Retusin
(Synonyms: 栎精-3,7,3',4'-四甲醚,Quercetin-?3,?3',?4',?7-?tetramethylether) 目录号 : GC37519
Retusin (Quercetin-3,3',4',7-tetramethylether) 是可从Talinum triangulare中提取得到的化合物，拥有抗病毒和抗炎活性。
Cas No.:1245-15-4
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
Retusin (Quercetin-3,3',4',7-tetramethylether), a natural compound isolated from the leaves of Talinum triangulare, possesses antiviral and anti-inflammatory activities[1].
[1]. Ga-Eun Lee, et al. Antiviral activities of hydroxylated flavones on feline foamy viral proliferation. Appl Biol Chem. 2017 Jul.
| Cas No. | 1245-15-4 | SDF | |
| 别名 | 栎精-3,7,3',4'-四甲醚,Quercetin-?3,?3',?4',?7-?tetramethylether | ||
| Canonical SMILES | O=C1C(OC)=C(C2=CC=C(OC)C(OC)=C2)OC3=CC(OC)=CC(O)=C13 | ||
| 分子式 | C19H18O7 | 分子量 | 358.34 |
| 溶解度 | DMSO : 25 mg/mL (69.77 mM; Need ultrasonic (<70°C)) | 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 | 2.7906 mL | 13.9532 mL | 27.9065 mL |
| 5 mM | 0.5581 mL | 2.7906 mL | 5.5813 mL |
| 10 mM | 0.2791 mL | 1.3953 mL | 2.7906 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。
Low-energy electron interaction with Retusin extracted from Maackia amurensis: towards a molecular mechanism of the biological activity of flavonoids
Phys Chem Chem Phys 2015 Jul 14;17(26):16805-12.PMID:26058603DOI:10.1039/c5cp02890f.
The antioxidant isoflavone Retusin efficiently attaches low-energy electrons in vacuo, generating fragment species via dissociative electron attachment (DEA), as has been shown by DEA spectroscopy. According to in silico results obtained by means of density functional theory, Retusin is able to attach solvated electrons and could be decomposed under reductive conditions in vivo, for instance, near the mitochondrial electron transport chain, analogous to gas-phase DEA. The most intense decay channels of Retusin temporary negative ions were found to be associated with the elimination of H atoms and H2 molecules. Doubly dehydrogenated fragment anions were predicted to possess a quinone structure. It is thought that molecular hydrogen, known for its selective antioxidant properties, can be efficiently generated via electron attachment to Retusin in mitochondria and may be responsible for its antioxidant activity. The second abundant species, i.e., quinone bearing an excess negative charge, can serve as an electron carrier and can return the captured electron back to the respiration cycle. The number of OH substituents and their relative positions are crucial for the present molecular mechanism, which can explain the radical scavenging activity of polyphenolic compounds.
Structural Pharmacokinetics of Polymethoxylated Flavones in Rat Plasma Using HPLC-MS/MS
J Agric Food Chem 2017 Mar 22;65(11):2406-2413.PMID:28251856DOI:10.1021/acs.jafc.6b05390.
The purpose of this study was to investigate the pharmacokinetics of the polymethoxylated flavonoids kumatakenin, pachypodol, and Retusin, which contain two, three, or four methoxy substitutions, using a validated ultra-high-performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS) method in rats. The pharmacokinetic results demonstrated that the elimination half-lives for kumatakenin, pachypodol, and Retusin were 30 ± 11.6, 39.4 ± 19.5, and 106.9 ± 26 min, respectively, for the low dose group and 54.5 ± 16.5, 33.8 ± 10, and 134.6 ± 34.7 min for the high dose group. The results suggested that the area under the curve values (AUC) for the analytes did not correlate with the number of methoxy groups. Pachypodol had the lowest AUC, which may have been correlated with lipophilicity, for both the low and high dose groups. In conclusion, the polymethoxylated flavonoid pachypodol is more hydrophilic than kumatakenin or Retusin, which were correlated with the pharmacokinetic results.
Bioactive phytochemicals in an aqueous extract of the leaves of Talinum triangulare
Food Sci Nutr 2016 Dec 2;5(3):696-701.PMID:28572959DOI:10.1002/fsn3.449.
An aqueous leaf extract of Talinum triangulare was screened for the presence of bioactive molecules, using gas chromatography coupled with pulse and flame ionization detectors. It had high carotenoids; moderate benzoic acid derivatives, hydroxycinnamates and flavonoids; and low terpenes, alkaloids, phytosterols, allicins, glycosides, saponins, and lignans contents. Ten known carotenoids (mainly 50.42% carotene and 33.30% lycopene), nine benzoic acid derivatives (mainly 84.63% ferulic acid and 11.92% vanillic acid), and six hydroxycinnamates (55.44% p-coumaric acid and 44.46% caffeic acid) were detected. Also detected were eight lignans (88.02% Retusin) and thirty flavonoids (50.35% quercetin and 39.36% kaempferol). The medicinal properties of the major components of these phytochemical families that were detected in the aqueous extract of the leaves were discussed herein and proposed to be explored for their potential health benefits. The great number of potentially active biomolecules and their multifunctional properties make Talinum triangulare a ready source of health-promoting substances.
Flavonoids from Millettia nitida var. hirsutissima
Chem Pharm Bull (Tokyo) 2005 Apr;53(4):419-21.PMID:15802842DOI:10.1248/cpb.53.419.
From the stems of Millettia nitida var. hirsutissima, three new isoflavone glycosides, formononetin 7-O-beta-D-(6''-ethylmalonyl)-glucopyranoside (1, hirsutissimiside A), 5-O-methyl genistein 7-O-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranoside (3, hirsutissimiside B), Retusin 7,8-di-O-beta-D-glucopyranoside (4, hirsutissimiside C) and two known isoflavone glycosides (2) and (5) have been isolated. The structures of the compounds were determined by spectroscopic and chemical means.
Flavonoids from Siparuna cristata as Potential Inhibitors of SARS-CoV-2 Replication
Rev Bras Farmacogn 2021;31(5):658-666.PMID:34305198DOI:10.1007/s43450-021-00162-5.
The novel coronavirus SARS-CoV-2 has been affecting the world, causing severe pneumonia and acute respiratory syndrome, leading people to death. Therefore, the search for anti-SARS-CoV-2 compounds is pivotal for public health. Natural products may present sources of bioactive compounds; among them, flavonoids are known in literature for their antiviral activity. Siparuna species are used in Brazilian folk medicine for the treatment of colds and flu. This work describes the isolation of 3,3',4'-tri-O-methyl-quercetin, 3,7,3',4'-tetra-O-methyl-quercetin (Retusin), and 3,7-di-O-methyl-kaempferol (kumatakenin) from the dichloromethane extract of leaves of Siparuna cristata (Poepp. & Endl.) A.DC., Siparunaceae, using high-speed countercurrent chromatography in addition to the investigation of their inhibitory effect against SARS-CoV-2 viral replication. Retusin and kumatakenin inhibited SARS-CoV-2 replication in Vero E6 and Calu-3 cells, with a selective index greater than lopinavir/ritonavir and chloroquine, used as control. Flavonoids and their derivatives may stand for target compounds to be tested in future clinical trials to enrich the drug arsenal against coronavirus infections. Supplementary information: The online version contains supplementary material available at 10.1007/s43450-021-00162-5.