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Monitoring of the Optical Purity for Levothyroxine Sodium in Pharmaceuticals Using Crown Ether Derived Chiral Columns  

Jeon, So-Hee (College of Pharmacy, Chosun University)
Lee, Won-Jae (College of Pharmacy, Chosun University)
Publication Information
KSBB Journal / v.25, no.5, 2010 , pp. 449-452 More about this Journal
L-Thyroxine possessing a chiral center, the naturally occurring thyroid hormone has been used for the treatment of thyroid dysfunctions and marketed as levothyroxine (L-thyroxine) sodium salt. In this study, after extraction of levothyroxine tablet as a pre-treatment process, direct enantiomer separation of thyroxine on crown ether derived chiral columns for determination of optical purity was performed using reversed mobile phase with acid additive. The chromatographic method developed in this study was applied in the determination of optical purity of several current domestic and foreign commercialized levothyroxine tablets. Optical purity values of these commercialized L-thyroxine sodium tablets except one were higher than 99 percents.
Enantiomer separation; Thyroxine; Chiral column; Optical purity;
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Times Cited By KSCI : 1  (Citation Analysis)
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1 Aboul-Enein, H. Y., I. Ali, M. H. Hyun, Y. J. Cho, and J. S. Jin (2002) Effect of acidity on the enantiomeric resolution of thyroxine and tocainide by HPLC on a (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid column J. Biochem. Bioph. Methods. 54: 407-413.   DOI   ScienceOn
2 Jin, J. Y., W. Lee, and M. H. Hyun (2006) Development of the antipode of the covalently-bonded crown ether type chiral stationary phase for the advantage of the reversal of elution order. J. Liq. Chrom. & Rel. Tech. 29: 841-848.   DOI   ScienceOn
3 Francotte, E. and W. Lindner, (Ed.) (2006) Chirality in Drug Research. Wiely-VCH, Weinheim.
4 Bantle, J., J. Oppenheimer, H. Schwartz, D. Hunninghake, J. Probstfield and R. Hanson (1981) TSH response to TRH in euthyroid, hypercholesterolemic patients treated with graded doses of dextrothyroxine. Metabolism 30: 63-66.   DOI   ScienceOn
5 Abou-Basha, L. I. and H. Y. Aboul-Enein (1995) Enantiomeric separation and optical purity determination of thyroxine enantiomers in bulk and pharmaceutical formulations. Pharm. Acta Helv. 70: 237-240.   DOI   ScienceOn
6 Gika, H., M. Lammerhofer, I. Papadoyannis and W. Lindner (2004), Direct separation and quantitative analysis of thyroxine and triiodothyronine enantiomers in pharmaceuticals by high-performance liquid chromatography J. Chromatogr. 800: 193-201.   DOI
7 Jin, J. Y., C.-S. Baek, and W. Lee (2007) Development of a validated HPLC method for the simultaneous determination of D- and L-thyroxine in human plasma. Bull. Kor. Chem. Soc. 28: 1070-1072.   DOI
8 Perry, J. A., J. D. Rateike, and T. J. Szczerba (1987) Eluting trace components before major constituents : I. Sensitivity enhancement in analytical determinations of optical purity. J. Chromatogr. 389: 57-64.   DOI
9 Jin, J. Y. and W. Lee (2007) Liquid chromatographic enantiomer resolution of N-hydrazide derivatives of 2-aryloxypropionic acids on a crown ether derived chiral stationary phase, Chirality 19: 120-123.   DOI   ScienceOn
10 Lee, T., W. Lee, M. H. Hyun, and J. H. Park (2010) Enantioseparation of native $\alpha$-amino acids on an 18- crown-6-tetracarboxylic acid-bonded silica by capillary electrochromatography. J. Chromatogr. A 1217: 1425-1428.
11 Lee, W., J. Y. Jin and C.-S. Baek (2005) Comparison of enantiomer separation on two chiral stationary phases derived from (+)-18-crown-6-2,3,11,12-tetracarboxylic acid of the same chiral selector. Microchemical Journal 80: 213-217.   DOI   ScienceOn
12 Jin, D., M. Zhang, S. Jin, M. Lee, G. Song, G. Back and Y. Lee (2007) Enantioselective resolution of thyroxine hormone by high-performance liquid chromatography utilizing a highly fluorescent chiral tagging reagent. Chirality 19: 625-631.   DOI   ScienceOn
13 Hyun, M.H., J. S. Jin, and W. Lee (1998) Liquid chromatographic resolution of racemic amino acids and their derivatives on a new chiral stationary phase based on crown ether. J. Chromatogr. A 822: 155–161.