29202-64-0, 乙酰芦丁糖,
Hepta-O-acetylrutinose,
CAS:29202-64-0
C26H36O17 / 620.554
Rutinose heptaacetate is a natural compound found in many plants, including buckwheat, citrus fruits, and apples. It has been the subject of significant research interest due to its promising pharmacological properties and potential therapeutic applications. This paper aims to provide an overview of the physical and chemical properties, synthesis, characterization, biological properties, safety data, and potential implications of rutinose heptaacetate in various fields of research and industry.
Definition and Background
Rutinose heptaacetate is a flavonoid glycoside compound that belongs to the class of acetylated flavonoids. It is a derivative of rutin, a flavonol glycoside found in many plants. Rutinose heptaacetate is composed of a rutinose molecule, which is a disaccharide composed of rhamnose and glucose, and seven acetyl groups added to the molecule. This results in a more active and potent form of rutin with enhanced biological properties.
Synthesis and Characterization
Rutinose heptaacetate can be synthesized through the acetylation of rutin using acetic anhydride as the acetylating agent. This reaction takes place under basic conditions, resulting in the formation of rutinose heptaacetate. The purity and identity of the compound can be confirmed through various analytical methods, including infrared spectroscopy, UV spectrophotometry, nuclear magnetic resonance spectroscopy, and high-performance liquid chromatography.
Analytical Methods
Several analytical methods can be used to determine the purity and identity of rutinose heptaacetate. Infrared spectroscopy can be used to confirm the presence of the acetyl groups in the molecule. UV spectrophotometry can be used to measure the absorbance of the compound at specific wavelengths. Nuclear magnetic resonance spectroscopy can be used to confirm the structure of the compound. High-performance liquid chromatography can be used to separate and quantify the different components of a complex mixture.
Biological Properties
Rutinose heptaacetate has been shown to possess several biological properties, including antioxidant, anti-inflammatory, antitumor, and antiviral activities. It has been reported to scavenge free radicals and inhibit the production of reactive oxygen species, which are implicated in several pathological conditions. It also exhibits potent anti-inflammatory activity by inhibiting the synthesis of pro-inflammatory cytokines such as interleukin-1β and tumor necrosis factor-α. Additionally, rutinose heptaacetate has been shown to suppress the growth of several cancer cell lines, including breast, colon, and liver cancer cells, and inhibit the replication of several viruses, including influenza A, hepatitis C, and herpes simplex virus type 1.
Toxicity and Safety in Scientific Experiments
Studies have shown that rutinose heptaacetate is relatively safe and non-toxic, both in vitro and in vivo. It does not induce genotoxicity or mutagenicity and does not cause significant adverse effects on cell viability or organ function. However, more studies are needed to determine the long-term toxicity and safety of rutinose heptaacetate.
Applications in Scientific Experiments
Rutinose heptaacetate has numerous potential applications in scientific experiments. It can be used as a potent antioxidant to prevent oxidative stress-induced damage in cells and tissues. It can also be used as an anti-inflammatory agent to reduce inflammation and pain in various disease conditions. Furthermore, it can be used as an anticancer agent to inhibit the growth and proliferation of cancer cells. Additionally, it can be used as an antiviral agent to prevent the replication of several viruses.
Current State of Research
Despite the promising pharmacological properties of rutinose heptaacetate, there is a limited amount of research on its potential therapeutic applications. Most studies have focused on its antioxidant and anti-inflammatory activities, but more research is needed to explore its anticancer and antiviral properties. Further studies are also needed to investigate the potential mechanisms of action of rutinose heptaacetate.
Potential Implications in Various Fields of Research and Industry
Rutinose heptaacetate has the potential to have significant implications in various fields of research and industry. It can be used as a natural, safe, and effective alternative to synthetic antioxidants, anti-inflammatory agents, and anticancer drugs. Furthermore, it can be incorporated into various products, including cosmetics, nutraceuticals, and functional foods, to provide health benefits to consumers.
Limitations and Future Directions
One limitation of rutinose heptaacetate is its poor water solubility, which limits its bioavailability and efficacy. Efforts are being made to increase its solubility and improve its pharmacokinetic properties. Additionally, more research is needed to investigate the potential mechanisms of action of rutinose heptaacetate and its effects on different disease conditions. Future studies should also focus on identifying potential drug interactions and developing formulations for its effective delivery to target tissues.
There are various future directions to be suggested regarding rutinose heptaacetate, including but not limited to:
1. Investigating the potential of rutinose heptaacetate as a preventive or therapeutic agent for neurodegenerative diseases.
2. Evaluating the effectiveness of rutinose heptaacetate against bacterial and fungal infections.
3. Studying the effects of rutinose heptaacetate on gut microbiota and its potential as a prebiotic agent.
4. Investigating the potential of rutinose heptaacetate in combination with other natural compounds or conventional therapeutics to enhance its therapeutic effects.
5. Developing novel rutinose heptaacetate formulations, such as nanoparticles, liposomes, or micelles, to improve its bioavailability and efficacy.
6. Identifying novel target molecules and signaling pathways involved in the pharmacological effects of rutinose heptaacetate.
7. Studying the potential of rutinose heptaacetate to modulate the immune system and its effects on different immune-mediated diseases, such as autoimmune disorders.
8. Investigating the potential of rutinose heptaacetate in improving cardiovascular health by reducing oxidative stress and inflammation.
9. Developing effective and safe doses of rutinose heptaacetate for use in clinical trials for various disease conditions.
10. Exploring the potential of rutinose heptaacetate as a therapeutic agent for COVID-19 and other viral infections.
CAS Number | 29202-64-0 |
Product Name | Rutinose heptaacetate |
IUPAC Name | [(2S,3S,4R,5R,6R)-4,5-diacetyloxy-2-methyl-6-[[(2R,3R,4S,5R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methoxy]oxan-3-yl] acetate |
Molecular Formula | C26H36O17 |
Molecular Weight | 620.554 |
InChI | InChI=1S/C26H36O17/c1-10-19(36-11(2)27)21(38-13(4)29)23(40-15(6)31)25(35-10)34-9-18-20(37-12(3)28)22(39-14(5)30)24(41-16(7)32)26(43-18)42-17(8)33/h10,18-26H,9H2,1-8H3/t10-,18+,19-,20+,21+,22-,23+,24+,25+,26?/m0/s1 |
InChI Key | LUCVIXHBPBCYCD-QLANJSEWSA-N |
SMILES | CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C |
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