaf (ginsenoside $F_{1}-F_{3}$) Korean ginseng saponins. A gas-liquid chromatographic method was developed to analyze ginsenosides and sapogenins in rabbit plasma and urine samples. Panasenoside and stigmasterol were found to be the best internal standards for ginsenosides and sapogenihs, respectively. Ginsenoside C had a significantly longer half-life, higher plasma protein binding, lower metabolic and renal clearance than ginsenoside $A_1,\;A_2\;and\;B_2$. Ginsenosides were not found in rabbit plasma and urine samples after oral administration. Ginsenoside C had a higher toxicity than ginsenoside $A_2$ after intraperitoneal administration to mice. Toxicity was not observed after oral administration of the ginsenosides.

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Identification of Ginseng Sapogenin and Quantitative Determination of $Ginsenoside-Rb_1$ from Crude Drug Preparation Containing Bupleuri Radix (시호(柴胡)함유 생약제제(生藥製劑)중 인삼(人蔘) Sapogenin의 확인 및 $Ginsenoside-Rb_1$의 분리 정량)

  • Choi, Kang-Ju;Ko, Sung-Ryong;Jeon, Byeong-Seon;Sung, Hyun-Soon
    • Korean Journal of Pharmacognosy
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    • v.20 no.3
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    • pp.175-179
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    • 1989
  • From crude drug preparation(Soshiho-Tang) ginseng sapogenins were identified by TLC and $ginsenoside-Rb_1$ was determined quantitatively by HPLC. Panaxadiol, pandaxatriol, acid-hydrolysates of ginseng saponin, were identified by TLC with benzene/acetone(4 : 1, v/v). Rf values of which were measured as 0.26 and 0.14, respectively. The content of $ginsenoside-Rb_1$ was determined by HPLC on $Lichrosorb-NH_2$ column with $CH_3CN/H_2O/n-BuOH$(80 : 20 : 10, v/v). Its recovery rate in the extract granules, was as relatively low as $19.8{\pm}1.4%$ compared to the content in raw red ginseng.

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Recent Studies on the Chemical Constituents of Korean Ginseng (Panax ginseng C. A. Meyer) (고려인삼의 화학성분에 관한 고찰)

  • 박종대
    • Journal of Ginseng Research
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    • v.20 no.4
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    • pp.389-415
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    • 1996
  • Panax ginseng C.A. Meyer(Araliaceae) has been traditionally used as an expensive and precious medicine in oriental countries for more than 5, 000 years. Ginseng saponin isolated from the root of Panax ginseng have been regarded as the main effective components responsible for the pharmacological and biological activities. Such as antiaging effects. antidiabetic effects anticancer effects. Protection against physical and chemical stress. Analgesic and antipyretic effects. Effects on the central nervous system, tranquilizing action and others. Thirty kinds of ginsenosides have been so far isolated from ginseng saponin and their chemical structures have been elucidated since 1960's. Among which protopanaxadiol type is 19 kinds. protopanaxatriol type. 10 kinds and oleanane type, one. Since ginsenosides are generally labile under acidic conditions ordinary acid hydrolysis is always accompanied by many side reactions, such as epimerization. hydroxylation and cyclization of side chain of the sapogenins Especially. it is well known that C-20 glycosyl linkage of ginsenoside was hydrolysed on heating with acetic acid to give an equilibrated mixture of 20(S) and 20(R) epimers. And also, the chemical transformations of the secondary metabolites have appeared during the steaming process to prepare red ginseng. Indicating demalonylation of malonyl ginsenosides, elimination of glycosyl residue at C-20 and isomerization of hydroxyl configuration at C-20. But these studies have not provided a comprehensive picture in explaning how these ginsenosides showed val'iotas pharmacological activities of ginseng. Though some of them have been involved in the mechanism of pharmacological actions. Recently, non-saponin components have received a great deal of attention for their antioxidant, anticancer antidiabetic, immunomodulating. anticomplementary activities and so on. To meet the demand for such wide applications, studies on the non-saponin components play an important role in providing a good evidence of pharmacological and biol ogical activities. Among the non-saponin constituents of Korean ginseng, polyacetylenes, phenols. Sesquiterpenes, alkaloids. polysaccharides oligosaccharides, oligopeptides and aminoglycosides together with ginsenosides of terrestrial part are mainly described.

