Mevastatin
 |
|
|---|---|
| Systematic (IUPAC) name | |
| (1S,7R,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | ? |
| Identifiers | |
| CAS number | 73573-88-3  |
| ATC code | None |
| PubChem | CID 64715 |
| DrugBank | DB06693 |
| ChemSpider | 58262  |
| UNII | 1UQM1K0W9X |
| KEGG | C13963 |
| ChEMBL | CHEMBL54440 |
| Chemical data | |
| Formula | C23H34O5 |
| Mol. mass | 390.513 g/mol |
|
|
|
|
 (what is this?) (verify) |
|
Mevastatin, compactin, ML-236B is a hypolipidemic agent that belongs to the statins class.
It was isolated from the mold Penicillium citrinum by Akira Endo in the 1970s and he identified it as a HMG-CoA reductase inhibitor,[1] i.e.; a statin. Mevastatin might be considered the first statin drug,[2] but, although clinical trials on mevastatin were performed in the late 1970s in Japan, it was never marketed.[3]The first statin drug available to the general public was lovastatin. In vitro it has antiproliferative properties.[4]
A British group isolated the same compound from Penicillium brevicompactum, named it compactin and also published it in 1976.[5] The British group mentions anti-fungal properties with no mention of HMG-CoA Reductase inhibition.
High doses inhibit growth and proliferation of melanoma cells.[6]
See also [edit]
References [edit]
Ajaz Ahmad, M Mujeeb, Bibhu Prasad Panda (2010) An HPTLC Method for the Simultaneous Analysis of Compactin and Citrinin in Penicillium citrinum Fermentation Broth. Journal of Planar Chromatography-Modern TLC, 23 (4), 282–285 [1]
- ^ Endo, Akira; Kuroda M., Tsujita Y. (December 1976). "ML-236A, ML-236B, and ML-236C, new inhibitors of cholesterogenesis produced by Penicillium citrinium". Journal of Antibiotics (Tokyo) 29 (12): 1346–8. doi:10.7164/antibiotics.29.1346. PMID 1010803.
- ^ http://www.world-of-fungi.org/Mostly_Medical/Mark_Gilson/Mark_Gilson.htm "the story of statins"
- ^ Endo, Akira (Oct 2004). "The origin of the statins". Atheroscler Suppl. 5 (3): 125–30. doi:10.1016/j.atherosclerosissup.2004.08.033. PMID 15531285.
- ^ http://carcin.oxfordjournals.org/cgi/content/abstract/22/7/1061 "HMG-CoA reductase inhibitor mevastatin enhances the growth inhibitory effect of butyrate in the colorectal carcinoma cell line Caco-2" 2001
- ^ "Crystal and Molecular Structure of Compactin, a New Antifungal Metabolite from Penicillium brevicompactum." Alian G. Brown, Terry C. Smale, Trevor J. King, Rainer Hasenkamp and Ronald H. Thompson. J. Chem. Soc., Perkin Trans. 1, 1976, 1165-1170. DOI:10.1039/P19760001165
- ^ http://www.biomedcentral.com/1471-2407/8/9/abstract "The 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors, simvastatin, lovastatin and mevastatin inhibit proliferation and invasion of melanoma cells" 2008
|
|||||||||||||||||||||||||||||||||||||||||||
 |
This drug article relating to the cardiovascular system is a stub. You can help Wikipedia by expanding it. |
