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题名: Chiral separation of racemates of drugs and amino acid derivatives by high-performance liquid chromatography on a norvancomycin-bonded chiral stationary phase
作者: Ding, GS;  Huang, XJ;  Liu, Y;  Wang, JD
关键词: column liquid chromatography ;  norvancomycin-bonded stationary phase ;  chiral separation ;  neutral and basic drugs
刊名: CHROMATOGRAPHIA
发表日期: 2004-04-01
DOI: 10.1365/s10337-004-190-3
卷: 59, 期:7-8, 页:443-449
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Life Sciences & Biomedicine ;  Physical Sciences
类目[WOS]: Biochemical Research Methods ;  Chemistry, Analytical
研究领域[WOS]: Biochemistry & Molecular Biology ;  Chemistry
英文摘要: A novel norvancomycin-bonded chiral stationary phase (NVC-CSP) has been synthesized by use of the chiral selector norvancomycin, which differs from vancomycin because of the presence of leucine rather N-methylleucine. The enantiomers of some neutral and basic chiral drugs, for example warfarin, benzoin, bend roflumethiazide, and praziquantel, were directly separated by high-performance liquid chromatography in the reversed-phase mode. The effect of conditions such as organic modifier concentration, column temperature, pH, and mobile phase flow rate on retention and enantioselectivity were investigated. It was shown that hydrophobic, steric, and ionic interactions were present between the analyte and the macrocycle in this chromatographic system. Van't Hoff plots afforded the thermodynamic data Delta(R),SDeltaH(o) and DeltaR,SDeltaS(o); the negative values obtained indicated the process of enantiomer separation was enthalpy-controlled. In an attempt to improve the resolution of some very polar acidic compounds (donsyl-amino acids) norvancomycin was used as stationary phase chiral selector and chiral mobile-phase additive simultaneously, better results were obtained as the result of a 'synergistic' effect. It was also shown experimentally that the newly synthesized NVC-CSP behaved somewhat differently from the earlier reported vancomycin-banded CSP, probably because of the different structures of norvancomycin and vancomycin.
关键词[WOS]: CAPILLARY-ELECTROPHORESIS ;  MACROCYCLIC ANTIBIOTICS ;  TEICOPLANIN ;  ENANTIOMERS ;  SELECTORS ;  VANCOMYCIN ;  RETENTION ;  DIMERIZATION ;  TEMPERATURE ;  MODEL
语种: 英语
WOS记录号: WOS:000224100000008
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/139497
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116012, Peoples R China

Recommended Citation:
Ding, GS,Huang, XJ,Liu, Y,et al. Chiral separation of racemates of drugs and amino acid derivatives by high-performance liquid chromatography on a norvancomycin-bonded chiral stationary phase[J]. CHROMATOGRAPHIA,2004,59(7-8):443-449.
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