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Chemical Compound Review:

CHEMBL1201373 (3R,5R)-7-[(1S,2R,6R,8S,8aS)- 2,6-dimethyl...

Synonyms: SureCN1977672, CHEBI:43735, LS-94710, MK 819, MSD 803 acid, ...

Pandak, W.M. et al., Greenspan, M.D. et al., Pandak, W.M. et al., Bizukojc, M. et al., Calaf, R.E. et al., et al.

Bizukojc, Pawlowska, Ledakowicz,

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Disease relevance of MK 819

To test this hypothesis, mevinolinic acid, a potent competitive inhibitor of HMG-CoA reductase, was administered as a single intravenous bolus (10 mg/kg) to rats with a chronic bile fistula [1].

High impact information on MK 819

In its hydroxyacid form (mevinolinic acid), mevinolin is a potent competitive inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A reductase from liver [2].
At 0.5, 1.5, 3, 6, and 27 h after mevinolinic acid injection, cholesterol 7 alpha-hydroxylase activity was decreased by 6%, 25%, 54%, 41%, and 17%, respectively [1].
In the chronic bile fistula rat, the administration of a bolus dose of mevinolinic acid, an inhibitor of HMG-CoA reductase, was followed by rapid down-regulation of cholesterol 7 alpha-hydroxylase activity and a decrease in bile acid synthesis [3].
When a bolus dose of mevinolinic acid was coupled with a continuous infusion of mevalonate, the product of the reaction catalyzed by HMG-CoA reductase, the mevinolinic acid-induced decrease in cholesterol 7 alpha-hydroxylase activity and bile acid synthesis was prevented [1].
A comparison of acetate incorporation into mevinolinic acid and fatty acids indicated that mevinolinic acid biosynthesis increased with a maximum between days 3 and 5 of growth; at this time cell growth had ceased and fatty acid biosynthesis was negligible [4].

Anatomical context of MK 819

In vitro addition of mevinolinic acid (up to 20 microM) to rat liver microsomes failed to inhibit cholesterol 7 alpha-hydroxylase activity, suggesting no direct effect of mevinolinic acid on enzyme activity [1].

Associations of MK 819 with other chemical compounds

Bile acid synthesis was determined following inhibition of HMG-CoA reductase by mevinolinic acid over a 27-h time course and specific activities of HMG-CoA reductase and cholesterol 7 alpha-hydroxylase were determined in liver microsomes [1].
The impact of the supplementation of cultivation media with B-group vitamins on the biosynthesis of lovastatin (mevinolinic acid) by Aspergillus terreus ATCC20542 was investigated [5].

Analytical, diagnostic and therapeutic context of MK 819

Quantitative analysis of mevinolinic acid in human plasma by high-performance liquid chromatography coupled with negative-ion electrospray tandem mass spectrometry [6].

References

Regulation of bile acid synthesis. IV. Interrelationship between cholesterol and bile acid biosynthesis pathways. Pandak, W.M., Heuman, D.M., Hylemon, P.B., Vlahcevic, Z.R. J. Lipid Res. (1990) [Pubmed]
A new era of exploitation of microbial metabolites. Demain, A.L. Biochem. Soc. Symp. (1983) [Pubmed]
Regulation of bile acid synthesis. V. Inhibition of conversion of 7-dehydrocholesterol to cholesterol is associated with down-regulation of cholesterol 7 alpha-hydroxylase activity and inhibition of bile acid synthesis. Pandak, W.M., Vlahcevic, Z.R., Heuman, D.M., Hylemon, P.B. J. Lipid Res. (1990) [Pubmed]
Mevinolinic acid biosynthesis by Aspergillus terreus and its relationship to fatty acid biosynthesis. Greenspan, M.D., Yudkovitz, J.B. J. Bacteriol. (1985) [Pubmed]
Supplementation of the cultivation media with B-group vitamins enhances lovastatin biosynthesis by Aspergillus terreus. Bizukojc, M., Pawlowska, B., Ledakowicz, S. J. Biotechnol. (2007) [Pubmed]
Quantitative analysis of mevinolinic acid in human plasma by high-performance liquid chromatography coupled with negative-ion electrospray tandem mass spectrometry. Calaf, R.E., Carrascal, M., Gelpí, E., Abian, J. Rapid Commun. Mass Spectrom. (1997) [Pubmed]

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