3'-Methoxypuerarin
(Synonyms: 3'-甲氧基葛根素) 目录号 : GC33696
3'-Methoxypuerarin(3'-MOP)是从葛根中提取的异黄酮，具有神经元保护活性。
Cas No.:117047-07-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Animal experiment: | Rats[1]Male Wistar rats, weighing 260-320 g are randomly divided into three groups (n = 8 per group). [1] I/R+3'-MOP group: the rats undergo 8 minutes of ischemia and then 3 days of reperfusion. The 3'-Methoxypuerarin (60 mg/kg i.p.) is administrated at the moment of clamping of the carotid arteries. The rats receive daily i.p. injection of 3'-Methoxypuerarin for 3 days. [2] I/R group: the rats undergo 8 minutes of ischemia and 72 h of reperfusion. The same volume of solvent (35% polyethylene glycol solution) is administrated in the same way as 3'-Methoxypuerarin. [3] Control group: the rats undergo a sham operation. Vertebral and carotid arteries are exposed but not occluded. The rats receive a daily i.p. injection of 35% polyethylene glycol solution for 3 days[1]. |
References: [1]. Liu Y, et al. Protection by 3'-methoxypuerarin of rat hippocampal neurons against ischemia/reperfusion injury. Chin J Physiol. 2010 Apr 30;53(2):136-40. | |
3'-Methoxypuerarin (3'-MOP) is an isoflavone extracted from radix puerariae that shows neuron protection activity.
3'-Methoxypuerarin increases the number of surviving neurons in the hippocampal CA1 region and markedly reduces the number of apoptotic pyramidal neurons after ischemia/reperfusion injury. 3'-Methoxypuerarin can protect hippocampal neurons against I/R injury by inhibiting apoptosis[1].
[1]. Liu Y, et al. Protection by 3'-methoxypuerarin of rat hippocampal neurons against ischemia/reperfusion injury. Chin J Physiol. 2010 Apr 30;53(2):136-40.
| Cas No. | 117047-07-1 | SDF | |
| 别名 | 3'-甲氧基葛根素 | ||
| Canonical SMILES | O=C1C(C2=CC=C(O)C(OC)=C2)=COC3=C([C@@H]4O[C@@H]([C@H]([C@H](O)[C@H]4O)O)CO)C(O)=CC=C13 | ||
| 分子式 | C22H22O10 | 分子量 | 446.4 |
| 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 | 2.2401 mL | 11.2007 mL | 22.4014 mL |
| 5 mM | 0.448 mL | 2.2401 mL | 4.4803 mL |
| 10 mM | 0.224 mL | 1.1201 mL | 2.2401 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。
Protection by 3'-Methoxypuerarin of rat hippocampal neurons against ischemia/reperfusion injury
Chin J Physiol 2010 Apr 30;53(2):136-40.PMID:21793321DOI:10.4077/cjp.2010.amk029.
3'-Methoxypuerarin (3'-MOP) is an isoflavone extracted from radix puerariae. The aim of this study was to investigate the role and the mechanism of 3'-MOP in the protection of hippocampal neurons against cerebral ischemia/reperfusion (I/R) injury in rats. I/R injury was induced by a modified four-vessel occlusion model. Rats were randomly divided into an I/R group, an I/R + 3'-MOP group and a control group. Histological changes in the neurons of the hippocampal CA1 region were observed with hematoxylin and eosine (H&E) staining. The apoptotic neurons in the hippocampal CA1 area were counted with the terminal deoxynucleotidyl transferase-mediated dUTP nick-end labeling (TUNEL) staining. The results showed that compared with the I/R group, 3'-MOP increased the number of surviving neurons in the hippocampal CA1 region (P < 0.001) and markedly reduced the number of apoptotic pyramidal neurons (P < 0.001) after I/R injury. In conclusion, 3'-MOP can protect hippocampal neurons against I/R injury by inhibiting apoptosis.
Anti-inflammatory and antioxidant activities of constituents isolated from Pueraria lobata roots
Arch Pharm Res 2012 May;35(5):823-37.PMID:22644850DOI:10.1007/s12272-012-0508-x.
In order to evaluate the anti-inflammatory and antioxidant activities of Pueraria lobata roots and its active components, in vitro inhibitory activities against lipopolysaccharide (LPS)-induced nitric oxide (NO) production, inducible nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2) protein expression, and tert-butylhydroperoxide (t-BHP)-induced reactive oxygen species (ROS) generation in RAW 264.7 cells, as well as in vitro scavenging activities against 1,1-diphenyl-2-picrylhydrazyl (DPPH), peroxynitrite (ONOO(-)), nitric oxide (NO·), superoxide anion (·O(2)(-)) and total ROS, and inhibitory activities against ONOO(-)-mediated tyrosine nitration, were determined. Repeated column chromatography was performed to isolate four known compounds from the anti-inflammatory and antioxidant EtOAc fraction: daidzein; genistein; puerarin; (+)-puerarol B-2-O-glucopyranoside; four known compounds from the anti-inflammatory n-hexane fraction: lupenone; lupeol; puerarol; coumestrol; seven known compounds from the antioxidant n-BuOH fraction: allantoin; 3'-hydroxypuerarin; daidzein 8-C-apiosyl-(1→6)-glucoside; puerarin; genistin; 3'-Methoxypuerarin; daidzin. Among these compounds, lupenone and lupeol reduced NO production, as well as iNOS and COX-2 protein levels in LPS-stimulated RAW 264.7 cells. Furthermore, lupeol showed significant inhibitory activity against intracellular ROS generation by t-BHP. Meanwhile, 3'-hydroxypuerarin showed marked ONOO(-), NO·, total ROS scavenging activities, and weak ·O(2)(-) scavenging activity, while 3'-Methoxypuerarin showed ONOO(-) scavenging activity and weak NO· and O(2)(-) scavenging activities, suggesting that existence of the 3'-hydroxyl group in puerarin plays an important role in the scavenging of ONOO(-), NO·, and total ROS, as well as inhibiting the ONOO(-)-mediated tyrosine nitration mechanism. These results indicate that P. lobata roots and its constituents may be a useful therapeutic and preventive approach to various inflammatory diseases and oxidative stress-related disease.
