Abstract
Simvastatin (SIM) and lovastatin (LOV) are two important active pharmaceutical ingredients from statin class, prescribed in the treatment of hypercholesterolemia. Our study presents the results obtained by our research group regarding the decomposition of SIM and LOV in oxidative atmosphere, by employing three isoconversional methods, namely Friedman, Kissinger–Akahira–Sunose and Flynn–Wall–Ozawa. The results obtained by Friedman method suggested a multistep degradation, while the ones obtained by Kissinger–Akahira–Sunose and Flynn–Wall–Ozawa suggested a single-step degradation. In order to validate the results, we used the NPK method, which allowed a concrete separation and nature of processes that contributed to the degradation of both statins. NPK method showed that both SIM and LOV are degraded by contribution of two distinctive chemical processes, and the mean values of activation energies are also reported.
Similar content being viewed by others
References
Brunton LL, Lazo JS, Parker KL, editors. Goodman and Gilman’s the pharmacological basis of therapeutics. 11th ed. New York: McGraw-Hill; 2006.
Lopez-Pedrera C, Ruiz-Limon P, Valverde-Estepa A, Barbarroja N, Rodriguez-Ariza A. To cardiovascular disease and beyond: new therapeutic perspectives of statins in autoimmune diseases and cancer. Curr Drug Targets. 2012;13:829–41.
Liu J, Zhang J, Shi Y, Grimsgaard S, Alraek T, Fønnebø V. Chinese red yeast rice (Monascus purpureus) for primary hyperlipidemia: a meta-analysis of randomized controlled trials. Chin Med. 2006;1:4–8.
Gunde-Cimerman N, Cimerman A. Pleurotus fruiting bodies contain the inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme a reductase-lovastatin. Exp Mycol. 1995;19(1):1–6.
Mielcarek J, Naskrent M, Grobelny P. Photochemical properties of simvastatin and lovastatin induced by radiation. J Therm Anal Calorim. 2009;96(1):301–5.
Souza MAF, Conceio MM, Silva MCD, Soledade LEB, Souza AG. Thermal and kinetic study of statins. Simvastatin and lovastatin. J Therm Anal Calorim. 2007;87(3):859–63.
Procópio JVV, de Souza VG, da Costa RA, Correia LP, de Souza FB, Macêdo RO. Application of thermal analysis and pyrolysis coupled to GC/MS in the qualification of simvastatin pharmaceutical raw material. J Therm Anal Calorim. 2011;106:665–70.
Sovizi MR, Hosseini SG. Studies on the thermal behavior and decomposition kinetic of drugs cetirizine and simvastatin. J Therm Anal Calorim. 2013;111:2143–8.
Ledeti I, Vlase G, Ciucanu I, Olariu T, Fulias A, Suta LM, Belu I. Analysis of solid binary systems containing Simvastatin. Rev Chim (Bucharest). 2015;66(2):240–3.
Ledeti I, Vlase G, Vlase T, Ciucanu I, Olariu T, Fulias A, Suta LM, Todea A. Instrumental analysis of potential lovastatin-excipient interactions in preformulation studies. Rev Chim (Bucharest). 2015;66(6):879–82.
Yoshida MI, Oliveira MA, Gomes ECL, Mussel WN, Castro WV, Soares CDV. Thermal characterization of lovastatin in pharmaceutical formulations. J Therm Anal Calorim. 2011;106:657–64.
Ledeti I, Vlase G, Vlase T, Suta LM, Todea A, Fulias A. Selection of solid-state excipients for simvastatin dosage forms through thermal and nonthermal techniques. J Therm Anal Calorim. 2015;121(3):1093–102. doi:10.1007/s10973-015-4832-5.
Górniak A, Karolewicz B, Żurawska-Płaksej E, Pluta J. Thermal, spectroscopic, and dissolution studies of the simvastatin–acetylsalicylic acid mixtures. J Therm Anal Calorim. 2013;111:2125–32.
