2'-Acetylacteoside
(Synonyms: 2-乙酰基洋丁香酚苷; 2'-AA) 目录号 : GC35086
A phenylethanoid glycoside with diverse biological activities
Cas No.:94492-24-7
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
2'-Acetylacteoside is a phenylethanoid glycoside that has been found in C. deserticola and has diverse biological activities.1,2,3,4,5 It selectively inhibits aldose reductase over maltase and sucrase (IC50s = 0.071, >300, and 277 ?M, respectively, for the rat enzymes).1 2'-Acetylacteoside scavenges superoxide radicals in a cell-free assay and inhibits hemolysis induced by AAPH in isolated rat red blood cells in a concentration-dependent manner.2 It decreases glutamate-induced cytotoxicity in primary rat cortical neurons when used at concentrations of 0.1, 1, and 10 ?M and protects primary mouse hepatocytes against D-galactosamine-induced cytotoxicity (IC50 = 4.8 ?g/ml).3,4 2'-Acetylacteoside (10-40 mg/kg) prevents decreases in bone strength in ovariectomized mice.5
1.Morikawa, T., Ninomiya, K., Imamura, M., et al.Acylated phenylethanoid glycosides, echinacoside and acteoside from Cistanche tubulosa, improve glucose tolerance in miceJ. Nat. Med.68(3)561-566(2014) 2.He, Z.-D., Lau, K.-M., Xu, H.-X., et al.Antioxidant activity of phenylethanoid glycosides from Brandisia hanceiJ. Ethnopharmacol.71(3)483-486(2000) 3.Koo, K.A., Sung, S.H., Park, J.H., et al.In vitro neuroprotective activities of phenylethanoid glycosides from Callicarpa dichotomaPlanta Med.71(8)778-780(2005) 4.Morikawa, T., Pan, Y., Ninomiya, K., et al.Acylated phenylethanoid oligoglycosides with hepatoprotective activity from the desert plant Cistanche tubulosaBioorg. Med. Chem.18(5)1882-1890(2010) 5.Li, Y., Li, N., Zhao, X., et al.Beneficial effect of 2'-acetylacteoside on ovariectomized mice via modulating the function of bone resorptionBiomed. Pharmacother.131110747(2020)
| Cas No. | 94492-24-7 | SDF | |
| 别名 | 2-乙酰基洋丁香酚苷; 2'-AA | ||
| Canonical SMILES | OC1=CC=C(/C=C/C(O[C@H]2[C@H](O[C@]3([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](OC(C)=O)[C@H](OCCC4=CC=C(O)C(O)=C4)O[C@@H]2CO)=O)C=C1O | ||
| 分子式 | C31H38O16 | 分子量 | 666.62 |
| 溶解度 | DMSO : 100 mg/mL (150.01 mM; Need ultrasonic) | 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 | 1.5001 mL | 7.5005 mL | 15.0011 mL |
| 5 mM | 0.3 mL | 1.5001 mL | 3.0002 mL |
| 10 mM | 0.15 mL | 0.7501 mL | 1.5001 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。
Beneficial effect of 2'-Acetylacteoside on ovariectomized mice via modulating the function of bone resorption
Biomed Pharmacother 2020 Nov;131:110747.PMID:32932047DOI:10.1016/j.biopha.2020.110747.
2'-Acetylacteoside-(2'-AA), a bioactive constituent isolated from Cistanche deserticola, has been proven to possess a variety of important pharmacological effects, thus brought an increased amount of scientists' attention. As the extract of C. deserticola exhibited significant anti-osteoporotic bioactivity in our previous study, we proposed that 2'-AA maybe one of the responsibilities. As a result, 2'-AA (10, 20 and 40 mg/kg body weight/day) exhibited significant anti-osteoporotic effects on ovariectomized (OVX) mice after 12 weeks of oral administration, confirmed by the increased bone mineral density, enhanced bone strength and improved trabecular bone micro-architecture including bone mineral content, tissue mineral content, trabecular number, and trabecular separation of OVX mice. Moreover, the properties of bone resorption markers including cathepsin K, TRAP and deoxypyridinoline were significantly suppressed, whereas the activities of bone formation index like ALP and BGP as well as the weights of the body, uterus, and vagina were seemingly not influenced by 2'-AA intervention. Mechanistically, the above therapeutic effect of 2'-AA on bone resorption of OVX mice operated maybe mainly through RANKL/RANK/TRAF6-mediated NF-κB/NFATc1 pathway, which was confirmed by the down-regulated expressions of RANK, TRAF6, IκB kinase β, NF-κB and NFATc1. Summarily, 2'-AA exhibited significant anti-osteoporotic activity and may be regarded as a promising anti-osteoporotic candidate for future clinical trial.
Effects of phenylethanol glycosides from Orobanche cernua Loefling on UVB-Induced skin photodamage: a comparative study
Photochem Photobiol Sci 2021 May;20(5):599-614.PMID:33909279DOI:10.1007/s43630-021-00038-6.
