Pharmacokinetic parameters of statin drugs characterized by reversed phase high-performance liquid chromatography

Analytical Letters

Volumn 44, Issue 6, 2011, Pages 1009-1020

  Mornar, Ana ^a   Damić, Miranda ^a   Nigović, Biljana ^a  

^a UNIVERSITY OF ZAGREB   (Croatia)

Author keywords

ADME; In silico approach; Lipophilicity; RP HPLC

Indexed keywords

EID: 79953700285     PISSN: 00032719     EISSN: 1532236X     Source Type: Journal    
DOI: 10.1080/00032719.2010.511738     Document Type: Article

References (40)

1. Casoni, D., A. Kot-Wasik, J. Namiesnik, and C. Sabu. 2009. Lipophilicity data for some preservatives estimated by reversed-phase liquid chromatography and different computation methods. J. Chromatogr. A 1216: 2456-2465.
2. Ghose, A. K., and G. M. Crippen. 1987. Atomic physicochemical parameters for threedimensional-structure-directed quantitative structure-activity relationship. 2. Modeling dispersive and hydrophobic interactions. J. Chem. Inf. Comput. Sci. 27: 21-35.
3. Hall, L. H., and L. B. Kier. 1995. Electrotopological state indices for atom types: a novel combination of electronic, topological, and valence state information. J. Chem. Inf. Comput. Sci. 35: 1039-1045.
4. Hansch, C., and T. Fujita. 1964. p-δ-π Analysis. A method for the correlation of biological activity and chemical structure. J. Am. Chem. Soc. 86: 1616-1625.
5. Hartmann, T., and J. Schmitt. 2004. Lipophilicity-beyond octanol/water: A short comparison of modern technologies. Drug Discov. Today: Technol. 1: 431-439.
6. Hilal, S. H., and S. W. Karickhoff. 2004. Prediction of the solubility, activity coefficient and liquid/liquid partition coefficient of organic compounds. QSAR Comb. Sci. 23: 709-720.
7. Hornig, M., and A. Klamt. 2005. COSMOfrag: A Novel Tool for High-Throughput ADME Property Prediction and Similarity Screening Based on Quantum Chemistry. J. Chem. Inf. Model. 45: 1169-1177.
8. Japertas, P., R. Didziapetris, and A. Petrauskas. 2002. Fragmental methods in the design of new compounds. Applications of the advanced algorithm builder. Quant. Struct.-Act. Relat. 21: 23-37.
9. Kaliszan, R. 1999. Chromatography and capillary electrophoresis in modelling the basic processes of drug action. Trends Anal. Chem. 18: 400-410.
10. Kaliszan, R., Nasal, A., and M. J. Markuszewski. 2003. New approaches to chromatographic determination of lipophilicity of xenobiotics. Anal. Bioanal. Chem. 377: 803-811.
11. Kerns, E., and L. Di. 2008. Drug-Like Properties: Concepts, Structure Design and Methods: From ADME to Toxicity Optimization. USA: Academic Press.
12. Kerns, E. H., and L. Di. 2003. Pharmaceutical profiling in drug discovery. Drug Discov. Today 8: 316-323.
13. Li, A. P. 2005. Preclinical in vitro screening assays for drug-like properties. Drug Discov. Today: Technol. 2: 179-185.
14. Lipinski, C. A. 2000. Drug-like properties and the causes of poor solubility and poor permeability. J. Pharmacol. Toxicol. Methods 44: 235-249.
15. Mannhold, R., and H. van de Waterbeemd. 2001. Substructure and whole molecule approaches for calculating log P. J. Comput. Aided Mol. Des. 15: 337-354.
16. Meylan, W. M., and P. H. Howard. 1995. Atom/fragment contribution method for estimating octanol-water partition coefficients. J. Pharm. Sci. 84: 83-92.
17. Mornar, A., I. Jasprica, and M. Medić-Šarić. 2006. Prediction of bioavailability of phenolic acids by potentiometric titration method and chromatographic techniques. Planta Medica 73: 1429.
18. Mornar, A., M. Medić-Šarić, and I. Jasprica. 2006. ADME Data of polyphenols characterized by reversed-phase thin layer chromatography. J. Planar Chromatogr. 19: 409-417.
19. Mrkvickova, Z., P. Kovari{dotless}kova, S. Bali{dotless}kova, and J. Klimes. 2008. Determination of lipophilicity of novel potential antituberculotic agents using HPLC on monolithic stationary phase and theoretical calculations. J. Pharm. Biomed. Anal. 48: 310-314.
