Gypenoside XLVI
(Synonyms: 绞股蓝皂苷 XLVI) 目录号 : GC36206
Gypenoside XLVI 是一种来自绞股蓝 (Gynostamma pentaphallum) 的主要达玛烷型三萜皂苷之一。Gypenoside XLVI 具有四环三萜结构，并具有有效的非小细胞肺癌 A549 细胞抑制活性。
Cas No.:94705-70-1
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Gypenoside XLVI is one of the major dammarane-type triterpenoid saponins from Gynostamma pentaphallum[1]. Gypenoside XLVI has a tetracyclic triterpene structure and possess potent non-small cell lung carcinoma A549 cell inhibitory activity[2].
[1]. Zheng Y , et al. Gynosaponin TN-1 producing from the enzymatic conversion of gypenoside XLVI by naringinase and its cytotoxicity on hepatoma cell lines. Food Chem Toxicol. 2018 Sep;119:161-168. [2]. Zhang L , et al. Simultaneous determination of gypenoside LVI, gypenoside XLVI, 2α-OH-protopanaxadiol and their two metabolites in rat plasma by LC-MS/MS and its application to pharmacokinetic studies. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Nov 15;1005:9-16.
| Cas No. | 94705-70-1 | SDF | |
| 别名 | 绞股蓝皂苷 XLVI | ||
| Canonical SMILES | CC12C(CC(O)C3C2(CCC3C(CC/C=C(C)/C)(C)OC4OC(C(O)C(O)C4O)CO)C)C5(C(C(C)(C(OC6C(C(C(O)C(CO)O6)O)OC7OC(C(O)C(O)C7O)CO)C(O)C5)C)CC1)C | ||
| 分子式 | C48H82O19 | 分子量 | 963.15 |
| 溶解度 | Soluble in DMSO | 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。 |
||
| 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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 1.0383 mL | 5.1913 mL | 10.3826 mL |
| 5 mM | 0.2077 mL | 1.0383 mL | 2.0765 mL |
| 10 mM | 0.1038 mL | 0.5191 mL | 1.0383 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。
[Determination of Gypenoside XLVI and LVI in Gynostemma pentaphyllum from Fujian by ultra-high performance liquid chromatography-charged aerosol detector]
Se Pu 2022 Sep;40(9):833-842.PMID:36156630DOI:10.3724/SP.J.1123.2022.01024.
Gynostemma pentaphyllum (Thunb.) Makino contains dammarane-type triterpenoid saponins, similar to ginseng, with a host of pharmacological activities. However, its planting resources and chemical composition are quite complex. The chemical constituents of Gynostemma pentaphyllum vary drastically among different origins and varieties. Thus, the corresponding quality control methods also need to be different. Currently, limited information is available about the quality control of Gynostemma pentaphyllum from Fujian. A new method based on ultra-high performance liquid chromatography-charged aerosol detection (UHPLC-CAD) was established for the determination of Gypenoside XLVI and LVI in Gynostemma pentaphyllum. The major components of Gynostemma pentaphyllum were characterized using UHPLC-quadrupole time-of-flight-mass spectrometry (UHPLC-Q-TOF/MS) combined with UHPLC-CAD. The results revealed Gypenoside XLVI, LVI, and their corresponding malonyl-containing acidic saponins as the main components. However, malonylgypenoside XLVI and LVI can easily remove their malonyl group and convert to Gypenoside XLVI and LVI during the application of Gynostemma pentaphyllum. In this study, the samples were pretreated using alkali hydrolysis to transform the acid saponins completely, and the final contents of Gypenoside XLVI and LVI were determined via UHPLC-CAD. The optimal alkaline hydrolysis, extraction, and liquid chromatography conditions were established. First, the alkaline hydrolysis conditions were optimized. The effects of the volume of ammonia and reaction time on the contents of Gypenoside XLVI, LVI, malonylgypenoside XLVI, and LVI were examined. Malonylgypenoside XLVI and LVI could be transformed completely to Gypenoside XLVI and LVI by standing for 24 h in an ethanol-water-ammonia (50∶46∶4, v/v/v) mixture. Furthermore, the extraction conditions were optimized. Next, effects of the different solvents, extraction time, and solid-liquid ratio on the extraction rates of Gypenoside XLVI and LVI were investigated. The extraction method for Gynostemma pentaphyllum powder using the ethanol-water-ammonia (50∶46∶4, v/v/v) and a solid-liquid ratio