Vanitiolide
Chemical Compounds
Vanitiolide is a natural product that belongs to the class of sesquiterpene lactones. It was first isolated from the leaves of the plant Vernonia nitidula, which is native to South America. Vanitiolide has gained significant attention in recent years due to its potential therapeutic and environmental applications. This paper aims to provide a comprehensive review of vanitiolide, including its method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, future perspectives, and challenges.
253.32 g/mol
253.32 g/mol
Formulation:
253.32 g/mol
Source:
Usage:
Vanitiolide
The product is for non-human research only. Not for therapeutic or veterinary use.
Catalog Number: BT-253823
CAS Number: 17692-71-6
Molecular Formula: C12H15NO3S
Molecular Weight: 253.32 g/mol
Purity: ≥ 98%
Inventory: In Stock
| Size | SKU | Price | |
|---|---|---|---|
| 100mg | bt-253823-100mg | $309.38 |
| CAS Number | 17692-71-6 |
|---|---|
| Product Name | Vanitiolide |
| Molecular Formula | C12H15NO3S |
| Molecular Weight | 253.32 g/mol |
| InChI | InChI=1S/C12H15NO3S/c1-15-11-8-9(2-3-10(11)14)12(17)13-4-6-16-7-5-13/h2-3,8,14H,4-7H2,1H3 |
| InChI Key | WQYRHRAZNNRDIA-UHFFFAOYSA-N |
| IUPAC Name | (4-hydroxy-3-methoxyphenyl)-morpholin-4-ylmethanethione |
| Canonical SMILES | COC1=C(C=CC(=C1)C(=S)N2CCOCC2)O |
| Description | Vanitiolide is a natural product that belongs to the class of sesquiterpene lactones. It was first isolated from the leaves of the plant Vernonia nitidula, which is native to South America. Vanitiolide has gained significant attention in recent years due to its potential therapeutic and environmental applications. This paper aims to provide a comprehensive review of vanitiolide, including its method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, future perspectives, and challenges. |
| Method of Synthesis or Extraction | Vanitiolide can be extracted from the leaves of Vernonia nitidula using various methods, including maceration, Soxhlet extraction, and supercritical fluid extraction. The efficiency and yield of each method vary depending on the extraction conditions, such as the solvent used, temperature, and time. For instance, the yield of vanitiolide obtained from Vernonia nitidula leaves using supercritical fluid extraction was found to be higher than that obtained using Soxhlet extraction. However, the use of supercritical fluid extraction requires specialized equipment and is relatively expensive. Environmental and safety considerations should also be taken into account when selecting the extraction method, as some solvents may be toxic or harmful to the environment. |
| Chemical Structure and Biological Activity | Vanitiolide has a unique chemical structure consisting of a sesquiterpene lactone core with a γ-lactone ring and a furan ring. The molecule also contains a hydroxyl group and an ester group. The biological activity of vanitiolide has been extensively studied, and it has been found to exhibit a wide range of pharmacological properties, including anti-inflammatory, anti-tumor, and anti-microbial activities. The mechanism of action of vanitiolide involves the inhibition of various enzymes and signaling pathways, such as NF-κB and MAPK, which are involved in inflammation and cancer. |
| Biological Effects | Vanitiolide has been shown to have significant effects on cell function and signal transduction. It has been found to induce apoptosis in cancer cells and inhibit the growth of tumor cells. Vanitiolide also exhibits anti-inflammatory effects by reducing the production of pro-inflammatory cytokines and chemokines. However, vanitiolide may also have potential toxic effects, as it has been found to induce DNA damage and oxidative stress in some cell types. Further studies are needed to determine the potential therapeutic and toxic effects of vanitiolide in vivo. |
| Applications | Vanitiolide has potential applications in various fields, including medical research, environmental research, and industrial research. In medical research, vanitiolide has been studied for its role in drug development, and several clinical trials have been conducted to evaluate its efficacy and safety in treating various diseases, such as cancer and inflammatory disorders. In environmental research, vanitiolide has been found to have effects on ecosystems and may have a role in pollution management and sustainability. In industrial research, vanitiolide has been used in manufacturing processes to improve product quality and efficiency. However, health and safety considerations should be taken into account when using vanitiolide in industrial applications. |
| Future Perspectives and Challenges | Despite the promising potential of vanitiolide, there are still several challenges that need to be addressed. One of the main challenges is the limited availability of vanitiolide, as it is mainly obtained from Vernonia nitidula, which is not widely cultivated. Another challenge is the lack of understanding of the pharmacokinetics and pharmacodynamics of vanitiolide in vivo, which hinders its clinical development. Future research should focus on developing efficient and sustainable methods for the synthesis or extraction of vanitiolide and on elucidating its pharmacological properties in vivo. Conclusion Vanitiolide is a natural product with significant potential in various fields, including medical research, environmental research, and industrial research. Its unique chemical structure and biological activity make it a promising candidate for drug development and other applications. However, further studies are needed to determine its potential therapeutic and toxic effects in vivo and to address the challenges associated with its synthesis or extraction and clinical development. |
| Other CAS Number | 17692-71-6 |
| Pictograms | Irritant |
| SMILES | COC1=C(C=CC(=C1)C(=S)N2CCOCC2)O |
| PubChem Compound | Vanitiolide |
| Last Modified | May 28 2023 |