20. Park, W. K. C., R. M. Kennedy, S. D. Larsen, S. Miller, B. D. Roth, Y. Song, B. A. Steinbaugh, et al. 2008. Hepatoselectivity of statins: Design and synthesis of 4-sulfamoyl pyrroles as HMG-CoA reductase inhibitors. Bioorg. Med. Chem. Lett. 18: 1151-1156.
21. Pagliara, A., E. Khamis, A. Trinh, P.-A. Carrupt, R.-S. Tsai, and B. Testa. 1995. Structural properties governing retention mechanisms on RP-HPLC stationary phases used for lipophilicity measurements. J. Liq. Chromatogr. 18: 1721-1745.
22. Pedretti, A., L. Villa, and G. Vistoli. 2003. Atom-type description language: a universal language to recognize atom types implemented in the VEGA program. Theor. Chem. Acc. 109: 229-232.
23. Pedretti, A., L. Villa, and G. Vistoli. 2004. Vega-An open platform to develop chemobio-informatics applications, using plug-in architecture and script programming. J.C.A.M.D. 18: 167-173.
24. Schachter, M. 2004. Chemical, pharmacokinetic and pharmacodynamic properties of statins: an update. Fundam. Clin. Pharm. 19: 117-125.
25. Schoenmakers, P. J., H. A. H. Billiet, and L. De Galan. 1979. Influence of Organic Modifiers on the retention behaviour in reversed-phase liquid chromatography and its consequences for gradient elution. J. Chromatogr. 185: 179-195.
26. Smith, D. A., H. van de Waterbeemd, D. K. Walker, R. Mannhold, H. Kubinyi, and G. Folkers. 2006. Pharmacokinetics and metabolism in drug design (methods and principles in medicinal chemistry). Germany: WILEY-VCH.
27. Spessard, G. O. 1998. ACD Labs/LogP dB 3.5 and ChemSketch 3.5. J. Chem. Inf. Comput. Sci. 38: 1250-1253.
28. Testa, B., S. D. Kramer, H. Wunderli-Allenspach, and G. Folkers. 2006. Pharmacokinetic Profiling in Drug Research. Switzerland: WILEY-VCH.
29. Testa, B., H. van de Waterbeemd, G. Folkers, and R. Guy. 2001. Pharmacokinetic Optimisation in Drug Research. Switzerland: Wiley-VCH.
30. Tetko, I. V., and P. Bruneau. 2004. Application of ALOGPS to predict 1-octanol/water distribution coefficients, logP, and logD, of AstraZeneca in-house database. J. Pharm. Sci. 93: 3103-3110.
31. Tetko, I. V., and V. Y. Tanchuk. 2002. Application of associative neural networks for prediction of lipophilicity in ALOGPS 2.1 program. J. Chem. Inf. Comput. Sci. 42: 1136-1145.
32. Tetko, I. V., V.Y. Tanchuk, T.N. Kasheva, and A. E. P. Villa. 2001. Estimation of aqueous solubility of chemical compounds using E-state indices. J. Chem. Inf. Comput. Sci. 41: 1488-1493.
33. Todeschini, R., and V. Consonni. 2000. Handbook of Molecular Descriptors. Germany: Wiley-VCH.
34. Valkó, K. 2004. Application of high-performance liquid chromatography based measurements of lipophilicity to model biological distribution. J. Chromatogr. A 1037: 299-310.
35. Valkó, K., and P. Sléger. 1993. New chromatographic hydrophobicity index (φ0) based on the slope and the intercept of the log k′ versus organic phase concentration plot. J. Chromatogr. A 631: 46-61.
36. van de Waterbeemd, H., H. Lennernas, and P. Artursson. 2003. Drug Bioavailability Estimation of Solubility, Adsorption and Bioavailability. Switzerland: WILEY-VCH.
37. Viswanadhan, V. N., A. K. Ghose, G. R. Revankar, and R. K. Robins. 1989. Atomic physicochemical parameters for three dimensional structure directed quantitative structure-activity relationships. 4. Additional parameters for hydrophobic and dispersive interactions and their application for an automated superposition of certain naturally occurring nucleoside antibiotics. J. Chem. Inf. Comput. Sci. 29: 163-172.
38. Voltano, J. R., M. Parham, L. H. Hall, and L. B. Kier. 2004. New predictors for several ADME/Tox properties: Aqueous solubility, human oral absorption, and Anes genotoxicity using topological descriptors. J. Mol. Divers. 8: 379-391.
39. Wang, R., Y. Gao, and L. Lai. 2000. Calculating partition coefficient by atom-additive method. Perspect. Drug Discov. Des. 19: 47-66.
40. Zmuidinavicius, D., R. Didziapetris, P. Japertas, A. Avdeef, and A. Petrauskas. 2003. Classification structure-activity relations (C-SAR) in prediction of human intestinal absorption. J. Pharm. Sci. 92: 621-633.