2-Methoxycarbonylphenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranoside

邻甲氧羰基苯基-2-乙酰氨基-2-脱氧-beta-D-葡萄糖苷

2-Methoxycarbonylphenyl 2-acetamido-2-deoxy-b-D-glucopyranoside (MCP-AG) is a widely investigated chemical entity with a variety of biological applications. MCP-AG is a Glycoside derivative that has been synthesized for its excellent pharmaceutical properties, especially in the field of carbohydrate-based vaccine development. This paper will provide detailed background information regarding the physical and chemical properties, synthesis, characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific research, the current state of research, future directions, and potential implications in various fields of research and industry associated with MCP-AG.

Physical and Chemical Properties:

MCP-AG is a white, crystalline powder that is insoluble in water and slightly soluble in methanol, dichloromethane, and dimethyl sulfoxide (DMSO). MCP-AG is soluble in polar organic solvents such as N, N-Dimethylformamide (DMF), Tetrahydrofuran (THF), and Acetonitrile. MCP-AG has a molecular formula of C16H20N2O8 and a molecular weight of 380.34 g/mol. MCP-AG is a 2-acetamido-2-deoxy-β-D-glucopyranoside having 2-methoxycarbonylphenyl group at the 1-th position.

Synthesis and Characterization:

Several methods have been developed for the synthesis of MCP-AG, including the method proposed by Hattori, which involves the coupling reaction of 2-Methoxycarbonylphenol with 2-Acetamido-2-deoxy-β-D-glucopyranosyl chloride in the presence of triethylamine (TEA) and 4-Dimethylaminopyridine (DMAP) in DMF at room temperature. The progress of the reaction can be monitored by Thin-layer chromatography (TLC) and the product can be purified using column chromatography.

The chemical structure of MCP-AG has been characterized using various analytical techniques such as Nuclear Magnetic Resonance (NMR), Fourier Transform-Infrared (FT-IR) spectroscopy, and Mass spectrometry. NMR spectra have revealed the specific chemical shifts and coupling constants for the various protons and carbons in MCP-AG. FT-IR spectra have shown the presence of functional groups such as carbonyl, amide, and ether groups. Mass spectrometry has confirmed the molecular weight of MCP-AG and the presence of the methoxycarbonylphenyl and acetamido groups.

Analytical Methods:

Several analytical methods have been developed for determining the purity of MCP-AG. The analytical methods include High Performance Liquid Chromatography (HPLC), Gas Chromatography-Mass Spectrometry (GC-MS), and Differential Scanning Calorimetry (DSC). HPLC can be used to determine the purity of MCP-AG by comparing the retention time of the sample with that of the standard. GC-MS can be used to determine the purity of MCP-AG by analyzing the fragmentation pattern of the sample. DSC can be used to determine the melting point and thermal stability of MCP-AG.

Biological Properties:

Several biological properties of MCP-AG have been investigated, including its antibacterial and antifungal activities, its ability to stimulate the immune response, and its potential for use as a carbohydrate-based vaccine. MCP-AG has been shown to exhibit antimicrobial activity against a range of gram-negative and gram-positive bacteria, including Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa.

Toxicity and Safety in Scientific Experiments:

The safety of MCP-AG has been evaluated in scientific experiments. In vitro cytotoxicity studies using different cell lines such as HepG2, RAW and J774 have shown no toxicity over a range of concentrations. In vivo toxicity studies have shown MCP-AG to be non-toxic in rodents at the therapeutic dose range.

Applications in Scientific Experiments:

MCP-AG has numerous applications in scientific experiments due to its excellent pharmacological properties. MCP-AG can be used for the development of a carbohydrate-based vaccine against bacterial infections. MCP-AG has been shown to stimulate the immune response against bacteria by activating T-cells and B-cells. MCP-AG can also be used as a diagnostic tool for bacterial infections, as it binds specifically to bacterial surface antigens.

Current State of Research:

Currently, there is significant research being conducted on MCP-AG, especially within the fields of vaccine development and drug discovery. Researchers are actively investigating the use of MCP-AG for the treatment of various bacterial infections.

Future Directions:

The future directions of research on MCP-AG include the development of more efficient synthesis methods, determining the mechanism of action of MCP-AG against bacteria, investigating the use of MCP-AG as a biomarker for bacterial infections, and developing clinical trials for the use of MCP-AG as a vaccine or a drug. Additionally, developing further research for more strains of bacteria and investigating the feasibility of using these compounds in animal models for the treatment of infections.

Limitations:

The limitations of MCP-AG include its lack of solubility in water, which may limit its applicability. Additionally, it is not known whether MCP-AG can be used to treat antibiotic-resistant strains of bacteria.

Conclusion:

In conclusion, MCP-AG is a widely researched chemical entity that exhibits several pharmacological properties, including antibacterial and antifungal activity. MCP-AG can be used for the development of a carbohydrate-based vaccine against bacterial infections. MCP-AG has the potential to be a significant tool in the fight against bacterial infections, and research in this field is ongoing.