Eleutherol
(Synonyms: 红葱酚) 目录号 : GC60802
Eleutherol是从E.americana中分离得到的萘类化合物，具有抗真菌(antifungal)活性。Eleutherol抑制白假丝酵母菌，白色念珠菌，酿酒酵母和新型隐球菌的MIC值在7.8-250µg/mL之间。Eleutherol具有α-葡萄糖苷酶(α-glucosidase)抑制活性，IC50>1.00mM。
Cas No.:480-00-2
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
Eleutherol is a naphthalene isolated from E. americana with antifungal activities[1]. Eleutherol is against yeasts Candida albicans, C. tropicalis, Saccharomyces cerevisiae and Cryptococcus neoformans with MIC values between 7.8 µg/mL and 250 µg/mL[1]. Eleutherol inhibits α-glucosidase function with an IC50>1.00 mM[2].
[1]. Adriana Campos, et al. Antifungal Activity of Pyranonaphthoquinones Obtained from Cipura paludosa Bulbs. Nat Prod Commun. 2015 Sep;10(9):1589-92. [2]. Tomohiro Ieyama,et al.α-Glucosidase inhibitors from the bulb of Eleutherine americana. Food Chem.2011 Sep 15;128(2):308-11.
| Cas No. | 480-00-2 | SDF | |
| 别名 | 红葱酚 | ||
| Canonical SMILES | O=C1O[C@H](C)C2=C(O)C3=C(OC)C=CC=C3C=C12 | ||
| 分子式 | C14H12O4 | 分子量 | 244.24 |
| 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 | 4.0943 mL | 20.4717 mL | 40.9433 mL |
| 5 mM | 0.8189 mL | 4.0943 mL | 8.1887 mL |
| 10 mM | 0.4094 mL | 2.0472 mL | 4.0943 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。
Polyketides from Eleutherine bulbosa
Nat Prod Res 2010 Oct;24(16):1578-86.PMID:20835959DOI:10.1080/14786419.2010.500007.
Four new polyketides, (R)-4-hydroxyeleutherin, eleuthone, eleutherinol-8-O-β-D-glucoside and isoeleuthoside C (dihydroisoeleutherin-5-O-β-D-gentiobioside) were isolated from the bulbs of Eleutherine bulbosa, to join eleutherin, isoeleutherin, eleutherinol, Eleutherol, eleuthoside B (eleutherol-4-O-β-D-gentiobioside), eleuthoside C (dihydroeleutherin-5-O-β-D-gentiobioside), hongconin (4-oxodihydroisoeleutherin) and elecanacin, which have already been isolated from the same plant. The structures of the new polyketides, based on oxydated cyclic systems, have been elucidated by chemical and spectroscopic methods.
Antiproliferative effect of extracts and pyranonaphthoquinones obtained from Cipura paludosa bulbs
Pharm Biol 2016;54(6):1022-6.PMID:26468762DOI:10.3109/13880209.2015.1091847.
Context: Cipura paludosa Aubl. (Iridaceae) is widely used in folk medicine to treat several ailments. Experimental studies have confirmed its anti-inflammatory, antinociceptive, and neuroprotective effects. Objective: This study evaluates the possible antiproliferative potential of the crude methanol extract and three isolated compounds from the bulbs of C. paludosa. Materials and methods: Phytochemical analysis was carried out by conventional chromatographic techniques, and the resulting compounds were identified by NMR (1)H and (13)C. The antiproliferative activity was analysed using the sulforhodamine B assay. Results: Crude methanol extract of C. paludosa bulbs showed GI50 values of between 1.6 and 30.8 μg/mL. The naphthoquinone derivatives (eleutherine, isoeleutherine, and Eleutherol) isolated from the bulbs of C. paludosa exhibited promising cytotoxicity against several human tumour cell lines, especially the two main compounds, eleutherine and isoeleutherine, against glioma and breast cancer cell lines, with TGI values of between 2.6 and 13.8 μg/mL. Conclusion: Cipura paludosa bulbs produce active principles with relevant antiproliferative potential, such as naphthoquinone derivatives, identified as eleutherine, isoeleutherine, and Eleutherol. This is the first report indicating C. paludosa with antiproliferative potential.
