Enantioseparation of Penconazole, Myclobutanil and Triadimefon by Cyclodextrin-Modified Micellar Electrokinetic Chromatography
DOI:
https://doi.org/10.11113/mjfas.v4n2.53Keywords:
Enantioseparation, Penconazole, Myclobutanil, Triadimefon, Cyclodextrin-Modified MEKC,Abstract
Simultaneous enantioseparation of three chiral triazole fungicides i.e. penconazole, myclobutanil and triadimefon bycyclodextrin-modified micellar electrokinetic chromatography (CD-MEKC) under acidic condition was investigated with
different HP--CD concentrations as chiral selector. The three triazole fungicides have an asymmetrically substituted
carbon atom respectively, and they all contain two enantiomers. In order to achieve the best enantioresolution of these
triazole fungicides, the HP--CD concentration range was optimized from 0 to 40 mM in 10 mM increment. The results
indicate that separation of enantiomers was not achieved with concentration range of HP--CD from 0 to 20 mM.
Simultaneous enantioseparation was successfully achived at 30 mM and 40 mM HP--CD concentration in 25 mM
phosphate buffer (pH 3.0) solution that containing 50 mM SDS, 10% methanol and 5% acetonitrile. However,
enantioresolution decreased for myclobutanil and triadimefon enantiomers with HP--CD concentration greater than 30
mM. In addition, an increase in the concentration of HP--CD caused a significant increase in the analysis time. In light of
these aspects, the optimal concentration for HP--CD was decided to be 30 mM for the simultaneous chiral separation of
the three triazole fungicides with resolutions (Rs) between enantiomers for penconazole, Rs = 0.81; myclobutanil, Rs = 1.14;
triadimefon, Rs = 2.09; peak efficiencies (N) greater than 108 000 for all stereoisomers and analysis time of less than 15
min.
References
Otsuka, K., Matsumura, M., Kim, J.B., Terabe, S. (2003). On-line Preconcentration and Enantioselective Separation of Triadimenol by Electrokinetic Chromatography Using Cyclodextrins as Chiral Selectors. J.
Pharm. and Biomed. Anal. 30. 1861-1867.
Penmetsa, K.V. (1997). Applications of Capillary Electrophoresis in Pesticide Analysis and Toxicology Studies. PhD Dissertation, Department of Toxicology, North Carolina State University.
Edwards, S.H., Shamsi, S.A. (2002). Chiral Separation of Polychlorinated Biphenyls Using a Combination of Hydroxypropyl-J-Cyclodextrin and a Polymeric Chiral Surfactant. Electrophoresis. 23. 1320-1327.
Wan Ibrahim, W.A., Hermawan, D., Sanagi, M.M. (2007). On-line preconcentration and Chiral Separation of Propiconazole by Cyclodextrin-Modified Micellar Electrokinetic Chromatography. J. Chromatogr. A. 1170.
–113.
Wan Ibrahim, W.A., Hermawan, D., Hasan, M.N., Aboul-Enein, H.Y., Sanagi, M.M. (2008). Rapid Estimation of Octanol-Water Partition Coefficient for Chiral Triazole Fungicides by Micellar Electrokinetic
Chromatography. Chromatographia. 68. 415-419.
http://www.syrres.com/esc. Estimation Software - KowWin Demo (checked on May 2008).
Wang, P., Jiang, S., Liu, D., Wang, P., Zhou, Z. (2005). Direct Enantiomeric Resolutions of Chiral Triazole Pepticides by High-Performance Liquid Chromatography. J. Biochem. Biophys. Methods. 62. 219-230.
Nishi, H. and Terabe, S. (1996). Micellar Electrokinetic Chromatography Perspectives in Drug Analysis. J. Chromatogr. A. 735. 3-27.