of 1∶150 (g∶mL) for 30 min was established. Finally, a prepared test solution was separated on a Waters ACQUITY UPLC BEH C18 chromatographic column (100 mm×2.1 mm, 1.7 μm). Acetonitrile and 0.1% (v/v) formic acid aqueous solution were used as the mobile phases for gradient elution. The flow rate was set to 0.5 mL/min and column temperature was maintained at 40 ℃. The separation was detected using a charged aerosol detector. Results indicated that the logarithm of the mass concentrations of Gypenoside XLVI and LVI had a linear relationship with the logarithm of the peak area in the range of 9.94-318.00 μg/mL and 12.78-409.00 μg/mL, respectively. The correlation coefficients (r) were 0.9993 and 0.9995, respectively. The limit of detection (LOD) and the limit of quantification (LOQ) of Gypenoside XLVI were 1.58 μg/mL and 6.36 μg/mL, respectively. The LOD and LOQ of gypenoside LVI were 2.05 μg/mL and 8.18 μg/mL, respectively. The relative standard deviations (RSDs) of precision, repeatability, and 24 h stability were less than 2.0% (n=6). The spiked recoveries of Gypenoside XLVI were 100.2%-107.2% and the RSD value was 2.4%. The spiked recoveries of gypenoside LVI were 97.9%-104.2% and the RSD value was 2.6%. The results of 16 batches of Gynostemma pentaphyllum samples indicated that the Gypenoside XLVI content was 0.57%-2.57%, and gypenoside LVI content was 0.66%-2.99%. Hence, this method has high sensitivity and good reproducibility. Therefore, it can be used for quality research and quality control of Gynostemma pentaphyllum from Fujian.
Simultaneous determination of gypenoside LVI, Gypenoside XLVI, 2α-OH-protopanaxadiol and their two metabolites in rat plasma by LC-MS/MS and its application to pharmacokinetic studies
J Chromatogr B Analyt Technol Biomed Life Sci 2015 Nov 15;1005:9-16.PMID:26454343DOI:10.1016/j.jchromb.2015.09.028.
Gypenoside LVI and Gypenoside XLVI are the major bioactive dammarane saponins from Gynostemma pentaphyllum. Gypenoside LVI, Gypenoside XLVI, and their metabolite 2α-OH-protopanaxadiol (2α-OH-PPD) possess potent non-small cell lung carcinoma A549 cell inhibitory activity. A sensitive liquid chromatography tandem mass spectrometry method was developed and validated to study the pharmacokinetics of gypenoside LVI and XLVI, 2α-OH-PPD, metabolite 1 (M1), and metabolite 2 (M2) after administration of gypenosides or 2α-OH-PPD. Plasma samples from rats were protein precipitated with methanol. Analytes were detected by triple quadrupole MS/MS with an electrospray ionization source in the positive multiple reaction monitoring mode. The transition m/z 441.4→109.2 was selected to quantify gypenoside LVI and XLVI, and 2α-OH-PPD, because of the extensive conversion of the gypenosides to aglycone in the ionization source. M1 and M2 are isomers that shared the transition m/z 493.4→143.1. To avoid interference, the baseline separation of each analyte was performed on a SunFire C18 column with a gradient of acetonitrile (0.1% formic acid, v/v) and water (0.1% formic acid, v/v). The chromatographic run time was 10min. The linearity was validated over a plasma concentration range from 2.00 to 2000ng/mL for M1 and M2, and from 10.0 to 2000 for gypenosides LVI and XLVI, and 2α-OH-protopanaxadiol. The lower limits of quantification were 10.0, 10.0, 10.0, 2.00, and 2.00ng/mL for gypenoside LVI, Gypenoside XLVI, 2α-OH-PPD, M1, and M2, respectively, with acceptable intra-/inter-day precision and accuracy. The extraction recovery rates were >86.9% for each compound. No apparent matrix effect or instability was observed during each step of the bioanalysis. After full validation, this method was proved to be simple, fast, and efficient in analyzing large batches of plasma samples for the analytes.
Gynosaponin TN-1 producing from the enzymatic conversion of Gypenoside XLVI by naringinase and its cytotoxicity on hepatoma cell lines
Food Chem Toxicol 2018 Sep;119:161-168.PMID:29751078DOI:10.1016/j.fct.2018.05.007.
