Epifriedelanol
(Synonyms: 表木栓醇) 目录号 : GC38607
A triterpene with anticancer and senescence modifying activities
Cas No.:16844-71-6
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
Epifriedelanol is a triterpene that has been found in U. davidiana root bark and has anticancer and senescence modifying activities.1 It increases levels of P-glycoprotein (P-gp) and multidrug resistance protein 2 (MDR2) and enhances doxorubicin-induced cytotoxicity in doxorubicin-resistant K562/ADM cells when used at concentrations ranging from 5 to 20 ?M. It also inhibits doxorubicin-induced senescence in isolated human dermal fibroblasts (HDFs), as well as replicative senescence in HDFs and human umbilical vein endothelial cells (HUVECs).2
1.Li, Y., Liao, Z., Wei, X., et al.Epifriedelanol enhances adriamycin-induced cytotoxicity towards K562/ADM cells by down regulating of P-gp and MRP2Xenobiotica1-28(2022) 2.Yang, H.H., Son, J.-K., Jung, B., et al.Epifriedelanol from the root bark of Ulmus davidiana inhibits cellular senescence in human primary cellsPlanta Med.77(5)441-449(2011)
| Cas No. | 16844-71-6 | SDF | |
| 别名 | 表木栓醇 | ||
| Canonical SMILES | C[C@]([C@](CC[C@@]1(C)[C@@]2([H])CC[C@H](O)[C@@H]1C)([H])[C@@]2(C)CC3)(CC[C@]4(C)[C@@]5([H])CC(C)(C)CC4)[C@@]35C | ||
| 分子式 | C30H52O | 分子量 | 428.73 |
| 溶解度 | Soluble in DMSO | 储存条件 | 4°C, protect from light |
| 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 | 2.3325 mL | 11.6624 mL | 23.3247 mL |
| 5 mM | 0.4665 mL | 2.3325 mL | 4.6649 mL |
| 10 mM | 0.2332 mL | 1.1662 mL | 2.3325 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。
Epifriedelanol enhances adriamycin-induced cytotoxicity towards K562/ADM cells by down regulating of P-gp and MRP2
Xenobiotica 2022 Apr;52(4):389-396.PMID:35582915DOI:10.1080/00498254.2022.2079441.
1. Multidrug resistance (MDR) is a critical issue during chemotherapy of cancers. Epifriedelanol (Epi) is the effective compounds from the Root Bark of Ulmus davidiana. This study aims to investigate the effect of Epi on MDR and its potential mechanism in the adriamycin (Adr)-resistant K562/ADM cells.2. The effect of Epi on MDR, P-glycoprotein (P-gp) and multidrug resistance-associated proteins (MRPs) were investigated in the adriamycin (Adr)-resistant K562/ADM cells. In addition, the alterations of nuclear receptor pregnane X receptor (PXR) and constitutive androstane receptor (CAR) mRNA expression levels in K562/ADM cells after Epi treatment were also examined.3. Epi significantly enhanced Adr-induced cytotoxicity towards K562/ADM cells. Combination of Epi and Adr can significantly reduce the 50% inhibitory concentration (IC50) of K562/ADM cells to Adr. The reversal fold was 1.83 and 3.64 after treated with Epi at 10 and 20 μM, respectively. The intracellular accumulation of Adr was significant increased after exposure to Epi at 5-20 μM compared with the control group. Furthermore, Epi treatment significantly decreased the mRNA and protein expression of P-gp and MRP2 in K562/ADM cells.4. The present study demonstrated that Epi could enhance Adr-induced cytotoxicity towards K562/ADM cells accompanied by the down-regulation of P-gp and MRP2.
Epifriedelanol from the root bark of Ulmus davidiana inhibits cellular senescence in human primary cells
Planta Med 2011 Mar;77(5):441-9.PMID:21049397DOI:10.1055/s-0030-1250458.