Toxicity evaluation of Eleutherine plicata Herb. extracts and possible cell death mechanism
Toxicol Rep 2021 Jul 31;8:1480-1487.PMID:34401358DOI:10.1016/j.toxrep.2021.07.015.
Eleutherine plicata has been shown to be a promising medicinal plant, and its activity has been associated with naphthoquinones. The present study aimed at evaluating the cytotoxicity, genotoxicity, and oral toxicity of the ethanol extract (EEEp), dichloromethane fraction (FDMEp) of E. plicata, and isoeleutherin. For the cytotoxicity evaluation, the viability test (MTT) was used. Genotoxicity was accessed through the Comet assay (alkaline version), acute and subacute oral toxicities were also evaluated. The antioxidant capacity of the samples in the wells where the cells were treated with E. plicata was evaluated. Furthermore, the participation of caspase-8 in the possible mechanism of action of isoeleutherin, eleutherin, and Eleutherol was also investigated through a docking study. FDMEp and isoeleutherin were cytotoxic, with higher rates of DNA fragmentation observed for FDMEp and isoeleutherin, and all samples displayed higher antioxidant potential than the control. In the acute oral toxicity test, EEEp, FDMEp, and isoeleutherin did not cause significant clinical changes. In the subacute toxicity assay, EEEp and FDMEp also did not cause clinical, hematological, or biochemical changes. The three compounds bound similarly to caspase-8. Despite the results of cytotoxicity, in vitro studies demonstrated that the use of EEEp appears to be safe and cell death may involve its binding to caspase-8.
[A new naphthalene derivative from bulbs of Eleutherine americana]
Zhongguo Zhong Yao Za Zhi 2018 Sep;43(18):3683-3687.PMID:30384533DOI:10.19540/j.cnki.cjcmm.20180612.002.
A new naphthalene derivative and three known compounds were isolated from the petroleum ether extract of the bulbs of Eleutherine americana by using various chromatographic techniques, such as column chromatography over silica gel and semi-preparative HPLC. Their structures were elucidated by spectroscopic date (MS, UV, IR, NMR), which were identified as Eleutherol B (1), 4,8-dihydroxy-3-methoxy-1-methylanthraquinone-2-carboxylic acid methyl ester (2), 8-hydroxy-3,4-dimethoxy-1-methylanthraquinone-2-carboxylic acid methyl ester (3), and isoeleutherine (4). Compound 1 is a new compound. The diastolic blood vessels activity of compound 1 and 2 were potent, reaching 82.5% and 85.3% at the concentration of 10 μmol·L⁻¹, which were basically the same as that of the positive drug tanshinone ⅡA.
Analysis of naphthoquinone derivatives in the Asian medicinal plant Eleutherine americana by RP-HPLC and LC-MS
J Pharm Biomed Anal 2008 Aug 5;47(4-5):990-3.PMID:18486396DOI:10.1016/j.jpba.2008.04.005.
The first analytical procedure for the determination of a new naphthopyrone, eleutherinoside A, together with the known bioactive compounds eleuthoside B, isoeleutherin, eleutherin and Eleutherol in Eleutherine americana was established. Optimum HPLC separation of these naphthoquinone derivatives was possible on RP-12 column material, using water and acetonitrile as mobile phase. Flow-rate, detection wavelength and temperature were adjusted to 1.0 mL/min, 254 nm and 40 degrees C, respectively. Validation results indicated that the HPLC method is well suited for the determination of naphthoquinone derivatives in the bulbs of E. americana with a good linearity (r2>0.9996), precision (intra-day R.S.D. <4.70%, inter-day R.S.D. <5.68%) and recovery rates from 96.26 to 103.48%. Limit of detection (LOD) was found to be below 0.84 microg/mL for all five compounds. LC-MS analyses performed in positive and negative electrospray ionization mode assured peak purity and identity. The analysis of different E. americana samples from Thailand revealed that Eleutherol (0.10-0.20%) was dominant in all specimens, followed by isoeleutherin and eleutherin. The new natural product 2,5-dimethyl-10-hydroxynaphthopyrone 8-O-beta-d-glucopyranoside occurred in percentages of less than 0.05%.