title: High-performance liquid chromatographic enantioseparation of 3,5-disubstituted hydantoins analogs and temperature-induced reversals of elution orders on a polysaccharide-based chiral stationary phase.
abstract: Enantioseparations were achieved for eleven 3,5-disubstituted hydantoins in HPLC under the normal phase mode using Chiralpak IA. The effects of polar alcoholic modifier and column temperature on retention and enantioseparation were determined. Importantly, we found two kinds of enantiomer elution order (EEO) reversals, which include solvent-induced EEO reversal for compound 9 and temperature-induced EEO reversals for compound 3 and compound 6. The phenomena of these EEO reversals were described for the first time in present work, which is helpful to elucidate the chiral separation mechanism of these hydantoins.
authors: School of Pharmacy, Shandong University, Ji'nan 250012, China.
authors: Xinying
authors: X
authors: Yang
authors: School of Pharmacy, Shandong University, Ji'nan 250012, China.
authors: Li
authors: L
authors: Su
authors: School of Pharmacy, Shandong University, Ji'nan 250012, China.
authors: Xuben
authors: X
authors: Hou
authors: School of Pharmacy, Shandong University, Ji'nan 250012, China.
authors: Shengyong
authors: S
authors: Ding
authors: School of Pharmacy, Shandong University, Ji'nan 250012, China.
authors: Wenfang
authors: W
authors: Xu
authors: School of Pharmacy, Shandong University, Ji'nan 250012, China; Department of Chemistry and Center for Diagnostics and Therapeutics, Georgia State University, Atlanta, GA 30303, USA.
authors: Binghe
authors: B
authors: Wang
authors: School of Pharmacy, Shandong University, Ji'nan 250012, China. Electronic address: haofangcn@sdu.edu.cn.
authors: Hao
authors: H
authors: Fang
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D006827:Hydantoins / Q000737:chemistry / Q000302:isolation & purification*; D011134:Polysaccharides / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism; D013696:Temperature
chemical_list: D006827:Hydantoins; D011134:Polysaccharides; D012997:Solvents
keywords: 3,5-Disubstituted hydantoins; Chrialpak IA column; Enantiomer separation; Reversal of elution order