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Oxidation Kinetics of Simvastatin Using Cetyltrimethylammonium Dichromate
Article first published online: 5 DEC 2012
© 2012 Wiley Periodicals, Inc.
International Journal of Chemical Kinetics
Volume 45, Issue 4, pages 236–242, April 2013
How to Cite
Sahoo, P. R., Patel, S. and Mishra, B. K. (2013), Oxidation Kinetics of Simvastatin Using Cetyltrimethylammonium Dichromate. Int. J. Chem. Kinet., 45: 236–242. doi: 10.1002/kin.20759
- Issue published online: 21 FEB 2013
- Article first published online: 5 DEC 2012
- Manuscript Accepted: 18 SEP 2012
- Manuscript Revised: 13 SEP 2012
- Manuscript Revised: 22 AUG 2012
- Manuscript Received: 5 MAY 2012
This article reports an attempt on the studies on resistance of oxidative stress by the prodrug, simvastatin (SV). Cetyltrimethylammonium dichromate has been used as a lipid compatible oxidant to study the oxidation kinetics of SV in organic media. The reaction undergoes via an ionic mechanism without any side product. The reaction is found to be acid catalyzed and sensitive to solvent polarity. The increase in the rate constant due to an increase in hydrophobicity (apolarity) of the solvent indicates the existence of a less polar transition state. Furthermore, the decrease in the rate constant due to an increase in [CTAB] suggests partitioning of the substrates and the oxidants into two different domains with different polar characteristics akin to a reversed micellar aggregates. Considering the above results and the thermodynamic parameters, a reaction mechanism has been proposed, wherein a complex formed at the interface of the two domains due to the reactant and the oxidant in a fast process decomposes to the products in a slow process in the nonpolar bulk.