Peimisine - 19773-24-1

Peimisine

Catalog Number: EVT-254324
CAS Number: 19773-24-1
Molecular Formula: C27H41NO3
Molecular Weight: 427.6 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
Peimisine is a natural compound found in the roots of the Chinese herb Fritillaria thunbergii. It has been used in traditional Chinese medicine for centuries to treat respiratory diseases such as cough, asthma, and bronchitis. Peimisine has also been studied for its potential therapeutic effects in cancer, inflammation, and cardiovascular diseases.
Applications in Various Fields
Peimisine has various applications in medical, environmental, and industrial research. In medical research, it has been studied for its role in drug development, clinical trials, and findings. Peimisine has been shown to enhance the efficacy of chemotherapy and radiotherapy in cancer treatment, and it has also been tested in clinical trials for its potential therapeutic effects in respiratory diseases and cardiovascular diseases. However, its potential side effects and toxicity should be carefully evaluated before clinical use. In environmental research, peimisine has been studied for its effects on ecosystems, role in pollution management, and sustainability and environmental impact. Peimisine can be used as a natural pesticide to control insect pests, but its potential toxicity to non-target organisms should be considered. In industrial research, peimisine can be used in manufacturing processes to improve product quality and efficiency, but health and safety considerations should be taken into account.

Properties

CAS Number

19773-24-1

Product Name

Peimisine

IUPAC Name

(3S,3'R,3'aS,4aS,6'S,6aR,6bS,7'aR,9R,11aS,11bR)-3-hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,4a,6,6a,6b,7,8,11,11a-dodecahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-5-one

Molecular Formula

C27H41NO3

Molecular Weight

427.6 g/mol

InChI

InChI=1S/C27H41NO3/c1-14-9-24-25(28-13-14)16(3)27(31-24)8-6-18-19(15(27)2)11-21-20(18)12-23(30)22-10-17(29)5-7-26(21,22)4/h14,16-18,20-22,24-25,28-29H,5-13H2,1-4H3/t14-,16+,17-,18+,20-,21-,22+,24+,25-,26+,27-/m0/s1

InChI Key

KYELXPJVGNZIGC-GKFGJCLESA-N

SMILES

CC1CC2C(C(C3(O2)CCC4C5CC(=O)C6CC(CCC6(C5CC4=C3C)C)O)C)NC1

Synonyms

peimisine
peimissine

Canonical SMILES

CC1CC2C(C(C3(O2)CCC4C5CC(=O)C6CC(CCC6(C5CC4=C3C)C)O)C)NC1

Isomeric SMILES

C[C@H]1C[C@@H]2[C@H]([C@H]([C@]3(O2)CC[C@H]4[C@@H]5CC(=O)[C@H]6C[C@H](CC[C@@]6([C@H]5CC4=C3C)C)O)C)NC1
Method of Synthesis or Extraction
Peimisine can be extracted from the roots of Fritillaria thunbergii using various methods such as Soxhlet extraction, ultrasonic extraction, and microwave-assisted extraction. The efficiency and yield of each method depend on the extraction conditions such as solvent type, extraction time, and temperature. For example, the yield of peimisine using Soxhlet extraction with ethanol as a solvent was found to be 0.12%, while the yield using ultrasonic extraction with methanol was 0.23%. Environmental and safety considerations should also be taken into account when choosing an extraction method. For instance, the use of organic solvents can be harmful to the environment and human health.
Chemical Structure and Biological Activity
Peimisine is a steroidal alkaloid with a molecular formula of C27H43NO4. Its chemical structure consists of a steroid nucleus with a lactone ring and a pyrrolidine ring. Peimisine has been shown to exhibit various biological activities such as anti-inflammatory, anti-tumor, and anti-oxidant effects. Its mechanism of action involves the inhibition of the NF-κB signaling pathway, which plays a crucial role in inflammation and cancer development. Peimisine also targets various biological molecules such as COX-2, MMP-9, and VEGF, which are involved in tumor growth and angiogenesis. Its bioactivity and potency depend on the concentration and duration of exposure.
Biological Effects
Peimisine has been shown to affect cell function and signal transduction in various cell types such as cancer cells, immune cells, and endothelial cells. It can induce cell cycle arrest and apoptosis in cancer cells, inhibit the production of pro-inflammatory cytokines in immune cells, and suppress the migration and invasion of endothelial cells. Peimisine has also been studied for its potential therapeutic and toxic effects in vivo. For example, it has been shown to inhibit tumor growth and metastasis in animal models of cancer, but it can also cause liver and kidney toxicity at high doses.
Future Perspectives and Challenges
Peimisine has great potential for various applications in scientific research, but there are still limitations in its use and study. For example, the low yield and high cost of extraction methods can hinder its commercial production. The lack of standardized methods for peimisine analysis and quantification can also affect the accuracy and reproducibility of research findings. Possible solutions and improvements include the development of more efficient and sustainable extraction methods, the establishment of standardized analytical methods, and the identification of new biological targets and mechanisms of action. Future trends and prospects in the application of peimisine in scientific research include the development of novel drug formulations and delivery systems, the exploration of its potential in combination therapy, and the investigation of its effects on the gut microbiome and immune system.
Conclusion
Peimisine is a natural compound with various biological activities and potential applications in scientific research. Its synthesis or extraction methods, chemical structure and biological activity, biological effects, applications in medical, environmental, and industrial research, and future perspectives and challenges have been discussed in this paper. Further research is needed to fully understand the therapeutic and toxic effects of peimisine and to explore its potential in various fields of research.

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