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Rhapontigenin

Catalog Number: BT-254818

CAS Number: 500-65-2

Molecular Formula: C15H14O4

Molecular Weight: 258.27 g/mol

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Product Introduction

Description

Rhapontigenin is a natural compound that belongs to the stilbenoid family. It is found in various plants, including rhubarb, grapes, and peanuts. Rhapontigenin has gained significant attention in recent years due to its potential therapeutic and environmental applications. This paper aims to provide a comprehensive review of rhapontigenin, including its method of synthesis or extraction, chemical structure, biological activity, biological effects, applications, future perspectives, and challenges.

Properties

CAS Number

500-65-2

Product Name

Rhapontigenin

IUPAC Name

5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol

Molecular Formula

C15H14O4

Molecular Weight

258.27 g/mol

InChI

InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2-

InChI Key

PHMHDRYYFAYWEG-NSCUHMNNSA-N

SMILES

COC1=C(C=C(C=C1)C=CC2=CC(=CC(=C2)O)O)O

Synonyms

5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-1,3-benzenediol

Canonical SMILES

COC1=C(C=C(C=C1)C=CC2=CC(=CC(=C2)O)O)O

Isomeric SMILES

COC1=C(C=C(C=C1)/C=C\C2=CC(=CC(=C2)O)O)O

Method of Synthesis or Extraction

Rhapontigenin can be synthesized through various methods, including chemical synthesis, microbial transformation, and plant extraction. Chemical synthesis involves the use of chemical reagents to produce rhapontigenin. Microbial transformation involves the use of microorganisms to convert precursor compounds into rhapontigenin. Plant extraction involves the isolation of rhapontigenin from plant sources. The efficiency and yield of each method vary depending on the starting material and the conditions used. Chemical synthesis and microbial transformation are generally more efficient than plant extraction. However, plant extraction is considered a more environmentally friendly method. Safety considerations should also be taken into account when choosing a method of synthesis or extraction.

Chemical Structure and Biological Activity

Rhapontigenin has a chemical structure similar to that of resveratrol, another stilbenoid compound. Rhapontigenin has been shown to have various biological activities, including anti-inflammatory, antioxidant, and anticancer properties. Rhapontigenin exerts its biological effects by modulating various signaling pathways, including the NF-κB, MAPK, and PI3K/Akt pathways. Rhapontigenin has also been shown to interact with various biological targets, including COX-2, iNOS, and PPARγ.

Biological Effects

Rhapontigenin has been shown to have various biological effects on cell function and signal transduction. Rhapontigenin has been shown to inhibit the proliferation of cancer cells and induce apoptosis. Rhapontigenin has also been shown to reduce inflammation and oxidative stress. However, rhapontigenin may also have potential toxic effects, including hepatotoxicity and nephrotoxicity. Further studies are needed to determine the potential therapeutic and toxic effects of rhapontigenin.

Applications

Rhapontigenin has various applications in medical, environmental, and industrial research. In medical research, rhapontigenin has been studied for its potential role in drug development. Rhapontigenin has been shown to have anticancer properties and may be used as a chemopreventive agent. Rhapontigenin has also been studied for its potential use in the treatment of inflammatory diseases, such as arthritis. In environmental research, rhapontigenin has been studied for its effects on ecosystems and its potential role in pollution management. Rhapontigenin has been shown to have antioxidant properties and may be used to mitigate the effects of environmental pollutants. In industrial research, rhapontigenin has been studied for its use in manufacturing processes and its potential to improve product quality and efficiency. Health and safety considerations should be taken into account when using rhapontigenin in industrial applications.

Future Perspectives and Challenges

Despite the potential applications of rhapontigenin, there are still limitations in its use and study. One of the main challenges is the low bioavailability of rhapontigenin. Further studies are needed to improve the bioavailability of rhapontigenin and to determine its pharmacokinetics. Another challenge is the potential toxic effects of rhapontigenin. Further studies are needed to determine the safety of rhapontigenin and to establish safe dosages. Future trends and prospects in the application of rhapontigenin in scientific research include the development of novel drug delivery systems and the identification of new biological targets.
Conclusion:
Rhapontigenin is a natural compound with various potential applications in medical, environmental, and industrial research. Rhapontigenin has been shown to have various biological activities and may be used as a chemopreventive agent and in the treatment of inflammatory diseases. However, further studies are needed to determine the potential therapeutic and toxic effects of rhapontigenin. Health and safety considerations should be taken into account when using rhapontigenin in industrial applications. Future trends and prospects in the application of rhapontigenin in scientific research include the development of novel drug delivery systems and the identification of new biological targets.

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