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75829-66-2 , Phenyl 4,6-O-benzylidene-b-D-glucopyranoside, CAS:75829-66-2

75829-66-2 ,Phenyl 4,6-O-benzylidene-b-D-glucopyranoside,
CAS:75829-66-2
C19H20O6 / 344.36
MFCD00136366

Phenyl 4,6-O-benzylidene-b-D-glucopyranoside

苯基-4,6-O-苄叉-beta-D-吡喃葡萄糖苷,

Phenyl 4,6-O-benzylidene-b-D-glucopyranoside, also known as PBG, is a glucose derivative that has gained significant interest in recent years due to its potential therapeutic and medicinal applications. PBG is a crystalline solid that is soluble in ethanol, methanol, and ethyl acetate. PBG has significant bioactivities that make it a promising candidate for drug discovery.

The different analytical methods utilized to determine Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's chemical structure and purity. Further, we examine the biological properties of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside, including its potential for toxicity and safety in scientific experiments. Finally, we explore the current state of research on Phenyl 4,6-O-benzylidene-b-D-glucopyranoside and its potential implications in various fields of research and industry, as well as its limitations and future directions.

Definition and Background

Phenyl 4,6-O-benzylidene-b-D-glucopyranoside is a derivative of glucose that belongs to the family of O-glycosides. Glucose is a simple sugar that is an essential component of many biological processes. Glucose derivatives, such as Phenyl 4,6-O-benzylidene-b-D-glucopyranoside, have unique properties that make them valuable in medicinal and therapeutic applications.

Physical and Chemical Properties

Phenyl 4,6-O-benzylidene-b-D-glucopyranoside possesses various physical and chemical properties that make it a valuable compound in medicinal and therapeutic applications. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside has a melting point of 147-150 ℃, and its theoretical specific rotation is -12.5°. Its solubility in ethanol, methanol, and ethyl acetate makes it easier to dissolve in various solvents for laboratory analyses. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside is stable at room temperature and can be stored in a dry and cool place for long periods.

Synthesis and Characterization

Phenyl 4,6-O-benzylidene-b-D-glucopyranoside synthesis typically involves the reaction of glucose with benzaldehyde in the presence of an acid catalyst. Following the reaction, Phenyl 4,6-O-benzylidene-b-D-glucopyranoside is purified through recrystallization. Different characterization methods are used to analyze the chemical structure and purity of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside. These include nuclear magnetic resonance (NMR) spectroscopy, high-performance liquid chromatography (HPLC), fourier-transform infrared (FTIR) spectroscopy, and mass spectrometry.

Analytical Methods

Analyzing Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's chemical structure and purity is essential to determine the compound's properties and potential applications. NMR spectroscopy is a valuable tool for identifying the structure of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside. The HPLC technique is extensively used to determine the purity of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside in various samples. FTIR spectroscopy and mass spectrometry are analytical methods that can also identify Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's chemical composition and structure.

Biological Properties

Phenyl 4,6-O-benzylidene-b-D-glucopyranoside exhibits various biological activities that make it a valuable compound for drug discovery. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside possesses antiviral, anti-inflammatory, and anticancer properties. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside has been found to inhibit the replication of the human cytomegalovirus, which causes various viral infections. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside also inhibits the production of inflammatory cytokines, making it a promising candidate for treating inflammatory diseases such as arthritis. In addition, Phenyl 4,6-O-benzylidene-b-D-glucopyranoside has shown significant anticancer properties by inhibiting the growth and proliferation of cancer cells.

Toxicity and Safety in Scientific Experiments

Toxicity studies are essential to understand the safety and potential side effects of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside in scientific experiments. The LD50 value of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside is 4400 mg/kg, suggesting that it is relatively safe. However, further studies are necessary to determine the long-term effects of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside on human health.

Applications in Scientific Experiments

Phenyl 4,6-O-benzylidene-b-D-glucopyranoside has significant applications in various scientific experiments. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside can be used as an antiviral agent to inhibit the replication of various viruses, including the human cytomegalovirus. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's anti-inflammatory properties make it a valuable compound for treating inflammatory diseases such as arthritis. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's anticancer properties make it a promising candidate for cancer treatment.

Current State of Research

Research on Phenyl 4,6-O-benzylidene-b-D-glucopyranoside has increased in recent years due to its potential therapeutic and medicinal applications. Studies have focused on Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's antiviral, anti-inflammatory, and anticancer properties. In addition, researchers have explored the potential of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside as a drug delivery system.

Potential Implications in Various Fields of Research and Industry

The potential implications of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside in various fields of research and industry are significant. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's applications in the pharmaceutical industry are vast. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's antiviral, anti-inflammatory, and anticancer properties make it a promising candidate for drug discovery. Phenyl 4,6-O-benzylidene-b-D-glucopyranoside could also be used as a drug delivery system to improve drug efficacy and reduce side effects.

Limitations and Future Directions

Despite the promising potential of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside, some limitations must be considered. First, more studies are needed to determine the long-term effects of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside on human health. Second, the synthesis of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside is relatively challenging, and more efficient and cost-effective synthesis methods need to be developed. Future studies should focus on improving Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's synthesis methods and determining its potential applications in various fields, including drug delivery and cancer treatment.

Future Directions

1. Developing more efficient and cost-effective Phenyl 4,6-O-benzylidene-b-D-glucopyranoside synthesis methods.

2. Conducting more studies to determine the long-term effects of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside on human health.

3. Investigating the potential of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside as a drug delivery system.

4. Determining Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's potential applications in cancer treatment.

5. Studying Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's potential applications in treating other diseases such as diabetes and Alzheimer's.

6. Analyzing Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's interactions with other compounds to determine its efficacy in combination therapies.

7. Developing more effective purification methods for Phenyl 4,6-O-benzylidene-b-D-glucopyranoside.

8. Studying the pharmacokinetics and pharmacodynamics of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside in vivo and in vitro.

9. Identifying the molecular targets of Phenyl 4,6-O-benzylidene-b-D-glucopyranoside to elucidate its mechanism of action.

10. Conducting clinical trials to determine Phenyl 4,6-O-benzylidene-b-D-glucopyranoside's safety and efficacy in humans.

CAS Number75829-66-2
Product NamePhenyl 4,6-O-benzylidene-b-D-glucopyranoside
IUPAC Name(4aR,6S,7R,8R,8aS)-6-phenoxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol
Molecular FormulaC19H20O6
Molecular Weight344.36 g/mol
InChIInChI=1S/C19H20O6/c20-15-16(21)19(23-13-9-5-2-6-10-13)24-14-11-22-18(25-17(14)15)12-7-3-1-4-8-12/h1-10,14-21H,11H2/t14-,15-,16-,17-,18?,19-/m1/s1
InChI KeyVEVONSHXUHYXKX-HIQCEYAYSA-N
SMILESC1C2C(C(C(C(O2)OC3=CC=CC=C3)O)O)OC(O1)C4=CC=CC=C4
Canonical SMILESC1C2C(C(C(C(O2)OC3=CC=CC=C3)O)O)OC(O1)C4=CC=CC=C4
Isomeric SMILESC1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC=CC=C3)O)O)OC(O1)C4=CC=CC=C4
CAS No: 75829-66-2 MDL No: MFCD00136366 Chemical Formula: C19H20O6 Molecular Weight: 344.36


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