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Purification of ginseng rare sapogenins 25-OH-PPT and its hypoglycemic, antiinflammatory and lipid-lowering mechanisms

  • Xu, Jing;Liu, Hairong;Su, Guangyue;Ding, Meng;Wang, Wei;Lu, Jincai;Bi, Xiuli;Zhao, Yuqing
    • Journal of Ginseng Research
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    • v.45 no.1
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    • pp.86-97
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    • 2021
  • Background: Panax ginseng Meyer has been used as a nourishing edible herb in East Asia for thousands of years. 25-OH-PPT was first discovered as a natural rare triterpenoid saponin in ginseng stems and leaves by our group. Research found that it showed strong inhibitory effects on α-glucosidase and protein tyrosine phosphatase 1B, and protected cardiocytes (H9c2) through PI3K/Akt pathway. Methods: In the research, in order to optimize the 25-OH-PPT enrichment process, optimal macroporous resins and optimal purification conditions were studied. Meanwhile, the hypoglycemic effect and mechanism of 25-OH-PPT were evaluated by using STZ to establish insulin-dependent diabetic mice and the spontaneous type 2 diabetes DB/DB mice. Results and Conclusion: Research found that 25-OH-PPT can reduce blood glucose and enhance glucose tolerance in STZ model mice. It increases insulin sensitivity by upregulating GLUT4 and AMPK in skeletal muscle, and activating insulin signaling pathways. In DB/DB mice, 25-OH-PPT achieves hypoglycemic effects mainly by activating the insulin signaling pathway. Meanwhile, through the influence of liver inflammatory factors and lipids in serum, it can be seen that 25-OH-PPT has obvious anti-inflammatory and lipid-lowering effects. These results provide new insights into the study of ginseng as a functional food.

Cytotoxic and Apoptotic Effects of Saponins from Akebia quinata on HepG2 Hepatocarcinoma Cells (으름유래 사포닌의 HepG2 간암세포에 대한 세포독성 및 세포자살유도 효과)

  • Kang, Hye-Sook;Kang, Jae-Seon;Jeong, Woo-Sik
    • Food Science and Preservation
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    • v.17 no.3
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    • pp.311-319
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    • 2010
  • Four saponins (1~4) were isolated from Akebia quinata pericarp through bioassay-guided fractionation. Pericarps of A. quinata were extracted with ethanol and sequentially fractionated with dichloromethane, ethyl acetate, butanol and water. Compounds 1~4 from the butanol fraction were identified as 3-O-${\alpha}$-L-arabinopyranosyl hederagenin (${\delta}$-hederin), 3-O-${\alpha}$-L-rhamnopyranosyl (1${\rightarrow}$2) ${\alpha}$-L-arabinopyranoly oleanolic acid (${\beta}$-hederin), 3-O-${\beta}$-D-xylopyranosyl (1${\rightarrow}$3) ${\alpha}$-L-arabinopyranosyl hederagenin (saponin C), and 3-O ${\alpha}$-L-rhamnopyranosyl (1${\rightarrow}$2) ${\alpha}$-L-arabinopyranosyl hederagenin (${\alpha}$-hederin) based on the spectroscopic evidences, respectively. Oleanolic acid and hederagenin were identified as the corresponding sapogenins by acid-hydrolysis. These compounds exhibited strong cytotoxic activity in MTS [3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxy-methoxyphenyl)-2-(4-sulfophenyl)-2H- tetrazolium, inner salt] assay on HepG2 cells. ${\beta}$-Hederin obviously attenuated the expression of bcl-2, an anti-apoptotic protein. All of the compounds also induced the activity of caspase-3, an apoptotic enzyme, while ${\alpha}$-hederin was the most potent activator of the enzyme. Our data demonstrate for the first time the apoptosis-inducing activity of A. quinata. These results suggest that A. quinata could be used as a potential source of natural cancer chemopreventive agents.

Property and Inhibition of the Hydrolysis of Ginseng Saponins by Organic Acids Neutralization in Ginseng Extract Preparations (인삼(人蔘)의 가열추출(加熱抽出) 과정(過程) 중 사포닌의 가수분해(加水分解) 특성(特性) 및 유기산중화(有機酸中和)에 의한 분해억제(分解抑制))

  • Jeong, Seung-Ii;Lee, Yong-Gu;Kim, Cheon-Suk;Lee, Seong
    • Korean Journal of Medicinal Crop Science
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    • v.6 no.4
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    • pp.305-310
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    • 1998
  • Glucosidic bond at the $C_{20}$ position of the sapogenins was hydrolyzed easily in the lower pH, higher temperature and longer time to give prosapogenins and sugars. The glucosidic bond of saponin at the $C_3\;of\; ginsenoside-Rb_1\;$, which is secondary carbon, was relatively stable due to the low electron density of -0.2. But the bond of saponin at the $C_{20}$ position, which is tertiary carbon with the relatively high electron density of -0.3, was liable to be hydrolyzed even in weak acidic solution by the increase of heating time. On the other hand, fresh and white ginseng contained 4.12 mg/g, 13.05 mg/g of citric acid, 0.68 mg/g, 2.18 mg/g of malonic acid, 1.13 mg/g, 3.68 mg/g of oxalic acid, 2.68 mg/g, 8.62 mg/g of malic acid and 0.13 mg/g, 0.46 mg/g of succinic acid, respectively. Ginseng saponins were very stable in ginseng extract neutralized with sodium carbonate or sodium bicarbonate corresponding to the equivalent amount of the total organic acid in the ginseng.

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