Taraxerone
(Synonyms: 蒲公英赛酮) 目录号 : GC63605
Taraxerone 是从景天中分离出来的。Taraxerone 增强乙醇脱氢酶 (ADH) 和乙醛脱氢酶 (ALDH) 活性，EC50 值分别为 512.42 μM 和 500.16 μM。
Cas No.:514-07-8
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
Taraxerone is isolated from Sedum sarmentosum. Taraxerone enhances effects on alcohol dehydrogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities with EC50 values of 512.42 and 500.16 μM, respectively[1].
Taraxerone significantly lowers the plasma alcohol and acetaldehyde concentrations in mice. Compare to the control group, the ADH and ALDH expressions in the liver tissues are abruptly increased in the taraxerone-treated groups after ethanol exposure[1].Taraxerone prevents catalase, superoxide dismutase, and reduces glutathione concentrations from the decrease induced by ethanol administration[1].
[1]. Sung CK, et al. Taraxerone enhances alcohol oxidation via increases of alcohol dehyderogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities and gene expressions.Food Chem Toxicol. 2012 Jul;50(7):2508-14.
| Cas No. | 514-07-8 | SDF | |
| 别名 | 蒲公英赛酮 | ||
| 分子式 | C30H48O | 分子量 | 424.7 |
| 溶解度 | 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 | 2.3546 mL | 11.773 mL | 23.546 mL |
| 5 mM | 0.4709 mL | 2.3546 mL | 4.7092 mL |
| 10 mM | 0.2355 mL | 1.1773 mL | 2.3546 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。
Role of Taraxerone isolated from Leucas lavandulifolia, as an immunomodulator
J Ethnopharmacol 2021 Oct 5;278:114307.PMID:34107329DOI:10.1016/j.jep.2021.114307.
Ethnopharmacological relevance: The Indian tradition system of medicine enlists a large number of plants for basic health care. Leucas lavandulifolia is mentioned in the ayurvedic medicinal system and also used among the folklores. The plant is used for the treatment of fever, asthma, psoriasis, dermatitis and healing snake bites. The scientific validation of the plant for their traditional use in different immune related disorders are yet to be explored. Aim of the study: The study aims to isolate immunomodulatory active compound from Leucas lavandulifolia and evaluating its efficiency in immune related disorders. Materials and methods: The immunomodulatory activity of the phytocompound is evaluated through in vitro and in vivo studies. The compound purification and identification were done by chromatography and LC/Q-TOF respectively. Its immunomodulatory activity was evaluated in cells like PBMC, neutrophils and macrophages by MTT assay and cell cycle analysis. Animal studies were performed on Swiss albino mice. The levels of IL-4 and IL-6 cytokines were also evaluated in both in vitro and in vivo models. Results: Leucas lavandulifolia stem portion was found to have good modulatory property. An active immunomodulator was isolated from the methanol extract of the plant. LC/Q-TOF data revealed the isolated compound to be Taraxerone. In PBMC, the compound was capable of suppressing the proliferation rate of the compound indicated by a decrease in cell numbers. The activated IL-4 and IL-6 production was also suppressed actively at 25 μg/ml of Taraxerone. Similar inhibitory effects were seen in RAW 264.7 and THP-1 macrophage cell lines. An IC50 value of 17.5 μg/ml was obtained for Taraxerone in LPS stimulated RAW 264.7 macrophage cell lines. The NO level, IL-4, IL-6 and phagocytosis in the LPS stimulated macrophage was effectively lowered by 25 μg/ml of Taraxerone. In PMA stimulated THP-1 Macrophage Cell Lines, Taraxerone was capable of suppressing the cell number and IL-6. The compound didn't show any effect on IL-4 levels. The compound exhibited an immunosuppressive activity in PHA induced PMN cells by suppressing the respiratory burst and interleukins IL-4 and IL-6. TX could also suppress the proliferation of DNCB induced monocyte cells and IL-4. The haematological parameters exhibited a significant suppression for the high dose group of Taraxerone. The antibody titre and phagocytic index was suppressed by the high dose group, whereas the low dose group did not have any effect. So Taraxerone at 50 mg/kg body weight is capable of modulating the B-lymphocytes and macrophages. But the compound has exhibited insignificant effect on the DTH hypersensitivity response and organ index. Conclusion: Taraxerone at high concentration was capable of suppressing stimulated PBMC, macrophage and PMN. The activated nitric oxide, IL-4, IL-6 production and phagocytosis was also suppressed. The haematological parameters, antibody titre and phagocytic index was also lowered in antigenically challenged mice. The terpenoid Taraxerone exhibits a good modulatory effect on the immune system and proves to be a potent drug for the treatment of many allergic disorders.
