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Enantioseparation of the New Antifungal Drug Iodiconazole and Structurally Related Triadimenol Analogues by CE with Neutral Cyclodextrin Additives

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Abstract

Chiral separation of iodiconazole, a new antifungal drug, and 12 new structurally related triadimenol analogues were studied by capillary electrophoresis with seven neutral cyclodextrins. It was found that hydroxypropyl-γ-cyclodextrin (HP-γ-CD) was the most effective chiral selector. Furthermore, the influence of the concentration of HP-γ-CD, buffer pH, buffer concentration, temperature, and applied voltage was investigated, and the method was validated. The study of the analyte structure-enantioseparation relationships showed that substitutions in the side chains had important influences on enantiomeric separation.

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References

  1. Schiller DS, Fung HB (2007) Clin Ther 29:1862–1886. doi:10.1016/j.clinthera.2007.09.015

    Article  CAS  Google Scholar 

  2. Fromtling RA (1988) Clin Microbiol Rev 1:187–217

    CAS  Google Scholar 

  3. Sheng C, Zhang W, Ji H, Zhang M, Song Y, Xu H, Zhu J, Miao Z, Jiang Q, Yao J, Zhou Y, Zhu J, Lü J (2006) J Med Chem 49:2512–2525. doi:10.1021/jm051211n

    Article  CAS  Google Scholar 

  4. Yu S, Chai X, Hu H, Yan Y, Guan Z, Zou Y, Sun Q, Wu Q (2010) Eur J Med Chem 45:4435–4445. doi:10.1016/j.ejmech.2010.07.002

    Article  CAS  Google Scholar 

  5. Sun Q, Zhang W, Xu J, Cao Y, Wu Q, Zhang D, Liu C, Yu S, Jiang Y (2007) Eur J Med Chem 42:1151–1157. doi:10.1016/j.ejmech.2006.11.003

    Article  CAS  Google Scholar 

  6. Gao S, Tao X, Sun L, Sheng C, Zhang W, Yun Y, Li J, Miao H, Chen W (2009) J Chromatogr B 877:382–386. doi:10.1016/j.jchromb.2008.12.034

    Article  CAS  Google Scholar 

  7. Sun N, Wen J, Lu G, Hong Z, Fan G, Wu Y, Sheng C, Zhang W (2010) J Pharm Biomed Anal 51:248–251. doi:10.1016/j.jpba.2009.07.016

    Article  CAS  Google Scholar 

  8. Maier NM, Franco P, Lindner W (2001) J Chromatogr A 906:3–33. doi:10.1016/S0021-9673(00)00532-X

    Article  CAS  Google Scholar 

  9. Rotstein DM, Kertesz DJ, Walker KAM, Swinney DC (1992) J Med Chem 35:2818–2825. doi:10.1021/jm00093a015

    Article  CAS  Google Scholar 

  10. Dilmaghanian S, Gerber JG, Filler SG, Sanchez A, Gal J (2004) Chirality 16:79–85. doi:10.1002/chir.10294

    Article  CAS  Google Scholar 

  11. Schurig V (2001) J Chromatogr A 906:275–299. doi:10.1016/S0021-9673(00)00505-7

    Article  CAS  Google Scholar 

  12. Gasparrini F, Misiti D, Villani C (2001) J Chromatogr A 906:35–50. doi:10.1016/S0021-9673(00)00953-5

    Article  CAS  Google Scholar 

  13. Terfloth G (2001) J Chromatogr A 906:301–307. doi:10.1016/S0021-9673(00)00952-3

    Article  CAS  Google Scholar 

  14. Foucault AP (2001) J Chromatogr A 906:365–378. doi:10.1016/S0021-9673(00)00499-4

    Article  CAS  Google Scholar 

  15. Gübitz G, Schmid MG (2008) J Chromatogr A 1204:140–156. doi:10.1016/j.chroma.2008.07.071

    Article  Google Scholar 

  16. Castro-Puyana M, Crego AL, Marina ML (2005) Electrophoresis 26:3960–3968. doi:10.1002/elps.200500100

    Article  CAS  Google Scholar 

  17. Castro-Puyana M, Crego AL, Marina ML, García-Ruiz C (2007) Electrophoresis 28:2667–2674. doi:10.1002/elps.200600798

    Article  CAS  Google Scholar 

  18. Breadmore MC, Thormann W (2003) Electrophoresis 24:2588–2597. doi:10.1002/elps.200305494

    Article  CAS  Google Scholar 

  19. Castro-Puyana M, Crego AL, Marina ML (2006) Electrophoresis 27:887–895. doi:10.1002/elps.200500347

    Article  CAS  Google Scholar 

  20. Zhang G, Sun Q, Hou Y, Hong Z, Zhang J, Zhao L, Zhang H, Chai Y (2009) J Sep Sci 32:2401–2407. doi:10.1002/jssc.200900012

    Article  CAS  Google Scholar 

  21. Wu YS, Lee HK, Li SFY (2001) J Chromatogr A 912:171–179. doi:10.1016/S0021-9673(01)00559-3

    Article  CAS  Google Scholar 

  22. Amini A (2001) Electrophoresis 22:3107–3130. doi:10.1002/1522-2683(200109)22:15<3107:AID-ELPS3107>3.0.CO;2-Z

    Article  CAS  Google Scholar 

  23. Verleysen K, Sandra P (1998) Electrophoresis 19:2798–2833. doi:10.1002/elps.1150191607

    Article  CAS  Google Scholar 

  24. Wren SAC, Rowe RC (1992) J Chromatogr A 603:235–241. doi:10.1016/0021-9673(92)85366-2

    Article  CAS  Google Scholar 

  25. Ilisz I, Fodor G, Ivanyi R, Szente L, Toth G, Peter A (2008) J Chromatogr B 875:273–279. doi:10.1016/j.jchromb.2008.05.020

    Article  CAS  Google Scholar 

  26. Kong D, Yang W, Duan K, Cui Y, Xing S, Zhang X, Sheng X, Zhang L (2009) J Sep Sci 32:3178–3183. doi:10.1002/jssc.200900203

    Article  CAS  Google Scholar 

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Acknowledgment

The authors would like to thank Prof. Zhang Wannian, Sun Qingyan, and Zhang Dazhi for kindly providing the triadimenol derivatives. This work was supported by a grant from the National Natural Science Foundation of China (no. 81072614) and a grant from the Doctoral Innovation Foundation of Second Military Medical University, China.

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Correspondence to Yifeng Chai.

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Li, W., Zhao, L., Tan, G. et al. Enantioseparation of the New Antifungal Drug Iodiconazole and Structurally Related Triadimenol Analogues by CE with Neutral Cyclodextrin Additives. Chromatographia 73, 1009–1014 (2011). https://doi.org/10.1007/s10337-010-1897-y

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  • DOI: https://doi.org/10.1007/s10337-010-1897-y

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