Isofebrifugine
(Synonyms: 异常山碱) 目录号 : GC39065
Isofebrifugine is a natural quinazolinone alkaloid with antimalarial effect.
Cas No.:32434-44-9
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
Isofebrifugine is a natural quinazolinone alkaloid with antimalarial effect.
| Cas No. | 32434-44-9 | SDF | |
| 别名 | 异常山碱 | ||
| Canonical SMILES | O=C1N(C[C@](O2)(O)C[C@@]3([H])[C@]2([H])CCCN3)C=NC4=C1C=CC=C4 | ||
| 分子式 | C16H19N3O3 | 分子量 | 301.34 |
| 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 | 3.3185 mL | 16.5926 mL | 33.1851 mL |
| 5 mM | 0.6637 mL | 3.3185 mL | 6.637 mL |
| 10 mM | 0.3319 mL | 1.6593 mL | 3.3185 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。
Research Note: Study on the residue depletion of febrifugine and Isofebrifugine in broiler chicken
Poult Sci 2021 Oct;100(10):101390.PMID:34391965DOI:10.1016/j.psj.2021.101390.
In this study, 105 broiler chickens were fed with dietary feeds containing different contents of Dichroae Radix extract for 10 consecutive days. Then the residue depletions of its main alkaloids (febrifugine and Isofebrifugine) in muscle, kidney and liver samples at different withdrawal times were determined by an ultra-performance liquid chromatography method. Results showed that the 2 alkaloids were mainly at tissue-bound formation. At withdrawal period of 0 d, their concentrations in all samples were high but decreased rapidly after 1 day of cessation (35-91%). After 5 to 7 days of cessation, their residues in muscle and kidney were not detectable, and after at least 10 days of cessation they were not detectable in liver. These results indicated that an appropriate withdrawal time for Dichroae Radix preparation was required if it is licensed as a new drug, and the best target tissue for monitoring its residue was liver.
Chemical synthesis of febrifugine and analogues
Bioorg Med Chem 2018 May 15;26(9):2199-2220.PMID:29681487DOI:10.1016/j.bmc.2018.04.027.
The quinazolinone-containing 2,3-disubstituted piperidines febrifugine and Isofebrifugine have been the subject of significant research efforts since their occurrence in Dichroa febrifuga and their anti-malarial actions were first described in the late 1940s. Subsequently they have also been shown to be present in other plants belonging to the hydrangea family and various analogues of febrifugine have been prepared in attempts to tune biological properties. The most notable analogue is termed halofuginone and a substantial body of work now demonstrates that this compound possesses potent human disease relevant activities. This review focuses on the literature associated with efforts dedicated towards uncovering the structures of febrifugine and Isofebrifugine, the development of practical methods for their synthesis and the syntheses of structural analogues.
Effect of Isofebrifugine on the proliferation and invasion of human gastric cancer cells via MMP
Cell Mol Biol (Noisy-le-grand) 2020 Apr 20;66(1):27-31.PMID:32359379doi
Gastric cancer (GC) is one of the most common fatal cancers among gastrointestinal malignancies. At present, the treatment of gastric cancer involves a combination of surgery and chemotherapy. Isofebrifugine (IFE) is an alkaloid with many biological properties. In this study, results from MTT, scratch and invasion assays showed that IFE significantly inhibited the proliferation, migration and invasion of SGC7901 gastric cancer cells. Through RT-PCR and Western blot experiments, it was revealed that IFE significantly inhibited the mRNA and protein expressions of MMP-2, MMP-9 and SDF-1 which are closely related to cancer invasion and metastasis. Thus, IFE possesses anti-gastric cancer properties.
Preparative separation of two isomeric antimalaria alkaloids febrifugine and Isofebrifugine from Dichroa febrifuga roots by countercurrent chromatography
J Sep Sci 2021 May;44(10):2153-2159.PMID:33811736DOI:10.1002/jssc.202001257.
Two antimalaria alkaloids, febrifugine and Isofebrifugine, were successfully separated from total alkaloids of Dichroa febrifuga roots by one-step preparative countercurrent chromatography with a selected biphasic solvent system. The selected biphasic solvent system was composed of chloroform: methanol: water (2:1:1, v/v) according to partition performance of the two target components. Selection of biphasic solvent system was conducted by high performance liquid chromatography combined with high performance thin layer chromatography, which greatly assisted the screening procedure for biphasic solvent system. Totally, 50 mg of total alkaloid was separated by one-step preparative countercurrent chromatography, yielding 12 mg of febrifugine and 9 mg of Isofebrifugine with more than 98.0% purity, respectively.
[Simultaneous determination of febrifugine and Isofebrifugine in Dichroa febrifuga root by HPLC method]
Zhongguo Zhong Yao Za Zhi 2017 May;42(9):1711-1716.PMID:29082694DOI:10.19540/j.cnki.cjcmm.20170224.017.
To develop the HPLC method for simultaneous determination of febrifugine and Isofebrifugine in Dichroa febrifuga root, and on the basis of this, the feasibility of quantitative analysis of multi-component by a single-marker (QAMS) model for the determination of the two alkaloids was investigated. The chromatographic separation was performed on an octadecyl bonded silica gel column with mixed solvent consisting of acetonitrile-water-glacial acetic acid-triethylamine (9∶91∶0.36∶0.745) as mobile phase at a flow rate of 1.0 mL•min⁻¹. The detection wavelength was set at 225 nm, and the column temperature was set at 30 ℃. The linear range of febrifugine and Isofebrifugine were 10.7-426 ng and 10.6-424 ng, respectively. Their average recovery were 98.33% (RSD 2.7%) and 100.4% (RSD 1.8%), respectively. On the basis of this established method, febrifugine was used as the internal reference substance to calculate the relative correction factors (RCF) and the relative retention values (RRV) of Isofebrifugine to febrifugine. Through a series of methodology evaluations, the two alkaloids were simultaneously assayed only by quantitative determination of febrifugine. This result played the part of demonstration role for the application of QAMS model in the determination of isomers.