84276-56-2 , Allyl 4,6-O-benzylidene-beta-D-glucopyranoside,
烯丙基-4,6-O-苄叉-b-D-吡喃葡萄糖苷,
CAS:84276-56-2
C16H20O6 / 308.33
MFCD09750679
烯丙基-4,6-O-苄叉-b-D-吡喃葡萄糖苷,
Allyl-4,6-O-benzylidene-beta-D-glucopyranoside (ABG) is a natural product commonly found in various plant species. ABG has been gaining interest in scientific research due to its potential biological properties and applications in various fields of research and industry. This paper will provide a comprehensive review of ABG, including its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications, current state of research, potential implications, limitations, and future directions.
Definition and Background
ABG belongs to the family of glucosides, which are compounds containing a sugar molecule attached to a non-carbohydrate moiety via a glycosidic linkage. ABG is derived from the glucoside of beta-D-glucose, where the hydroxyl group at the C-4 and C-6 positions are benzylidene-protected and the hydroxyl group at the C-1 position is allyl-protected.
ABG was first identified in the plant species Panax ginseng, where it contributes to the plant's antioxidant activity. Since then, ABG has been found in other plant species such as Panax quinquefolius, Panax notoginseng, and Solanum nigrum.
Synthesis and Characterization
The synthesis of ABG can be achieved through various methods such as enzymatic hydrolysis, chemical esterification, and benzylidene protection. The most common method involves the benzylidene protection of beta-D-glucopyranoside at the C-4 and C-6 positions followed by allyl protection at the C-1 position.
The characterization of ABG can be done through various techniques such as UV-Vis spectroscopy, infrared spectroscopy, nuclear magnetic resonance spectroscopy, and mass spectrometry.
Analytical Methods
The analysis of ABG can be done through various methods such as high-performance liquid chromatography, gas chromatography-mass spectrometry, and capillary electrophoresis. These methods can provide information on the purity and concentration of ABG.
Biological Properties
ABG has been found to possess various biological properties such as antioxidant, anti-inflammatory, and anticancer activities. The antioxidant property of ABG is due to its ability to scavenge free radicals and increase the activities of antioxidant enzymes.
The anti-inflammatory property of ABG is due to its ability to inhibit the production of pro-inflammatory cytokines and reduce the expression of inflammatory genes. The anticancer activity of ABG is due to its ability to induce apoptosis and inhibit the growth and metastasis of cancer cells.
Toxicity and Safety in Scientific Experiments
ABG has been found to have low toxicity and is generally safe for consumption. However, further studies are needed to determine the long-term effects of ABG consumption and its potential interactions with other drugs and herbs.
Applications in Scientific Experiments
ABG has various applications in scientific experiments such as antioxidant assays, anti-inflammatory assays, and anticancer assays. Additionally, ABG can be used as a standard for quality control and purity assessment of herbal medicines containing ABG.
Current State of Research
Current research on ABG is focused on its biological activities and its potential applications in various fields such as medicine, food, and cosmetics. However, further studies are needed to determine the efficacy and safety of ABG in humans.
Potential Implications in Various Fields of Research and Industry
ABG has potential implications in various fields of research and industry such as medicine, food, and cosmetics. In medicine, ABG can be developed as a natural antioxidant and anti-inflammatory agent. In the food industry, ABG can be used as a food additive and a natural preservative. In the cosmetics industry, ABG can be used as a skincare ingredient and a natural emulsifier.
Limitations and Future Directions
One of the limitations of ABG is its low solubility in water, which limits its applications in aqueous environments. To overcome this limitation, further studies are needed to develop new formulations and delivery systems for ABG.
Future directions for ABG research include the development of novel synthetic routes and the exploration of its potential applications in nanomaterials, biotechnology, and environmental remediation. Additionally, further studies are needed to investigate the safety and efficacy of ABG in humans through clinical trials.
Conclusion
ABG is a natural product with promising biological properties and potential applications in various fields of research and industry. This paper has provided a comprehensive review of ABG, including its definition and background, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications, current state of research, potential implications, limitations, and future directions.
CAS Number | 84276-56-2 |
Product Name | Allyl-4,6-O-benzylidene-beta-D-glucopyranoside |
IUPAC Name | (4aR,6R,7R,8R,8aS)-2-phenyl-6-prop-2-enoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol |
Molecular Formula | C16H20O6 |
Molecular Weight | 308.33 g/mol |
InChI | InChI=1S/C16H20O6/c1-2-8-19-16-13(18)12(17)14-11(21-16)9-20-15(22-14)10-6-4-3-5-7-10/h2-7,11-18H,1,8-9H2/t11-,12-,13-,14-,15?,16-/m1/s1 |
InChI Key | OMBCPFYQIULSGV-ANNNQLRWSA-N |
SMILES | C=CCOC1C(C(C2C(O1)COC(O2)C3=CC=CC=C3)O)O |
Canonical SMILES | C=CCOC1C(C(C2C(O1)COC(O2)C3=CC=CC=C3)O)O |
Isomeric SMILES | C=CCO[C@H]1[C@@H]([C@H]([C@H]2[C@H](O1)COC(O2)C3=CC=CC=C3)O)O |
CAS No: 84276-56-2 MDL No: MFCD09750679 Chemical Formula: C16H20O6 Molecular Weight: 308.33 |
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