title: Semi-preparative enantiomeric separation of ofloxacin by HPLC.
abstract: A direct semi-preparative high performance liquid chromatography (HPLC) enantioseparation of ofloxacin was performed on chemically immobilized cyclodextrin derivative-mono (6A-azido-6A-deoxy)-per(p-chlorophenyl carbamoylated) β-CD chiral stationary phase. Conditions for semi-preparative separations were established using a 250 × 4.6 mm i.d. column and subsequently extended to a 250 × 10.0 mm i.d. column that enabled separations on a milligram scale. Optimization of the chromatographic conditions (mobile phase and column load) with respect to better efficiency, resolution and peak retention resulted in a system capable of separating up to 304 mg of (-)-(S)-oﬂoxacin and 56 mg of (+)-(R)-oﬂoxacin of the racemate over 6 h. The purities of the separated enantiomers were determined by HPLC. Moreover, both separated enantiomers were characterized by mass spectrometry; then, the absolute configuration of the products was clearly confirmed by polarimetry.
authors: Institute of Special Materials/School of Chemistry and Environment, South China Normal University, Guangzhou 510006, China.
authors: Zhili
authors: Z
authors: Fang
authors: Ziyuan
authors: Z
authors: Guo
authors: Qing
authors: Q
authors: Qin
authors: Jun
authors: J
authors: Fan
authors: Yong
authors: Y
authors: Yin
authors: Weiguang
authors: W
authors: Zhang
mesh_terms: D001386:Azides / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D015242:Ofloxacin / Q000032:analysis / Q000737:chemistry / Q000302:isolation & purification*; D021241:Spectrometry, Mass, Electrospray Ionization; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry
chemical_list: C535116:(6(A)-azido-6(A)-deoxy)-per(4-chlorophenylcarbamoylated)-beta-cyclodextrin; D001386:Azides; D047392:beta-Cyclodextrins; D015242:Ofloxacin