AN IMPROVED CHIRAL STATIONARY PHASE FOR THE CHROMATOGRAPHIC-SEPARATION OF UNDERIVATIZED NAPROXEN ENANTIOMERS

被引:151
作者
PIRKLE, WH
WELCH, CJ
机构
[1] School of Chemical Sciences, University of Illinois
来源
JOURNAL OF LIQUID CHROMATOGRAPHY | 1992年 / 15卷 / 11期
基金
美国国家科学基金会;
关键词
D O I
10.1080/10826079208020869
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A mechanistic rationalization of the ability of a recently developed chiral stationary phase (CSP) to separate the enantiomers of underivatized naproxen (as well as a number of other non-steroidal anti-inflammatory drugs) suggested that an analog of this CSP containing a shortened tether might afford greater enantioselectivity. This is indeed the case. A separation factor of 2.93 obtained at room temperature with this CSP is the greatest enantioselectivity reported to date for the differential complexation of naproxen enantiomers by a synthetic selector.
引用
收藏
页码:1947 / 1955
页数:9
相关论文
共 9 条
[1]   AROMATIC-AROMATIC INTERACTION - A MECHANISM OF PROTEIN-STRUCTURE STABILIZATION [J].
BURLEY, SK ;
PETSKO, GA .
SCIENCE, 1985, 229 (4708) :23-28
[2]  
GEORGIADIS P, 1991, J ORG CHEM, V56, P3362
[3]   AROMATIC AROMATIC INTERACTIONS IN MOLECULAR RECOGNITION - A FAMILY OF ARTIFICIAL RECEPTORS FOR THYMINE THAT SHOWS BOTH FACE-TO-FACE AND EDGE-TO-FACE ORIENTATIONS [J].
MUEHLDORF, AV ;
VANENGEN, D ;
WARNER, JC ;
HAMILTON, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (19) :6561-6562
[4]   A CHIRAL STATIONARY PHASE WHICH AFFORDS UNUSUALLY HIGH-LEVELS OF ENANTIOSELECTIVITY [J].
PIRKLE, WH ;
DEMING, KC ;
BURKE, JA .
CHIRALITY, 1991, 3 (03) :183-187
[5]   A CONVENIENT VOID VOLUME MARKER FOR SEVERAL CHIRAL HPLC COLUMNS [J].
PIRKLE, WH ;
WELCH, CJ .
JOURNAL OF LIQUID CHROMATOGRAPHY, 1991, 14 (01) :1-8
[6]   CHROMATOGRAPHIC-SEPARATION OF UNDERIVATIZED NAPROXEN ENANTIOMERS [J].
PIRKLE, WH ;
WELCH, CJ .
JOURNAL OF LIQUID CHROMATOGRAPHY, 1991, 14 (18) :3387-3396
[7]  
PIRKLE WH, 1992, UNPUB
[8]   METHANESULFONIC-ACID CATALYZED CYCLIZATION OF 3-ARYLPROPANOIC AND 4-ARYLBUTANOIC ACIDS TO 1-INDANONES AND 1-TETRALONES [J].
PREMASAGAR, V ;
PALANISWAMY, VA ;
EISENBRAUN, EJ .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (14) :2974-2976
[9]  
SIEMION IZ, 1990, Z NATURFORSCH B, V45, P1324