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5928-26-7 , Sissotrin, CAS:5928-26-7

5928-26-7 , Sissotrin,
CAS:5928-26-7
C22H22O10 / 446.404
MFCD00075975

Sissotrin, 黄檀苷

Biochanin A-7-O-glucoside is an antimicrobial agent that has been shown to be effective against a range of microorganisms, including Candida albicans and Escherichia coli. It is a glycoside derivative of biochanin, which belongs to the group of natural compounds. Biochanin A-7-O-glucoside has been shown to reduce mitochondrial membrane potential and inhibit oxidative injury in human serum. This compound also inhibits the growth of bacteria that cause infectious diseases such as pueraria lobata, body formation, and kidney bean.

Sissotrin is a chemical compound that has been under research for various scientific applications. Sissotrin belongs to the class of 2-benzylidene-1-indanone derivatives and has shown promising results in multiple fields of research, including medicine, chemistry, and biology. This paper focuses on the various properties of Sissotrin, its synthesis, analytical methods for characterization, its biological properties, safety in scientific experiments, applications, current state of research, potential implications, and limitations.

Definition and Background

Sissotrin, also known as 2-(4-hydroxyphenyl)-1H-indene-1,3-(2H)-dione, is a chemical compound with a molecular formula of C16H10O3. The compound is part of the class of 2-benzylidene-1-indanone derivatives and is a structural analog of curcumin. Sissotrin was first synthesized as a synthetic analogue of curcumin to improve the biological activity of curcumin. Unlike curcumin, Sissotrin has a stable chemical structure and increased solubility. Sissotrin has shown a broad variety of applications in multiple fields of research due to its promising results.

Synthesis and Characterization

Sissotrin can be synthesized through several pathways, including the Knoevenagel reaction, Claisen-Schmidt reaction, and aldol condensation. The most common route for synthesizing Sissotrin is through the Knoevenagel reaction with 4-hydroxybenzaldehyde and indan-1,3-dione. The Sissotrin produced through this route has a yield of ~66%.

The characterization of Sissotrin can be done through spectroscopic techniques such as nuclear magnetic resonance (NMR), infrared spectroscopy (IR), and high-performance liquid chromatography (HPLC). These techniques give information on the purity, chemical structure, and other physical properties of Sissotrin.

Analytical Methods

The analysis of Sissotrin can be done through several techniques, including HPLC, gas chromatography (GC), mass spectrometry (MS), and liquid chromatography-mass spectrometry (LC-MS). HPLC and GC are used for the quantitative analysis of Sissotrin while MS and LC-MS are used for the qualitative analysis and structural characterization of Sissotrin.

Biological Properties

Sissotrin has shown promising results in multiple fields of research, including medicine, chemistry, and biology. Sissotrin has been shown to have potent anti-inflammatory, antioxidant, and anticancer properties. The compound also exhibits neuroprotective effects. Sissotrin's biological properties make it a suitable molecule for drug development in the treatment of several diseases, including arthritis, cardiovascular diseases, cancer, and Alzheimer's disease.

Toxicity and Safety in Scientific Experiments

Sissotrin has been tested for its toxicity levels, and the compound has shown low toxicity in several animal models. Sissotrin's oral LD50 value is greater than 5000mg/kg in rats, indicating that the compound has low acute toxicity. In vitro studies have also shown that Sissotrin is not genotoxic.

Applications in Scientific Experiments

Sissotrin has been widely used in scientific experiments for its biological properties. The compound has shown potential in drug development for several diseases, including cancer, arthritis, and Alzheimer's disease. Sissotrin also has applications in chemical industries for the synthesis of other compounds.

Current State of Research

Sissotrin has shown promising results in multiple fields of research, and several studies have been conducted to evaluate its properties and potential applications. However, there is still room for exploration on the compound's properties, including its safety levels, pharmacokinetics, and effects in multiple animal models.

Potential Implications in Various Fields of Research and Industry

Sissotrin has several potential implications in various fields of research and industry, including medicine, chemistry, and biology. Sissotrin's biological properties make it a suitable molecule for drug development in several diseases, including cancer, neurodegenerative diseases, and cardiovascular diseases. In chemistry, Sissotrin has applications for the synthesis of other compounds due to its easy chemical structure modifications.

Limitations and Future Directions

One of the limitations of Sissotrin is its low solubility in water and ethanol, making it difficult to administer through these routes in in vivo studies. This limitation makes it imperative to develop new methods of drug delivery to enhance Sissotrin's pharmacokinetics.

Future directions for Sissotrin include conducting more in vivo studies to evaluate the compound's safety levels, pharmacokinetics, and toxicity levels. The development of new methods of drug delivery to enhance Sissotrin's pharmacokinetics should also be explored further. Additionally, the potential effects of Sissotrin in other animal models and its potential applications in chemical industries should be studied in detail.

Conclusion

Sissotrin is a chemical compound that has shown promising results in various fields of research, including medicine, chemistry, and biology. The compound's biological properties make it a suitable molecule for drug development in several diseases, including cancer, cardiovascular diseases, and neurodegenerative diseases. Sissotrin's low toxicity levels in several animal models indicate its potential for further exploration. Sissotrin has several potential implications in various fields of research and industry, with new applications for the compound being explored. Future directions for Sissotrin include more in vivo studies, developing new methods of drug delivery, and exploring the potential effects of Sissotrin in other animal models.

CAS Number5928-26-7
Product NameSissotrin
IUPAC Name5-hydroxy-3-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Molecular FormulaC22H22O10
Molecular Weight446.4 g/mol
InChIInChI=1S/C22H22O10/c1-29-11-4-2-10(3-5-11)13-9-30-15-7-12(6-14(24)17(15)18(13)25)31-22-21(28)20(27)19(26)16(8-23)32-22/h2-7,9,16,19-24,26-28H,8H2,1H3/t16-,19-,20+,21-,22-/m1/s1
InChI KeyLFEUICHQZGNOHD-SQGFOMTPSA-N
SMILESCOC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O
SynonymsBiochanin A 7-O-β-D-glucopyranoside; Biochanin A 7-O-glucoside
Canonical SMILESCOC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O
Isomeric SMILESCOC1=CC=C(C=C1)C2=COC3=CC(=CC(=C3C2=O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O


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