Taraxerone enhances alcohol oxidation via increases of alcohol dehyderogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities and gene expressions
Food Chem Toxicol 2012 Jul;50(7):2508-14.PMID:22554647DOI:10.1016/j.fct.2012.04.031.
The present study, Taraxerone (d-friedoolean-14-en-3-one) was isolated from Sedum sarmentosum with purity 96.383%, and its enhancing effects on alcohol dehydrogenase (ADH) and acetaldehyde dehydrogenase (ALDH) activities were determined: EC(50) values were 512.42 ± 3.12 and 500.16 ± 3.23 μM for ADH and ALDH, respectively. In order to obtain more information on Taraxerone related with the alcohol metabolism, 40% ethanol (5 mL/kg body weight) with 0.5-1mM of Taraxerone were administered to mice. The plasma alcohol and acetaldehyde concentrations of taraxerone-treated groups were significantly lowered than those of the control group (p<0.01): approximately 20-67% and 7-57% lowered for plasma alcohol and acetaldehyde, respectively. Compare to the control group, the ADH and ALDH expressions in the liver tissues were abruptly increased in the taraxerone-treated groups after ethanol exposure. In addition, Taraxerone prevented catalase, superoxide dismutase, and reduced glutathione concentrations from the decrease induced by ethanol administration with the concentration dependent manner.
Application of the taraxerane-oleanane rearrangement to the synthesis of seco-oleanane triterpenoids from Taraxerone
Nat Prod Res 2015;29(1):64-9.PMID:25219952DOI:10.1080/14786419.2014.958737.
Synthetic oleananes and seco-oleananes form a group of promising anti-inflammatory and cancer chemopreventive agents with an excellent safety profile. These compounds are usually prepared by semi-synthesis from natural oleanane triterpenoids. Since a taraxer-14-ene was reported to be rearranged into an olean-12-ene under mild reaction conditions, a rapid synthesis of seco-oleananes from Taraxerone, which is a readily available starting material, was explored by us. Treatment of Taraxerone with m-chloroperoxybenzoic acid gave 14,15-epoxy lactones, which underwent the taraxerane-oleanane rearrangement leading to new seco-oleanane triterpenoids.
Unexpected course of Beckmann rearrangement of Taraxerone oxime with Ac₂O/AcOH
Nat Prod Res 2014;28(8):568-72.PMID:24547882DOI:10.1080/14786419.2013.879584.
The chemistry of pentacyclic taraxerane-type triterpenoids has not been extensively studied. In the course of our synthesis of nitrogen-containing heterocyclic compounds from Taraxerone using Beckmann rearrangement with Ac2O/AcOH as the rearrangement agent, unexpected synthetic pathways were discovered leading to new types of modified taraxerane skeletons.
Bauhinia pulchella: chemical constituents, antioxidant and alpha-glucosidase inhibitory activities
Nat Prod Res 2022 Mar;36(6):1604-1609.PMID:33586542DOI:10.1080/14786419.2021.1887176.
Phytochemical investigation of the stems of B. pulchella led to the isolation of the known compounds identified as a mixture of Taraxerone (1) and β-amirenone (2), a mixture of sitosterol (3) and stigmasterol (4), 2-hydroxy-3,5-dimethoxybibenzyl (5), 3',4'-dihydroxyphenyl-chroman-7-ol (6), fisetinidol (7), epicatechin (8), guibourtinidol (9), vanillic acid (10), 6'-O-vanilloylisotachioside (11) and 6'-O-syringoylisotachioside (12). The structures of these compounds were elucidated on the basis of their NMR spectroscopic data. The antioxidant activity of compound 7 has been investigated using DPPH° and ABTS°+ assays and the results showed inhibition in the both models. The compounds 6, 7 and 9 showed strong alpha-glucosidase inhibitory activities, being more active than acarbose, the positive control. In addition, all the compounds were isolated from B. pulchella for the first time, and among them, compounds 11 and 12 have not been reported previously from this genus.