Notoginsenoside Fe (Notoginseng triterpenes)
(Synonyms: 三七叶苷,Notoginseng triterpenes; Ginsenoside Mb) 目录号 : GC33488
A saponin and metabolite of ginsenoside Rc
Cas No.:88105-29-7
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Notoginsenoside Fe is a saponin and metabolite of ginsenoside Rc that has been found in P. notoginseng.1,2 It is cytotoxic to L1210 murine skin lymphocytic leukemia cells (IC50 = 80 ?M).1
1.Bae, E.-A., Choo, M.-K., Park, E.-K., et al.Metabolism of ginsenoside Rc by human intestinal bacteria and its related antiallergic activityBiol. Pharm. Bull.25(6)743-747(2002) 2.Liu, F., Ma, N., Xia, F.-B., et al.Preparative separation of minor saponins from Panax notoginseng leaves using biotransformation, macroporous resins, and preparative high-performance liquid chromatographyJ. Ginseng Res.43(1)105-115(2019)
| Cas No. | 88105-29-7 | SDF | |
| 别名 | 三七叶苷,Notoginseng triterpenes; Ginsenoside Mb | ||
| Canonical SMILES | C[C@]12[C@@](C)([C@]3([H])C[C@@H](O)[C@]1([H])[C@@]([H])([C@](C)(CC/C=C(C)/C)O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](CO)[C@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)CC2)CC[C@@]([C@]3(C)CC6)([H])C(C)(C)[C@H]6O[C@@]7([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O7 | ||
| 分子式 | C47H80O17 | 分子量 | 917.13 |
| 溶解度 | H2O : 50 mg/mL (54.52 mM; Need ultrasonic); DMSO : < 1 mg/mL (insoluble or slightly soluble) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 1.0904 mL | 5.4518 mL | 10.9036 mL |
| 5 mM | 0.2181 mL | 1.0904 mL | 2.1807 mL |
| 10 mM | 0.109 mL | 0.5452 mL | 1.0904 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Preparative separation of gypenoside XVII, ginsenoside Rd2, and notoginsenosides Fe and Fd from Panax notoginseng leaves by countercurrent chromatography and orthogonality evaluation for their separation
J Sep Sci 2021 Aug;44(15):2996-3003.PMID:34086419DOI:10.1002/jssc.202100078.
The minor ginsenosides with less polarity may have more potent biological activities. Four minor saponins, i.e., gypenoside XVII, ginsenoside Rd2, Notoginsenoside Fe, and notoginsenoside Fd, were successfully separated from Panax notoginseng leaves (PNL) after biotransformation by one-step countercurrent chromatography using the biphasic solvent system consisting of n-butanol-ethyl acetate-water (1:4:5, v/v/v). 30 mg of the refined extract of PNL produced 1 mg of gypenoside XVII, 4 mg of Notoginsenoside Fe, 2.5 mg of ginsenoside Rd2, and 8.4 mg of notoginsenoside Fd, with purity of 74.9, 95.2, 87.3, and 97.6%, respectively. Besides, orthogonality evaluation for the separation of the four saponins using countercurrent chromatography and liquid chromatography was discussed. Four minor saponins were successfully separated from each other on a preparative scale by countercurrent chromatography from PNL, which will facilitate to provide ample of these minor saponins for further pharmacological studies.
Characterization of a Group of UDP-Glycosyltransferases Involved in the Biosynthesis of Triterpenoid Saponins of Panax notoginseng
ACS Synth Biol 2022 Feb 18;11(2):770-779.PMID:35107265DOI:10.1021/acssynbio.1c00469.
UDP-glycosyltransferase (UGT)-mediated glycosylation is a common modification in triterpene saponins, which exhibit a wide range of bioactivities and important pharmacological effects. However, few UGTs involved in saponin biosynthesis have been identified, limiting the biosynthesis of saponins. In this study, an efficient heterologous expression system was established for evaluating the UGT-mediated glycosylation process of triterpene saponins. Six UGTs (UGTPn17, UGTPn42, UGTPn35, UGTPn87, UGTPn19, and UGTPn12) from Panax notoginseng were predicted and found to be responsible for efficient and direct enzymatic biotransformation of 21 triterpenoid saponins via 26 various glycosylation reactions. Among them, UGTPn87 exhibited promiscuous sugar-donor specificity of UDP-glucose (UDP-Glc) and UDP-xylose (UDP-Xyl) by catalyzing the elongation of the second sugar chain at the C3 or/and C20 sites of protopanaxadiol-type saponins with a UDP-Glc or UDP-Xyl donor, as well as at the C20 site of protopanaxadiol-type saponins with a UDP-Glc donor. Two new saponins, Fd-Xyl and Fe-Xyl, were generated by catalyzing the C3-O-Glc xylosylations of notoginsenoside Fd and Notoginsenoside Fe when incubated with UGTPn87. Moreover, the complete biosynthetic pathways of 17 saponins were elucidated, among which notoginsenoside L, vinaginsenoside R16, gypenoside LXXV, and gypenoside XVII were revealed in Panax for the first time. A yeast cell factory was constructed with a yield of Rh2 at 354.69 mg/L and a glycosylation ratio of 60.40% in flasks. Our results reveal the biosynthetic pathway of a group of saponins in P. notoginseng and provide a theoretical basis for producing rare and valuable saponins, promoting their industrial application in medicine and functional foods.