Gypenoside XLVI (gyp XLVI) is one of the major dammarane-type triterpenoid saponins from Gynostamma pentaphallum with glucosyls at C-3 and C-20 positions, which may constrain its bioactivities. The enzymatic conversion of gyp XLVI by naringinase, and the cytotoxicity of enzymolysis product on SMMC7721 and Bel7402 hepatoma cells were investigated. The results showed that gynosaponin TN-1 (gyp TN-1) was produced from the enzymatic conversion of gyp XLVI by naringinase. The optimum enzymolysis conditions were pH 4.2, 47.3 °C, and 16 h, with a yield of 73.44 ± 6.52% for gyp TN-1. In addition, gyp TN-1 exhibited higher inhibitory activities on SMMC7721 and Bel7402 hepatoma cells than gyp XLVI. Results from methyl thiazolyl tetrazolium (MTT) assay and acridine orange (AO)/ethidium bromide (EB) double staining were highly consistent. These results demonstrated that enzymatic conversion could be a promising method for producing gyp TN-1 from the biotransformation of gyp XLVI and the preparation of gyp TN-1 might provide a reference for the acquisition of novel anticancer drugs.
Determination by UPLC-MS of four dammarane-type saponins from heat-processed Gynostemma pentaphyllum
Biosci Biotechnol Biochem 2014;78(2):311-6.PMID:25036687DOI:10.1080/09168451.2014.882751.
Heat-processed Gynostemma pentaphyllum and its main dammaran-type saponins, gypenoside L, gypenoside LI, damulin B, and damulin A, possess non-small cell lung carcinoma A549 cell inhibitory activity. We established in this study a method by ultra-high performance liquid chromatography with tandem mass spectrometry for determination of the saponins and also investigated their content change in heat-processed G. pentaphyllum. The main saponins increased with increasing heating temperature and time. Further investigation showed that they were produced from Gypenoside XLVI and gypenoside LVI by undergoing hydrolysis during the heat treatment.
[Simultaneous quantitative analysis of nine saponins in Gynostemma pentaphyllum before and after heat processing based on UPLC-Q-Trap-MS]
Zhongguo Zhong Yao Za Zhi 2021 Oct;46(20):5314-5319.PMID:34738435DOI:10.19540/j.cnki.cjcmm.20210702.201.
Heat-processed Gynostemma pentaphyllum has strong biological activity, and saponins are the main components. To investigate the changes of saponins in G. pentaphyllum before and after heat processing, the present study determined and analyzed the content of nine saponins in G. pentaphyllum from Zhangzhou of Fujian and Jinxiu of Guangxi by ultra-high performance liquid chromatography with quadrupole ion-trap mass spectrometry(UPLC-Q-Trap-MS). The separation of the analytes was performed on an ACQUITY UPLC BEH C_(18) column(2.1 mm×50 mm, 1.7 μm) at 30 ℃, with acetonitrile and 0.1% formic acid in water as the mobile phase by gradient elution, and the flow rate was 0.3 mL·min~(-1). Quantitative analysis was performed using electrospray ionization source(ESI) in the multiple reaction-monitoring(MRM) mode. The results showed that the content of saponins with biological activities increased after heat processing. Specifically, gypenoside L, gypenoside LI, damulin A, damulin B, ginsenoside Rg_3(S), and ginsenoside Rg_3(R) in G. pentaphyllum produced in Zhangzhou of Fujian increased by 7.369, 8.289, 12.155, 7.587, 0.929, and 1.068 μg·g~(-1), respectively, while the content of ginsenoside Rd, gypenoside LVI, and Gypenoside XLVI, which were abundant in the raw materials, decreased by 0.779, 19.37, and 9.19 μg·g~(-1), respectively. The content of gypenoside L, gypenoside LI, damulin A, damulin B, ginsenoside Rg_3(S), and ginsenoside Rg_3(R) in G. pentaphyllum produced in Jinxiu of Guangxi increased by 0.100, 0.161, 0.317, 0.228, 3.280, and 3.395 μg·g~(-1), respectively, while the content of ginsenoside Rd, gypenoside LVI, and Gypenoside XLVI in the raw materials was reduced by 1.661, 0.014, and 0.010 μg·g~(-1), respectively. The results suggest that heat processing is an effective way to transform rare gypenosides. Furthermore, it is found that there are great differences in the content of gypenosides in different regions.