Bayogenin
(Synonyms: 贝萼皂苷元) 目录号 : GC35478
A triterpene with enzyme inhibitory activity
Cas No.:6989-24-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Bayogenin is a triterpene that has been found in B. perennis and has enzyme inhibitory activity.1,2 It inhibits rabbit muscle glycogen phosphorylase (IC50 = 68 ?M).2
1.Sch?pke, T., Wray, V., Kunath, A., et al.Bayogenin and asterogenic acid glycosides from Bellis perennisPhytochemistry31(7)2555-2557(1992) 2.Wen, X.-A., Liu, J., Zhang, L.-Y., et al.Synthesis and biological evaluation of arjunolic acid, bayogenin, hederagonic acid and 4-epi-hederagonic acid as glycogen phosphorylase inhibitorsChin. J. Nat. Med.8(6)441-448(2010)
| Cas No. | 6989-24-8 | SDF | |
| 别名 | 贝萼皂苷元 | ||
| Canonical SMILES | C[C@]([C@@]1([H])[C@]2(C[C@H](O)[C@@H]3O)C)(CC[C@@]2([H])[C@]3(C)CO)[C@@](C4=CC1)(CC[C@]5(C(O)=O)[C@@]4([H])CC(C)(C)CC5)C | ||
| 分子式 | C30H48O5 | 分子量 | 488.7 |
| 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。 |
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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 | 2.0462 mL | 10.2312 mL | 20.4625 mL |
| 5 mM | 0.4092 mL | 2.0462 mL | 4.0925 mL |
| 10 mM | 0.2046 mL | 1.0231 mL | 2.0462 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。
Bayogenin 3-O-cellobioside confers non-cultivar-specific defence against the rice blast fungus Pyricularia oryzae
Plant Biotechnol J 2021 Mar;19(3):589-601.PMID:33043566DOI:10.1111/pbi.13488.
Rice cultivars from japonica and indica lineage possess differential resistance against blast fungus as a result of genetic divergence. Whether different rice cultivars also show distinct metabolomic changes in response to P. oryzae, and their role in host resistance, are poorly understood. Here, we examine the responses of six different rice cultivars from japonica and indica lineage challenged with P. oryzae. Both susceptible and resistant rice cultivars expressed several metabolites exclusively during P. oryzae infection, including the saponin Bayogenin 3-O-cellobioside. Bayogenin 3-O-cellobioside level in infected rice directly correlated with their resistant attributes. These findings reveal, for the first time to our knowledge that besides oat, other grass plants including rice produces protective saponins. Our study provides insight into the role of pathogen-mediated metabolomics reprogramming in host immunity. The correlation between Bayogenin 3-O-Cellobioside levels and blast resistance suggests that engineering saponin expression in cereal crops represents attractive and sustainable disease management.
Bayogenin and asterogenic acid glycosides from Bellis perennis
Phytochemistry 1992 Jul;31(7):2555-7.PMID:1368391DOI:10.1016/0031-9422(92)83328-v.
Four novel triterpenoid saponins were isolated from the underground parts of Bellis perennis. The structures were elucidated as 3-O-beta-D-glucopyranosides of 2 beta,3 beta,16 alpha-trihydroxyolean-12-ene-28-oic acid-28-alpha-L- rhamnopyranosyl(1----2)-[beta-D-glucopyranosyl(1----6)]-beta-D- glucopyranoside, 2 beta,3 beta,23-trihydroxyolean-12-ene-28-oic acid-28-O-beta-D-xylopyranosyl (1----2)-[beta-D-glucopyranosyl (1----6)]- beta-D-glucopyranoside and 2 beta,3 beta,23-trihydroxyolean-12-ene-28-oic acid-28-O-alpha-L-rhamnopyranosyl(1----2)-[beta-D-glucopyranosyl(1----6) ]- beta-D-glucopyranoside and as 3-O-alpha-L-rhamnopyranosyl-2 beta,3 beta,23-trihydroxyolean-12-ene-28-oic acid-28-O-beta-D-glucopyranosyl(1----2)-[beta-D-glucopyranosyl(1----6)]- beta-D-glucopyranoside by means of high field 1D and 2D NMR spectroscopic methods without recourse to derivatization or comparison with previous data.
Structures and antiproliferative activity of saponins from Sechium pittieri and S. talamancense
Chem Pharm Bull (Tokyo) 1997 Feb;45(2):349-58.PMID:9118449DOI:10.1248/cpb.45.349.