Ionic-liquid-based ultrasound-assisted extraction combined with countercurrent chromatography and semipreparative LC for the preparation of monoamine oxidase B inhibitors from Pueraria thomsonii
J Sep Sci 2022 Mar;45(5):1116-1127.PMID:34967131DOI:10.1002/jssc.202100799.
A simple and efficient method was developed for the rapid screening and identification of ligands for monoamine oxidase B. A new ionic-liquid-based ultrasound-assisted extraction method for medicinal herbs was also developed and validated. In addition, the hyphenated technique of countercurrent chromatography and semipreparative-LC was developed and applied to the isolation of the chemical constituents for Pueraria thomsonii Benth. Three potent monoamine oxidase B inhibitors, namely, daidzein-4',7-diglucoside (42.2 mg), puerarin 6''-O-xyloside (88.3 mg), and 3'-hydroxypuerarin (48.5 mg) with purities of 98.2, 96.3, and 97.1%, respectively, were obtained from 500 g of P. thomsonii raw material using semi-preparative high-performance liquid chromatography, whereas 3'-Methoxypuerarin (76.2 mg), daidzein-8-C-apiosyl (1→6) glucoside (84.2 mg), and tectorigenin (75.1 mg) with purities of 98.5, 96.4, and 96.8%, respectively, were obtained from 500 g raw material via countercurrent chromatography using a two-phase solvent system comprising n-hexane-ethyl acetate-methanol-water at a volume ratio of 1.85:1.00:0.86:3.69 (v/v/v/v). Then, the anti-Alzheimer activity of the phytochemicals was assessed using a PC12 cell model. Treatment with tectorigenin, daidzein-4',7-diglucoside, puerarin 6''-O-xyloside, 3'-hydroxypuerarin, 3'-Methoxypuerarin, and daidzein-8-C-apiosyl (1→6) glucoside (100 μg/mL), resulted in cell viabilities of 69.00, 65.81, 59.69, 57.90, 55.61, and 54.59%, respectively (p < 0.001). The protocol was proved to be very accurate and efficient.
Simultaneous determination of six isoflavonoids in rat plasma after administration of total flavonoid from Gegen by ultra-HPLC-MS/MS
J Sep Sci 2012 Apr;35(8):984-93.PMID:22589159DOI:10.1002/jssc.201100969.
A simple, specific, and sensitive ultra-performance liquid chromatography-tandem mass spectrometry method was developed for the simultaneous determination of 3'-hydroxypuerarin, 6''-O-xylosylpuerarin, mirificin, puerarin, 3'-Methoxypuerarin and daidzin in rat plasma. After the addition of methanol containing 0.1% formic acid and 10% ascorbic acid, the analytes and rutoside were obtained by protein precipitation, then separated on a Thermo Syncronis C18 column (2.1 mm × 10 cm, 1.7 μm) by gradient elution and monitored using an electrospray ionization interface operating in positive ion and selective reaction monitoring acquisition mode. The calibration curves of these analytes showed good linearity (r > 0.99) within the test ranges. The lower limit of quantification was 0.0200 μg/mL for 3'-hydroxypuerarin, 0.0101 μg/mL for 6''-O-xylosylpuerarin, 0.0100 μg/mL for mirificin and puerarin, 0.0098 μg/mL for 3'-Methoxypuerarin, and 0.0090 μg/mL for daidzin. The intraday and interday precision and accuracy were all within 15%. The extraction recoveries were from 74.0 to 95.8%. The validated method was successfully applied to pharmacokinetic studies of the six isoflavonoids in rat plasma after intravenous administration of total flavonoids from Gegen.
Extraction of isoflavones from Puerariae lobata using subcritical water
RSC Adv 2018 Jun 20;8(40):22652-22658.PMID:35539757DOI:10.1039/c8ra02653j.
As an alternative to organic solvents, subcritical water was employed for the first time as an effective solvent for the extraction of isoflavones from Puerariae lobata. Optimum experimental conditions for the extraction of the four main isoflavones were established by single factor experiments, and the optimum experimental conditions for total isoflavone extraction were established further by response surface methodology. With an extraction time of 45 min and a liquid/solid ratio of 1 : 20, the extraction yields of puerarin, 3'-Methoxypuerarin, and daidzin reached maxima at extraction temperatures of 120 °C, 140 °C and 200 °C, respectively. Moreover, puerarin, 3'-Methoxypuerarin and daidzin were degraded and produced various byproducts due to hydrothermal reactions at higher temperatures. The maximum extraction yields of the total isoflavones were obtained by response surface methodology (extraction time of 45 min, solid/liquid ratio of 1 : 15 and extraction temperature of 120 °C). Compared to conventional solvents, subcritical water utilized less solvent and required a shorter extraction time.