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Chiral separation of ofloxacin enantiomers by ligand exchange chromatography

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Abstract

The enantioseparation conditions of ligand exchange chromatography were examined using ofloxacin enantiomers. A C18 column was used with the mobile phase consisting of a methanol–water solution (containing different concentrations of l-isoleucine and copper sulfate) at flow rate of 0.5 cm3 min−1. The effect of different kinds and concentrations of ligands, bivalent ligand ions, and organic modifier, and temperature on enantioseparation were evaluated; the results showed that enantioselectivity was strongly affected by the ligand concentration of the mobile phase. Under the optimum conditions (methanol/water 20:80 v/v, containing 2.5 mmol dm−3 l-isoleucine and 0.6 mmol dm−3 Cu2+, room temperature), baseline separation of the two enantiomers was obtained with resolution of 1.32 in less than 30 min. The separation method was used to analyze the ofloxacin enantiomers in different commercial medicines.

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References

  1. Bhushan R, Kumar V (2008) J Chromatogr A 1201:35

    Article  CAS  Google Scholar 

  2. Berkecz R, Ilisz I, Fülöp F, Pataj Z, Hyun MH, Péter A (2008) J Chromatogr A 1189:285

    Article  CAS  Google Scholar 

  3. Chu BL, Guo B, Zuo H, Wang Z, Lin JM (2008) J Pharm Biomed Anal 46:854

    Article  CAS  Google Scholar 

  4. Lee KA, Yeo S, Kim KH, Lee W, Kang JS (2008) J Pharm Biomed Anal 46:914

    Article  CAS  Google Scholar 

  5. Wang Z, Ouyang J, Baeyens WRG (2008) J Chromatogr B 862:1

    Article  CAS  Google Scholar 

  6. Kwon C, Park H, Jung S (2007) Carbohydr Res 342:762

    Article  CAS  Google Scholar 

  7. Peter A, Torok G, Armstrong DW, Toth G, Tourwe D (2000) J Chromatogr A 904:1

    Article  CAS  Google Scholar 

  8. Wang Y, Ong TT, Li LS, Tan TTY, Ng SC (2009) J Chromatogr A 1216:2388

    Article  CAS  Google Scholar 

  9. Taylor DR, Maher K (1992) J Chromatogr Sci 30:67

    CAS  Google Scholar 

  10. Davankov VA (2003) J Chromatogr A 1000:891

    Article  CAS  Google Scholar 

  11. Schmid MG, Schreiner K, Reisinger D, Gubitz G (2006) J Sep Sci 29:1470

    Article  CAS  Google Scholar 

  12. Zheng ZX, Lin JM, Qu F (2003) J Chromatogr A 1007:189

    Article  CAS  Google Scholar 

  13. Chen Z, Lin J, Uchiyama K, Hobo T (2000) Anal Sci 16:131

    Article  CAS  Google Scholar 

  14. Hödl H, Schmid MG, Gübitz G (2008) J Chromatogr A 1204:210

    Article  Google Scholar 

  15. Chan KP, Chu KO, Lai WW, Choy KW, Wang CC, Pang CP (2006) Anal Biochem 353:30

    Article  CAS  Google Scholar 

  16. Wang H, Liao ZX, Chen M, Hu XL (2006) Pharmacol Res 53:28

    Article  CAS  Google Scholar 

  17. Saigal S, Agarwal SR, Nandeesh HP, Sarin SK (2001) J Gastroen Hepatol 16:1028

    Article  CAS  Google Scholar 

  18. Gong QJ, Quiao JL, Du LM, Dong C (2000) Talanta 53:359

    Article  CAS  Google Scholar 

  19. Awadallah B, Schmidt PC, Wahl MA (2003) J Chromatogr A 988:135

    Article  CAS  Google Scholar 

  20. Zeng S, Zhong L, Pan L, Li Y (1999) J Chromatogr B 728:151

    Article  CAS  Google Scholar 

  21. Tian M, Yan H, Row KH (2009) J Chem Technol Biotechnol 84:1001

    Article  CAS  Google Scholar 

  22. Gozel P, Gassmann E, Michelsen H, Zare RN (1987) Anal Chem 59:44

    Article  CAS  Google Scholar 

  23. Li R, Wan Q (2006) Chin J Anal Chem 34:683

    CAS  Google Scholar 

Download references

Acknowledgments

This research was supported by Basic Science Research Program through the National Research Foundation (NRF) of Korea funded by the Ministry of Education, Science, and Technology (2009-0072787).

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Authors and Affiliations

  1. Department of Chemical Engineering, Inha University, Incheon, 402-751, Korea

    Minglei Tian & Kyung Ho Row

  2. School of Biological Sciences, Seoul National University, Seoul, 151-744, Korea

    Hyung Sang Row

Authors
  1. Minglei Tian
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  2. Hyung Sang Row
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  3. Kyung Ho Row
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Correspondence to Kyung Ho Row.

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Tian, M., Row, H.S. & Row, K.H. Chiral separation of ofloxacin enantiomers by ligand exchange chromatography. Monatsh Chem 141, 285–290 (2010). https://doi.org/10.1007/s00706-010-0264-x

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  • DOI: https://doi.org/10.1007/s00706-010-0264-x

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