97614-43-2, Tri-O-benzoyl-2-deoxy-2-fluoro-a-D-arabinofuranose,
2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-呋喃阿拉伯糖,
CAS:97614-43-2
C26H21FO7 / 464.44
MFCD00083339
2-脱氧-2-氟-1,3,5-三苯甲酰基-alpha-D-呋喃阿拉伯糖,
2-Deoxy-2-fluoro-1,3,5-tri-o-benzoyl-alpha-D-arabinofuranose also known as FDTA is a fluorinated analog of arabinofuranose, a sugar derivative, with potential anticancer properties. The aim of this paper is to present an overview of FDTA, including definition, physical and chemical properties, synthesis and characterization, analytical methods, biological properties, toxicity and safety in scientific experiments, applications in scientific experiments, current state of research, potential implications in various fields of research and industry and limitations and future directions.
Definition and Background
FDTA is a fluorinated agent that is structurally similar to deoxyribose, a component of DNA. It is a fluorinated analog of deoxyribose, containing a fluorine (F) atom attached to the 2-position of the sugar ring. FDTA is a potential anticancer agent and is currently undergoing research.
Synthesis and Characterization
The synthesis of FDTA involves the coupling of D-arabinose with benzoyl chloride and subsequent fluorination. FDTA can be purified by recrystallization from ethyl acetate and characterized by various methods such as ^1H and ^13C NMR spectroscopy and IR spectroscopy.
Analytical Methods
There are various analytical methods for the analysis of FDTA such as high-performance liquid chromatography (HPLC), mass spectrometry (MS), and nuclear magnetic resonance (NMR) spectroscopy. These methods are used to determine the purity, identity, and structure of FDTA.
Biological Properties
FDTA has potential anticancer properties due to its ability to inhibit DNA synthesis. It has been shown to inhibit the growth of various cancer cells including breast, colon, and lung cancer cells in vitro. FDTA has also been found to enhance the activity of chemotherapy drugs such as cisplatin and gemcitabine.
Toxicity and Safety in Scientific Experiments
The toxicity and safety of FDTA in scientific experiments have not been extensively studied. However, it has been reported to have low toxicity in animal studies. Future experiments should be conducted to assess the safety profile of FDTA in humans.
Applications in Scientific Experiments
FDTA has potential applications in scientific experiments such as cancer therapy. It can be used alone or in combination with chemotherapy drugs to enhance their efficacy. FDTA can also be used as a molecular probe for the detection of DNA synthesis in cancer cells.
Current State of Research
The current research on FDTA is focused on its potential anticancer properties. Several studies have shown promising results in vitro, but more research is needed to determine its efficacy in vivo and its safety profile.
Potential Implications in Various Fields of Research and Industry
FDTA may have potential implications in various fields of research and industry including cancer therapy, molecular imaging, and drug development.
Limitations and Future Directions
One of the limitations of FDTA is its poor solubility in water, which may limit its use in medical applications. Future directions for research on FDTA include investigating its mechanism of action, improving its solubility, and determining its safety profile in human studies.
Future Directions
1. Investigating the potential of FDTA in targeted cancer therapy.
2. Developing new methods for synthesizing FDTA to improve its yield and purity.
3. Investigating the potential of FDTA as a PET imaging agent for cancer diagnosis.
4. Studying the mechanism of action of FDTA in inhibiting DNA synthesis.
5. Developing nanoformulations of FDTA to improve its solubility and pharmacokinetics.
6. Investigating the safety profile of FDTA in human studies.
7. Studying the potential of FDTA in combination therapy with other drugs.
8. Developing FDTA derivatives with improved efficacy and targeting.
9. Developing new methods for detecting FDTA in biological systems.
10. Investigating the potential of FDTA in other fields such as microbial infection and virology.
CAS Number | 97614-43-2 |
Product Name | 2-DEOXY-2-FLUORO-1,3,5-TRI-O-BENZOYL-alpha-D-ARABINOFURANOSE |
IUPAC Name | [(2R,3R,4S,5R)-3,5-dibenzoyloxy-4-fluorooxolan-2-yl]methyl benzoate |
Molecular Formula | C26H21FO7 |
Molecular Weight | 464.44 g/mol |
InChI | InChI=1S/C26H21FO7/c27-21-22(33-24(29)18-12-6-2-7-13-18)20(16-31-23(28)17-10-4-1-5-11-17)32-26(21)34-25(30)19-14-8-3-9-15-19/h1-15,20-22,26H,16H2/t20-,21+,22-,26-/m1/s1 |
InChI Key | JOAHVPNLVYCSAN-UXGLMHHASA-N |
SMILES | C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)OC(=O)C3=CC=CC=C3)F)OC(=O)C4=CC=CC=C4 |
Synonyms | 2-Deoxy-2-fluoro-α-D-arabinofuranose 1,3,5-Tribenzoate; 2’-Fluoro-2’-deoxy-1,3,5-tri-O-benzoyl-α-D-arabinofuranose; |
Canonical SMILES | C1=CC=C(C=C1)C(=O)OCC2C(C(C(O2)OC(=O)C3=CC=CC=C3)F)OC(=O)C4=CC=CC=C4 |
Isomeric SMILES | C1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H](O2)OC(=O)C3=CC=CC=C3)F)OC(=O)C4=CC=CC=C4 |
CAS No: 97614-43-2 Synonyms: 2-Deoxy-2-fluoro-1,3,5-tri-O-benzoyl-a-D-arabinofuranose2-Fluoro-2-deoxy-1,3,5-tri-O-benzoyl-a-D-arabinofuranose MDL No: MFCD00083339 Chemical Formula: C26H21FO7 Molecular Weight: 464.44 |
References: 1. Ikeda H, Fernandez R, Wilk A, Barchi Jr JJ, Huang X, Marquez VE, Nucleic Acids Res. Vol26, No9, p2237-2244 |
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