Six bisdesmosidic Bayogenin saponins, named tacacosides A1, A2, B1, B2, B3 and C, were isolated from the fruit and aerial parts of Sechium pittieri (COGN.) C. Jeffrey and S. talamancense (WUNDERLIN) C. Jeffrey, Costa Rican cucurbitaceae plants. Their structures were elucidated on spectral and chemical evidence as follows. Tacacoside A1: 3-O[beta-D-glucopyranosyl-(1-->3)-beta-D-glucopyranosyl]Bayogenin 28-O-(alpha-L-rhamnopyranosyl- (1-->3)-beta-D-xylopyranosyl-(1-->4)-beta-D-apiofuranosyl-(1-->3)] - alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl) ester, tacacoside A2: 3-O-[beta-D-glucopyranosyl-(1-->3)-beta-D-glucopyranosyl]Bayogenin 28-O-(alpha-L-rhamnopyranosyl- (1-->3)-beta-D-xylopyranosyl-(1-->4)-[beta-D-xylopyranosyl-(1-->3)]-a lph a-L- rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl) ester, tacacoside B1: 3-O-[beta-D-glucopyranosyl]Bayogenin 28-O-(alpha-L-rhamnopyranosyl-(1-->3)-beta-D-xylopyranosyl- (1-->4)-[beta-D-apiofuranosyl-(1-->3)]-alpha-L-rhamnopyranosyl-(1- ->2)-alpha- arabinopyranosyl) ester, tacacoside B2: 3-O-[beta-D-glucopyranosyl]Bayogenin 28-O-(alpha-L-rhamnopyranosyl-(1-->3)- beta-D-xylpyranosyl-(1-->4)-[beta-D-xylopyranosyl- (1-->3)]-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranosyl) ester, tacacoside B3: 3-O-[beta-D-glucopyranosyl-(1-->3)-beta-D-glucopyranosyl] Bayogenin 28-O-[alpha-L-rhamnopyranosyl-(1-->3)-beta-D-xylopyranosyl- (1-->4)-alpha-L-rhamnopyranosyl- (1-->2)-alpha-L-arabinopyranosyl] ester, and tacacoside C: 3-O-[beta-D-glucopyranosyl]Bayogenin 28-O-[alpha-L-rhamnopyranosyl- (1-->3)-beta-D-xylopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->2)- alpha-L-arabinopyranosyl] ester. These saponins showed moderate antiproliferative activity (ED50:10-74 micrograms/ml) against MK-1, HeLa and B16F10 cells.
Phytochemical and biological diversity of triterpenoid saponins from family Sapotaceae: A comprehensive review
Phytochemistry 2022 Oct;202:113345.PMID:35952770DOI:10.1016/j.phytochem.2022.113345.
Sapotaceae is a flowering plants family reported for its richness in triterpenoid saponins. Sapotaceae comprises a large number of fruit-producing plants of nutritional and medicinal value. Different species of family Sapotaceae received a considerable interest owing to their rich triterpenoid saponins content of a myriad pharmacological effects and health benefits. Several databases were searched for collecting papers for this review in the scope of phytochemistry, bioactivity and record of triterpenoid saponins from family Sapotacese such as PubMed, Google Scholar, Web of Science, Scopus and Reaxys from 1990 till now. Triterpenoid saponins reported from Sapotaceae plants are mostly of protobassic acid, 16-α-hydroxyprotobassic acid, Bayogenin, and oleanolic acid derivatives with both monodesmosidic and/or bidesmosidic attached sugar side chains. Besides, the most frequently attached sugar units are glucose, glucoronic acid, apiose, xylose, rhamnose, and arabinose. The reported health effects of Sapotaceae plants in folk medicine in relation to their bioactive saponins were also reviewed with special attention to anti-inflammatory, antiulcer activity, antimicrobial activity, cytotoxic, anti-hypercholesterolemic, antioxidant, and immunomodulatory activities. This review aims to present a holistic compile on the phytochemical and biological diversity of triterpenoid saponins reported from family Sapotaceae with future perspectives.
Hepatoprotective activity of a purified methanol extract and saponins from the roots of Chenopodium bonus-henricus L
Z Naturforsch C J Biosci 2019 Nov 26;74(11-12):329-337.PMID:31116705DOI:10.1515/znc-2019-0002.
An ultra-high-performance liquid chromatography-high-resolution mass spectrometry based profiling of a purified MeOH extract (PME) from the roots of Chenopodium bonus-henricus L. (Amaranthaceae) tentatively identified 15 saponins of six sapogenins. The PME exerts hepatoprotective and antioxidant activities comparable to those of flavonoid complex silymarin in in vitro (1 and 10 μg/mL) and in vivo (200 mg/kg/daily for 7 days) models of hepatotoxicity, induced by CCl4. The main constituents of PME, respectively saponins bonushenricoside A (1), 3-O-β-D-glucuronopyranosyl-bayogenin-28-O-β-D-glucopyranosyl ester (2), 3-O-β-D-glucuronopyranosyl-medicagenic acid-28-O-β-D-xylopyranosyl (1→4)-α-L-rhamnopyranosyl(1→2)-α-L-arabinopyranosyl ester (3), 3-O-β-D-glucuronopyranosyl-2β-hydroxygypsogenin-28-O-β-D-glucopyranosyl ester (4), 3-O-α-L-rabinopyranosyl-bayogenin-28-O-β-D-glucopyranosyl ester (6) and bonushenricoside B (8) (3 μg/mL each), compared to silymarin (5 and 50 μg/mL), significantly reduced the cellular damage caused by CCl4 in rat hepatocytes, preserved cell viability and glutathione level, decreased lactate dehydrogenase leakage and reduced lipid damage. The experimental data suggest that the glycosides of phytolaccagenin, Bayogenin, medicagenic acid, 2β-hydroxygypsogenin, 2β-hydroxyoleanoic acid and oleanoic acid are a promising and safe class of hepatoprotective agents.