Karolewicz B, Gajda M, Pluta J, Górniak A. The effect of Pluronic F127 on the physicochemical properties and dissolution profile of lovastatin solid dispersions. J Therm Anal Calorim doi: 10.1007/s10973-015-4935-z.
Ledeti I, Vlase G, Vlase T, Fulias A. Kinetic analysis of solid-state degradation of pure pravastatin versus pharmaceutical formulation. J Therm Anal Calorim. 2015;121(3):1103–10. doi:10.1007/s10973-015-4842-3.
Fuliaş A, Vlase G, Grigorie C, Ledeţi I, Albu P, Bilanin M, Vlase T. Thermal behaviour studies of procaine and benzocaine. Part 1. Kinetic analysis of the active substances under non-isothermal conditions. J Therm Anal Calorim. 2013;113(1):265–71.
Vlase T, Vlase G, Doca N, Ilia G, Fuliaş A. Coupled thermogravimetric-IR techniques and kinetic analysis by non-isothermal decomposition of Cd2+ and Co2+ vinyl-phosphonates. J Therm Anal Calorim. 2009;97:467–72.
Fulias A, Vlase G, Vlase T, Soica C, Heghes A, Craina M, Ledeti I. Comparative kinetic analysis on thermal degradation of some cephalosporins using TG and DSC data. Chem Cent J. 2013;7(1):70.
Ledeti I, Fulias A, Vlase G, Vlase T, Bercean V, Doca N. Thermal behaviour and kinetic study of some triazoles as potential anti-inflammatory agents. J Therm Anal Calorim. 2013;114:1295–305.
Friedman HL. New methods for evaluating kinetic parameters from thermal analysis data. J Polym Sci. 1965;6C:183–7.
Kissinger HE. Reaction kinetics in differential thermal analysis. Anal Chem. 1957;29:1702–6.
Akahira T, Sunose T. Joint convention of four electrical institutes. Res Rep Chiba Inst Technol Sci Technol. 1971;16:22–31.
Flynn JH, Wall LA. A quick direct method for determination of activation energy from thermogravimetric data. J Polym Sci B. 1966;4:323–8.
Ozawa T. A new method of analyzing thermogravimetric data. Bull Chem Soc Jpn. 1965;38:1881–6.
Serra R, Nomen R, Sempere J. The non-parametric kinetics. A new method for the kinetic study of thermoanalytical data. J Therm Anal Calorim. 1998;52:933–43.
Serra R, Sempere J, Nomen R. A new method for the kinetic study of thermoanalytical data: the non-parametric kinetics method. Thermochim Acta. 1998;316:37–45.
Vlase T, Vlase G, Birta N, Doca N. Comparative results of kinetic data obtained with different methods for complex decomposition steps. J Therm Anal Calorim. 2007;88:631–5.
Anghel M, Vlase G, Bilanin M, Vlase T, Albu P, Fulias A, Tolan I, Doca N. Comparative study on the thermal behavior of two similar triterpenes from birch. J Therm Anal Calorim. 2013;113(3):1379–85.
Wall ME. Singular value decomposition and principal component analysis. In: Berrar DP, Dubitzky W, Granzow M, editors. A practical approach to microarray data analysis. Boston: Kluwer-Norwel; 2003. p. 91–109.
Šesták J, Berggren G. Study of the kinetics of the mechanism of solid-state reactions at increasing temperatures. Thermochim Acta. 1971;3:1–12.
Acknowledgements
This work was performed at West University of Timişoara and was supported by the strategic Grant POSDRU/159/1.5/S/137750, Project “Doctoral and Postdoctoral programs support for increased competitiveness in Exact Sciences research” co-financed by the “European Social Fund within the Sectoral Operational Programme Human Resources Development 2007–2013” to Ionuţ Ledeţi.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Ledeţi, I., Vlase, G., Vlase, T. et al. Comparative thermal stability of two similar-structure hypolipidemic agents. J Therm Anal Calorim 125, 769–775 (2016). https://doi.org/10.1007/s10973-015-5071-5
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10973-015-5071-5