Mevastatin
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| 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 |
| SMILES | eMolecules & PubChem |
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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]
High doses inhibit growth and proliferation of melanoma cells.[5]
[edit] References
- ^ 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. 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
- ^ 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
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