Liquid Chromatographic Resolution of Fendiline and Its Analogues on a Chiral Stationary Phase Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid

Molecules

Ga Ram Lee²  Myung Ho Hyun¹ 

[1] Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Busan 690-735, Korea; E-Mail

关键词: chiral stationary phase;    enantiomer separation;    liquid chromatography;    fendiline;   

DOI  :  10.3390/molecules191221386

来源: mdpi

【 摘 要 】

Fendiline, an effective anti-anginal drug for the treatment of coronary heart diseases, and its sixteen analogues were resolved on a CSP based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. Fendiline was resolved quite well with the separation factor (α) of 1.25 and resolution (R_S) of 1.55 when a mobile phase consisting of methanol–acetonitrile–trifluoroacetic acid–triethylamine at a ratio of 80/20/0.1/0.5 (v/v/v/v) was used. The comparison of the chromatographic behaviors for the resolution of fendiline and its analogues indicated that the 3,3-diphenylpropyl group bonded to the secondary amino group of fendiline is important in the chiral recognition and the difference in the steric bulkiness between the phenyl group and the methyl group at the chiral center of fendiline is also important in the chiral recognition.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.