Demethylzeylasteral
Chemical compound
From Wikipedia, the free encyclopedia
Demethylzeylasteral is a naturally occurring organic compound with the formula C29H36O6. It is a pentacyclic triterpenoid compound isolated from the roots of Tripterygium wilfordii, a species of vine native to East and Southeast Asia commonly referred to as thunder god vine.
| Names | |
|---|---|
| Preferred IUPAC name
(2R,4aS,6aR,6aS,14aS,14bR)-9-formyl-10,11-dihydroxy-2,4a,6a,6a,14a-pentamethyl-8-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid | |
| Identifiers | |
3D model (JSmol) |
|
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C29H36O6 | |
| Molar mass | 480.601 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Isolation
Tripterygium wilfordii, also called as thunder god vine, is a perennial vine native to East and Southeast Asia, particularly in China, Korea, and Japan.[1] Demethylzeylasteral is typically isolated from the root xylem[2] or the skin of the vine's root.[1] It was reportedly first isolated in the 1990s by researchers at the Pharmaceutical Science Research Laboratory of Zhongshan Hospital, Fudan University in Shanghai.[3]
Structure and properties
Demethylzeylasteral is classified as a pentacyclic triterpenoid[1] with the molecular formula C29H36O6 and a molecular weight of 480.601 g/mol.[4] The compound appears as a yellow amorphous powder.[4] The pharmacologically active constituents of T. wilfordii include a diverse range of terpenoids, alkaloids, lignans, and diterpenes. Among these, triptolide and celastrol have been extensively studied for their potent biological activities.[5]
Applications
The therapeutic profile of T. wilfordii encompasses a broad range of indications, particularly within the framework of traditional medicine. It has long been employed to manage autoimmune and inflammatory disorders, with notable effectiveness in treating rheumatoid arthritis.[3] Other autoimmune conditions traditionally treated with this plant include systemic lupus erythematosus (SLE), autoimmune hepatitis, and ankylosing spondylitis.[6]
Renal diseases such as chronic nephritis, nephrotic syndrome, idiopathic IgA nephropathy, and diabetic nephropathy have also been addressed using preparations derived from T. wilfordii.[6] Additionally, the plant is utilized in the management of dermatological conditions, including psoriasis[6] and vitiligo.[6][7]
Within the theoretical framework of traditional Chinese medicine (TCM), T. wilfordii is said to promote blood circulation, unblock meridians, expel wind and dampness, and alleviate pain and swelling.[8] It has also been used to treat fever, edema, and carbuncles.[2]