Biotransformation of the saponins in Panax notoginseng leaves mediated by gut microbiota from insomniac patients
J Sep Sci 2023 Mar;46(6):e2200803.PMID:36661243DOI:10.1002/jssc.202200803.
Saponins extracted from Panax notoginseng leaves by methanol or water could be orally administrated for insomnia with very low bioavailability, which might be bio-converted by gut microbiota to generate potential bioactive products. Moreover, gut microbiota profiles from insomniac patients are very different from healthy subjects. We aimed to compare the metabolic characteristics and profiles of the two saponins extract by incubation with gut microbiota from insomniac patients. The ginsenosides, notoginsenosides, and metabolites were identified and relatively quantified by high-performance liquid chromatography-tandem mass spectrometry. Gut microbiota was profiled by 16S ribosomal RNA gene sequencing. The results showed that saponins were very different between methanol or water extract groups, which were metabolized by gut microbiota to generate similar yields. The main metabolites included ginsenoside Rd, ginsenoside F2 , ginsenoside C-Mc or ginsenoside C-Y, ginsenoside C-Mx, ginsenoside compound K, and protopanaxadiol in both groups, while gypenoside XVII, Notoginsenoside Fe, ginsenoside Rd2 , and notoginsenoside Fd were the intermediates in the methanol group. Moreover, the microbial, Faecalibacterium prausnitzi, could bio-convert the saponins to obtain the corresponding metabolites. Our study implied that saponins extracted from P. notoginseng leaves by methanol or water could be used for insomniac patients due to gut microbiota biotransformation.
Quantitative Characterization of Ginsenoside Biotransformation in Panax notoginseng Inflorescences and Leaves by Online Two-Dimensional Liquid Chromatography Coupled to Mass Spectrometry
J Agric Food Chem 2020 May 13;68(19):5327-5338.PMID:32320608DOI:10.1021/acs.jafc.0c01746.
Panax notoginseng inflorescences (PNI) and leaves (PNL) are commonly used as folk medicine and food supplements. In this study, an online two-dimensional hydrophilic interaction × reversed-phase liquid chromatography coupled to linear trap quadropole mass spectrometry method was developed to determine 24 ginsenosides, including two novel compounds, in PNI and PNL extracted by water and methanol. Our data demonstrated that ginsenosides Rd, Rc, Rb2, Rb3, Rb1, Ra2, Ra1, and Ra3 in both PNI and PNL extracted by water rather than methanol can be transformed to ginsenoside F2, Notoginsenoside Fe, ginsenoside Rd2, notoginsenoside Fd, gypenoside XVII, PN02, PN01, and PN03, respectively, by selectively cleaving the β-(1→2)-glucosidic linkage at the C-3 position. Ginsenoside transformation was further verified to be mediated by the proteins isolated from samples. Additionally, the two newly discovered transformed products, namely, PN02 and PN03, were prepared and identified as novel compounds by nuclear magnetic resonance. Our findings provide new insight into the importance of extraction solvents on the component profile of natural products.
Microbial transformation of ginsenosides Rb1, Rb3 and Rc by Fusarium sacchari
J Appl Microbiol 2010 Sep;109(3):792-8.PMID:20337761DOI:10.1111/j.1365-2672.2010.04707.x.
Aims: This study examined the transformation pathways of ginsenosides G-Rb(1) , G-Rb(3) , and G-Rc by the fungus Fusarium sacchari. Methods and results: Ginsenosides G-Rb(1) , G-Rb(3) and G-Rc were isolated from leaves of Radix notoginseng, and their structural identification was confirmed using NMR. Transformation of G-Rb(1) , G-Rb(3) and G-Rc by Fusarium sacchari was respectively experimented. Kinetic evolutions of G-Rb(1) , G-Rb(3) and G-Rc and their metabolites during the cell incubation were monitored by HPLC analysis. High-performance liquid chromatography (HPLC) was used for monitoring the transformation kinetics of bioactive compounds during F. sacchari metabolism. Conclusions: Ginsenoside C-K was transformed by F. sacchari from G-Rb(1) via G-Rd or via G-F(2) , or from G-Rb(1) via firstly Rd and then G-F(2) , and C-Mx was transformed by F. sacchari or directly from Rb(3) , or from Rb(3) via Gy-IX, while G-Mc was transformed by F. sacchari directly from G-Rc. Furthermore, C-K could be also formed from G-Rc via Notoginsenoside Fe (N-Fe). Significance and impact of the study: The results showed an important practical application in the preparation of ginsenoside C-K. As our precious research indicated C-K possessed much more antitumor activities than C-Mx and G-Mc, so according to the transformation pathways proposed by this work, the production of antitumor compound C-K may be performed by biotransformation of G-Rb(1) previously isolated from PNLS.