Previous study has found that Orobanche cernua Loefling(OC) and its main ingredient, acteoside, possess excellently anti-photo-aging effect. In addition to acteoside, crenatoside, isoacteoside and 2'-Acetylacteoside were also identified as the main phenylethanol glycosides (PhGs) in OC. To screen optimum effective substance and further clarify the photoprotective ingredients of OC, the effects of four major PhGs in OC were compared using UVB-irradiated HaCaT cells. Results indicated that acteoside, isoacteoside and 2'-Acetylacteoside effectively decreased UVB-induced MMP-1 expression and stimulated type I procollagen synthesis through inhibition of MAPK/AP-1 and activation of TGF-β/Smad pathway. Moreover, acteoside and 2'-Acetylacteoside significantly reduced UVB-induced ROS and TARC secretion, which is involved in the inhibition of NF-κβ/Iκβα and stimulation of Nrf2 antioxidant defense system. However, crenatoside did not show any effect on the regulation of signal cascades mentioned above. Together, our results suggested that 2'-Acetylacteoside and isoacteoside also served as efficient agents against UV radiation-induced skin damage. Among them, acteoside and 2'-Acetylacteoside showed a higher efficiency than that of isoacteoside, which possessed great potential in treating skin photo-damage.
Screening and identification of three typical phenylethanoid glycosides metabolites from Cistanches Herba by human intestinal bacteria using UPLC/Q-TOF-MS
J Pharm Biomed Anal 2016 Jan 25;118:167-176.PMID:26551535DOI:10.1016/j.jpba.2015.10.038.
Acteoside, isoacteoside, and 2'-Acetylacteoside are three representative phenylethanoid glycosides (PhGs), which are widely distributed in many plants and also known as the active components of Cistanches Herba. However, the extremely low oral bioavailability of acteoside in rats implies that these structural similar components may go through multiple sequential routes of hydrolysis in gastrointestinal tract before they are absorbed into blood. Therefore, the metabolites of these three components and other PhGs from gastrointestinal tract such as echinacoside, are supposed to be the bioactive elements. In this study, we established an approach combining ultra-performance liquid chromatography/quadrupole time-of-flight mass spectrometry (UPLC/Q-TOF-MS) with MS(E) technology and MetaboLynx™ software for the rapid metabolic profiling of acteoside, isoacteoside, and 2'-Acetylacteoside by human intestinal bacteria. As a result, 11 metabolites of acteoside, 7 metabolites of isoacteoside, and 11 metabolites of 2'-Acetylacteoside were identified respectively. 8 metabolic pathways including deglycosylation, de-rhamnose, de-hydroxytyrosol, de-caffeoyl, deacetylation, reduction, acetylation, and sulfate conjugation were proposed to involve in the generation of these metabolites. Furthermore, we found that the degraded metabolites hydroxytyrosol (HT) and 3-hydroxyphenylpropionic (3-HPP) were transformed from acteoside, isoacteoside, and 2'-Acetylacteoside by human intestinal bacteria and demonstrated similar bioactivities to their precursors. These findings are significant for our understanding of the metabolism of PhGs and the proposed metabolic pathways of bioactive components might be crucial for further pharmacokinetic evaluations of Cistanches Herba.
Isolation and purification of phenylethanoid glycosides from Cistanche deserticola by high-speed counter-current chromatography
Food Chem 2008 May 15;108(2):702-10.PMID:26059151DOI:10.1016/j.foodchem.2007.10.082.
Five phenylethanoid glycosides (PhGs), echinacoside, cistanoside A, acteoside, isoacteoside and 2'-Acetylacteoside, were isolated and purified from Cistanche deserticola for the first time by high-speed counter-current chromatography (HSCCC) using two biphasic systems, one consisting of ethyl acetate-ethanol-water (5:0.5:4.5, v/v/v) and another of ethyl acetate-n-butanol-ethanol-water (0.5:0.5:0.1:1, v/v/v/v). A total of 28.5mg of echinacoside, 18.4mg of cistanoside A, 14.6mg of acteoside, 30.1mg of isoacteoside and 25.2mg of 2'-Acetylacteoside were purified from 1412mg of the n-butanol extract of C. deserticola, each at over 92.5% purity as determined by HPLC. The structures were identified by their retention time, UV, LC-ESI-MS in the negative ion mode, and confirmed by NMR experiments. The characteristic LC-ESI-MS(n) fragmentation pattern of the five compounds is discussed, and found to be a very specific and useful tool for the structural identification of PhGs from this important medicinal plant.
Antioxidant activity of phenylethanoid glycosides from Brandisia hancei
J Ethnopharmacol 2000 Aug;71(3):483-6.PMID:10940587DOI:10.1016/s0378-8741(00)00189-6.
Brandisia hancei is a medicinal herb in China. The ethanol extract of this plant and four phenylethanoid glycosides, acteoside (1), 2'-Acetylacteoside (2), poliumoside (3) and brandioside (4), isolated from it were shown to have inhibitory effects on free radical-induced hemolysis of red blood cells and free radical scavenging activities in vitro. Brandioside (4) and poliumoside (3) showed stronger antioxidant effect than acteoside (1), 2'-Acetylacteoside (2) and trolox.