Determination of the binding constants of modafinil enantiomers with sulfated β-cyclodextrin chiral selector by capillary electrophoresis using three different linear plotting methods

被引:19
作者
Al Azzam, Khaldun M. [1 ]
Saad, Bahruddin [1 ]
Aboul-Enein, Hassan Y. [2 ]
机构
[1] Univ Sains Malaysia, Sch Chem Sci, George Town 11800, Malaysia
[2] Natl Res Ctr, Pharmaceut & Med Chem Dept, Cairo, Egypt
关键词
Binding constant; Capillary electrophoresis; Modafinil enantiomers; Sulfated-beta-CD; THEORETICAL ASPECTS; SEPARATIONS; COMPLEXATION; DERIVATIVES; DRUGS; ACID;
D O I
10.1002/elps.201000266
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Binding constants for the enantiomers of modafinil with the negatively charged chiral selector sulfated-beta-CD (S-beta-CD) using CE technique is presented. The calculations of the binding constants employing three different linearization plots (double reciprocal, X-reciprocal and Y-reciprocal) were performed from the electrophoretic mobility values of modafinil enantiomers at different concentrations of S-beta-CD in the BGE. The highest inclusion affinity of the modafinil enantiomers were observed for the S-enantiomer-S-beta-CD complex, in agreement with the computational calculations performed previously. Binding constants for each enantiomer-S-beta-CD complex at different temperatures, as well as thermodynamic parameters for binding, were calculated. Host-guest binding constants using the double reciprocal fit showed better linearity (r(2) > 40.99) at all temperatures studied (15-30 degrees C) and compared with the other two fit methods. The linear van't Hoff (15-30 degrees C) plot obtained indicated that the thermodynamic parameters of complexation were temperature dependent for the enantiomers.
引用
收藏
页码:2957 / 2963
页数:7
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