16290-07-6, Kaempferol 7-O-β -D-glucopyranoside,
CAS:16290-07-6
C21H20O11 / 448.377
Kaempferol-7-O-beta-D-glucopyranoside is a natural compound that has inhibitory properties. It has been used as an inhibitor of drug reactions, and is one of the most important flavonoid compounds in the human diet. Kaempferol-7-O-beta-D-glucopyranoside has been shown to have antimicrobial activity against a number of bacterial species, including Helicobacter pylori, Salmonella typhimurium, Escherichia coli, and Staphylococcus aureus. This compound also has antiinflammatory properties and may be useful in treating infectious diseases such as tuberculosis. Kaempferol-7-O-beta-D-glucopyranoside can be used as an analytical reagent for sephadex g 100 and sesquiterpene lactones by phase transition temperature and polymerase chain reaction methods.
Kaempferol 7-O-glucoside, also known as K7G, is a type of flavonoid, a class of natural compounds widely found in fruits, vegetables, and medicinal herbs. Flavonoids have been reported to exhibit a wide range of biological activities, including antioxidant, anti-inflammatory, anticancer, and antimicrobial effects. Among flavonoids, kaempferol is a well-known flavonol that has been extensively studied for its pharmacological potential. K7G, as a glycoside of kaempferol, is one of the major derivatives of kaempferol found in various natural sources, including tea, grapefruit, and Ginkgo biloba. K7G has attracted attention due to its potential application in various fields of research and industry, such as food, cosmetics, and medicine.
Synthesis and Characterization of Kaempferol 7-O-Glucoside
K7G can be synthesized via enzymatic or chemical methods. Enzymatic synthesis involves the use of glucosyltransferase enzymes to transfer a glucose molecule from a donor molecule to kaempferol. Chemical synthesis involves the use of chemical reagents to attach a glucose molecule to kaempferol. Once synthesized, K7G can be purified using various chromatography techniques, such as high-performance liquid chromatography (HPLC). The purity and identity of K7G can be confirmed using analytical techniques, such as nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS).
Analytical Methods for Kaempferol 7-O-Glucoside
Several analytical methods have been developed to detect and quantify K7G in various samples. HPLC coupled with UV-visible spectroscopy or MS is the most commonly used method for K7G analysis. Other methods, such as capillary electrophoresis and thin-layer chromatography, have also been reported. The sensitivity and selectivity of these methods vary depending on the sample matrix and detection range.
Biological Properties of Kaempferol 7-O-Glucoside
K7G has been reported to exhibit numerous biological activities, including antioxidant, anti-inflammatory, cardioprotective, neuroprotective, and anticancer effects. K7G has been shown to scavenge free radicals and inhibit oxidative stress in various in vitro and in vivo models. K7G also exhibits anti-inflammatory effects by inhibiting the production of pro-inflammatory cytokines and enzymes. In addition, K7G has shown protective effects against cardiovascular and neurodegenerative diseases. Moreover, K7G has been reported to exhibit anticancer effects by inducing apoptosis and inhibiting cell proliferation and migration.
Toxicity and Safety in Scientific Experiments
Studies on the toxicity and safety of K7G have been limited. However, in vitro and in vivo studies have reported that K7G exhibits low toxicity and does not cause significant side effects. In a study using human umbilical vein endothelial cells, K7G showed no cytotoxicity up to a concentration of 100 μM. In a rat model, K7G exhibited no toxic effects at doses of up to 500 mg/kg. However, more comprehensive studies are needed to confirm the safety of K7G in human subjects.
Applications in Scientific Experiments
K7G has potential applications in various fields of research and industry. In the food industry, K7G can be utilized as a functional ingredient in food products due to its antioxidant and anti-inflammatory effects. In the cosmetic industry, K7G can be used as a skin-whitening agent due to its ability to inhibit melanogenesis. In the pharmaceutical industry, K7G can be developed as a new drug for the treatment of various diseases, such as cancer, epilepsy, and Alzheimer's disease. Moreover, K7G can be utilized as a reference compound in the development of analytical methods for flavonoid analysis.
Current State of Research on Kaempferol 7-O-Glucoside
Several studies have reported on the biological activities and potential applications of K7G. However, most of these studies have been conducted in vitro or in animal models. Few studies have been conducted in human subjects, and more comprehensive studies are needed to confirm the pharmacological potential of K7G in humans. In addition, the mechanism of action of K7G on its various biological activities still needs to be elucidated.
Potential Implications in Various Fields of Research and Industry
K7G has potential implications in various fields of research and industry, as mentioned earlier. In the food industry, K7G can be used as a functional ingredient in food products, such as functional beverages and dietary supplements. In the cosmetic industry, K7G can be used as a skin-whitening agent in cosmetic products, such as creams and lotions. In the pharmaceutical industry, K7G can be developed as a new drug for the treatment of various diseases, such as cancer, epilepsy, and Alzheimer's disease. Moreover, K7G can be utilized as a reference compound in the development of analytical methods for flavonoid analysis.
Limitations and Future Directions
Despite the numerous potential applications and biological activities of K7G, several limitations and future directions need to be considered. Most studies have been conducted in vitro or in animal models, and more human studies are needed to confirm the safety and pharmacological potential of K7G. The mechanism of action of K7G on its various biological activities still needs to be elucidated. In addition, the production of K7G from natural sources can be limited, and the cost of its synthesis can be high. Future research should focus on developing more efficient and cost-effective methods for synthesizing K7G and other flavonoids. Moreover, the potential synergistic effects of K7G with other bioactive compounds should be investigated.
Future Directions:
1. Study the mechanism of action of K7G on its various biological activities
2. Investigate the potential synergistic effects of K7G with other bioactive compounds
3. Develop more efficient and cost-effective methods for synthesizing K7G and other flavonoids
4. Conduct more comprehensive studies to confirm the safety and pharmacological potential of K7G in human subjects
5. Explore the application of K7G in other fields, such as agriculture and environmental science
6. Investigate the potential of K7G and other flavonoids as nutraceuticals or functional ingredients in food products
In summary, K7G is a flavonoid glucoside with potential applications in various fields of research and industry. K7G exhibits antioxidant, anti-inflammatory, cardioprotective, neuroprotective, and anticancer effects and has low toxicity. However, more comprehensive studies are needed to confirm the safety and pharmacological potential of K7G in human subjects. Future research should focus on elucidating the mechanism of action of K7G, exploring its potential synergistic effects with other bioactive compounds, and developing more efficient and cost-effective methods for synthesizing K7G and other flavonoids.
CAS Number | 16290-07-6 |
Product Name | kaempferol 7-O-glucoside |
IUPAC Name | 3,5-dihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one |
Molecular Formula | C21H20O11 |
Molecular Weight | 448.4 g/mol |
InChI | InChI=1S/C21H20O11/c22-7-13-15(25)17(27)19(29)21(32-13)30-10-5-11(24)14-12(6-10)31-20(18(28)16(14)26)8-1-3-9(23)4-2-8/h1-6,13,15,17,19,21-25,27-29H,7H2/t13-,15-,17+,19-,21-/m1/s1 |
InChI Key | YPWHZCPMOQGCDQ-HMGRVEAOSA-N |
Synonyms | kaempferol 7-O-beta-glucoside, kaempferol 7-O-glucoside |
Canonical SMILES | C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)O)O |
Isomeric SMILES | C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)O |
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