Since cellular senescence involves organismal aging as well as diverse diseases, aging intervention might contribute to inhibit the aging process as well as aging-associated diseases. We tried to search for effective compounds from the root bark of ULMUS DAVIDIANA that are able to inhibit cellular senescence in human fibroblasts (HDFs) and human umbilical vein endothelial cells (HUVECs). Twenty-two compounds from the root bark of U. DAVIDIANA were isolated and screened for their inhibitory effects on adriamycin-induced cellular senescence by measuring senescence-associated β-galatosidase (SA- β-gal) activity. Among twenty-two compounds isolated, Epifriedelanol (3), ssioriside (15), and catechin-7-O- β-D-glucopyranoside (22) had inhibitory effects on adriamycin-induced cellular senescence in HDFs. Friedelin (2), Epifriedelanol (3), and catechin-7-O- β-apiofuranoside (18) were active in HUVECs. In particular, Epifriedelanol (3) suppressed adriamycin-induced cellular senescence as well as replicative senescence in HDFs and HUVECs. These results suggest that Epifriedelanol (3) reduces cellular senescence in human primary cells and might be used to develop dietary supplements or cosmetics that modulate tissue aging or aging-associated diseases.
Antitumor activity of Epifriedelanol from Vitis trifolia
Fitoterapia 2000 Sep;71(5):577-9.PMID:11449513DOI:10.1016/s0367-326x(00)00191-x.
The isolation and NMR spectral data of Epifriedelanol from Vitis trifolia are reported. It demonstrated antitumor activity in a potato disc bioassay.
Anti-osteoclastogenic diacetylenic components of Dendropanax morbifera
Arch Pharm Res 2018 May;41(5):506-512.PMID:29728927DOI:10.1007/s12272-018-1033-3.
Methanol (MeOH) extract of the aerial parts of Dendropanax morbifera (Araliaceae) has demonstrated a significant dose-dependent inhibitory effect on the RANKL-induced differentiation of bone marrow-derived macrophages to osteoclasts. Bioassay-guided fractionation of the extract resulted in the isolation of a novel diacetylene carboxylic acid (1), together with a known diacetylenic compounds (2) as phytochemicals to strongly inhibit the osteoclast differentiation. The chemical structure of 1 was determined by spectroscopic analyses as (9Z,16S)-16-O-acetyl-9,17-octadecadiene-12,14-diynoic acid, that is acetyl derivative of 2. Two diacetylenic components of D. morbifera, 1 and 2 exhibited a dose-dependent inhibitory effect on the RANKL-induced formation of tartrate-resistant acid phosphatase-positive multinucleated cells with IC50 values of 2.4 and 3.1 μM, respectively. Seven other known components (3-9) were also isolated from the extract: dendropanoxide (3), friedelin (4), Epifriedelanol (5), α-amyrin (6), β-amyrin (7), β-sitosterol (8), and stigmasterol (9). The significant anti-osteoclastogenic activities of 3, 4, 5, and 7 were first reported in this study.
New ent-kaurane-type diterpenoid with cytotoxic activity from Croton mekongensis
J Asian Nat Prod Res 2021 Oct;23(10):1001-1008.PMID:32924603DOI:10.1080/10286020.2020.1815714.
A new ent-kaurane-type diterpenoid, crotonmekongenin A (1) together with two known compounds, Epifriedelanol (2) and sitosterol glucoside (3) from the leaves and twigs of Croton mekongensis were isolated. The structure of these compounds was determined by spectroscopic analysis. The structure of the new ent-kaurane-type diterpenoid (1) was elucidated using spectroscopic technique and X-ray crystallography analysis. Moreover, the cytotoxicity of all extract and isolated compounds was tested for cytotoxicity against KKU-M213, FaDu, HT-29, MDA-MB-231, A-549, SH-SY5Y, and CL cell lines. Compound 1 showed significant cytotoxic activity (ED50) on FaDu (0.48 µg/ml), HT-29 (0.63 µg/ml), and SH-SY5Y (0.45 µg/ml).